Leo (Part 2)

Graham came home with me, he walked past Leo without a word and left him throwing a hissy fit and stomping around the garden.

‘You do know you just locked Leo out of the house don’t you?’ I said as we walked away.

Graham shrugged his huge shoulders, ‘He better hope it doesn’t start raining.’

I felt it best not to comment further, underneath all of this I knew Graham was really upset at how things had turned out. He desperately wanted to find himself someone he could share his life with. He didn’t have that with Leo and I had just managed to point it out to him forcefully without considering his feelings at all. I felt badly for him.

As we approached my drive Tom came out. He looked warily between us and I could tell he was trying to gauge Graham’s mood. Graham being the superhero that he is walked straight up to Tom and engulfed him in a giant bear hug! The relief on Tom’s face was immense and he returned the hug tenfold!

Happy days, my two men were on the same page again! Thank goodness for that! I ducked around them and ran into the house, no way did I want to get caught in the middle of that bear hug session, I might get squashed. We are not talking about slightly built men here, More like two rugby prop players! The pair of them are massive!

They followed me in and the three of us sat down to discuss what had happened.

Graham spelled out to Tom that he had not and never would involve Leo or any other man in his arrangement with him, the only other person who would ever be involved with his disciplining would be me. I could live with that and so could Tom. Graham sat back then and relaxed properly and I saw the tension gradually leave his shoulders. My goodness that statement had been so important to him.

I broached the subject of what to do about Leo. I had a sneaking suspicion that as soon as he was able to get back in the house Leo would pack his stuff and run away on the first available train. I wanted his arse in a sling before that happened.

Graham ran through what he and I had discussed earlier and Tom sat back listening intently. ‘Let me get this straight, both you and Gemma are going to cane Leo as punishment for what he said to me and for the way he spoke to Gemma? Why do you think he’s going to agree? He definitely won’t agree to it if he knows I’m going to be there watching the proceedings that’s for sure and to be fair, I’m not sure I want to be there either.’

‘He won’t have a choice Tom.’ Graham’s voice had an edge that brooked no argument.

I went and sat on the arm of Tom’s chair and squeezed his shoulder. ‘You know what Tom, Leo needs a good hard lesson, if Graham tells him it’s part of his punishment for me to cane him and for you to be there to witness it, Leo is going to agree to it. It’s already an established part of their relationship to accept that there are consequences for his actions. Whatever Graham tells him is happening, then it’s happening. At that point there’s no use arguing about it.’

Graham sat watching the two of us and I saw him smile to himself. ‘Guys, I am going to leave you to hash out the details between you. Regardless, Leo will be over my desk in 15 minutes time. I will leave the front door open for you to come straight in.’ With that, he gripped Tom’s hand and pumped it and then grinned at me before he walked out.

‘Are you going to come with me Tom?’ I asked quietly as I went to my equipment cupboard and retrieved my nastiest cane. I turned around and swished it through the air. Tom flinched as he heard the sound and I watched him become submissive Tom immediately! Jesus that turns me on so damn much it scares the hell out of me. Who the hell am I turning into? I put the cane down and sat on his lap. ‘It’s not for you bone head! You would have to do something really horrid for this bad boy to end up across your arse.’ I kissed him quickly and jumped off his lap again before I got completely distracted by him. Damn he makes me horny!

He grinned at me, ‘That’s a relief! I thought for a moment you were giving me a choice of go with you or feel the cane.’ He stood up.

‘I guess I’m coming with you anyway. I just want to make it clear though, I’m coming with you because I want to see you and Graham in action, I could care less about Leo getting his arse whipped or witness his complete humiliation. It turns me on when you are in Ma’am mode Gem, you are so damn strict it turns me to mush instantly. I love the way that makes me feel, it’s amazing!’ With that he turned and walked out of the room and headed for the front door and left me standing there gawping like a goldfish behind him!

Revelations! You gotta love ’em! Tom loves being made to submit. I have officially found my own version of paradise! Go ME!!

I grabbed the cane and ran to catch him up. We locked the house and walked back to Graham’s quickly. We had less than two minutes before Leo’s caning would begin.

As we walked in the house I could hear Leo pleading with Graham in the most whiny voice I have ever heard and it grated on my nerves instantly. I headed for the office with Tom now trailing behind me. I shouted ‘we’re here!’ as I pushed the door open fully and walked in. Graham turned around and smiled at us both, he indicated to Tom that he should take the arm chair and Tom immediately sat himself down.

Leo was already in position over the desk, bare arse on full display with his pants around his ankles and cuffs attached to each ankle fastened to a leg spreader. His arms were stretched above his head and cuffed at the wrist. The cuffs had a strap running through them that had been attached to a handle on the occupant side of the desk.

I raised an eyebrow at the restrictions he had been put under and Graham clarified, ‘He is still learning how to take a punishment properly Gemma, He usually tries to run midway through or he will try and turn it into something sexual so he can avoid the remainder of it. Normally I would play along, but not today. Today is a lesson that Leo has agreed he is going to learn and learn well. Isn’t that right Leo?’ Graham prodded Leo’s arse with the tip of his cane.

A very sulky ‘Yes Sir’ came from the desk end of proceedings and I walked around to where I could see his face. He glared at me and there was so much hatred in his eyes I felt myself back off a little. I was actually relieved he was restrained now.

Graham saw my reaction and he leaned down and spoke very quietly in Leo’s ear. I couldn’t make out what he said but Leo was instantly silent. He dropped his head down and rested his forehead on the desk. Graham rolled back his shirt sleeves and picked up his cane. He looked across at me.

‘I think we should work in tandem Gem. First stroke me second you and so on and so forth until we’re done.’ He smiled and indicated for me to take my place on the left side of Leo’s naked backside. He took the right. It helps enormously that Graham is left handed.

As I positioned myself the thought occurred to me I had no idea when done was, ‘So when is ‘done’ exactly?’ I asked.

‘When I say we’re done.’ Graham responded as he brought the first stroke stinging across the back of Leo’s thighs, right in the crease of his sit spot. It brought water to my eyes! Leo screamed and then screamed again for good measure.

I brought my first stroke in across the centre of both cheeks. A split second later Leo wailed but it wasn’t as loud as that first one. I must have gone lightly on him. That wouldn’t do at all. I needn’t have worried, Graham’s second stroke came in immediately below his first stroke, it would appear he was going for a ladder down the thighs! Jesus Leo was instantly in a world of pain. I ignored his screams and put a lot more effort into my stroke for my second one and this time he did squeal. Loudly. I felt mollified. I could hear Tom’s intake of breath as Graham’s third stroke whipped through the air and landed neatly below his second, I waited a moment, more because Leo’s voice had gone so high he was hurting my ears, and also because I wanted to watch those three strokes bloom. Oh my goodness did they bloom. Angry red welts swelled and joined together. I brought in my third stroke again across the buttocks a little bit lower than the first two, I wasn’t as good at the horizontal pinstripe as Graham and June but to be fair, I didn’t get as much practice as they did. Leo yowled and tried to move, obviously pointless, tied down and all, and Graham laughed as he brought home his fourth.

I realised early on into the caning that I didn’t want to have anything to do with Leo at all on any level but I continued because I had requested this and I was going to see it through. After I had delivered 30 strokes of my cane that was enough for me.

We carried on like that until my arm grew tired, and I stood back from my position. I had worked up a sweat, Leo’s arse was a mass of angry red welts, his thighs defied description and Graham was still bringing that cane home. I nodded to him that I was done and I put my cane down on the desk in front of Leo’s face.

I went and sat on Tom’s knee to watch Graham finish the punishment. It should be noted that Tom was in fine form! I sat higher up to take advantage of the heat he was packing! I wriggled and positioned myself perfectly, Tom put his head down on my shoulder and moaned against it. I could feel him throbbing against my bottom! Fabulous side benefit and the only part of any of this that I had actually enjoyed!

I can’t tell you how many Leo took that day. I think Graham would have gone for a clean 100 but Leo’s sobs and screams must have finally reached his ears. In fairness to him, he never called his safe word. He took the punishment, he pee’d himself and Graham was furious with him for it, he was crying like a baby, sobbing loudly with snot smeared across his very red face. His hair was plastered against his head with sweat and it was safe to say he was a hell of a mess. Graham stepped up behind him and picked up a small tub of tiger balm and I actually flinched. If he rubbed that into his skin now he would lift the roof off with his screaming.

‘Gray?’ I went over and touched his arm. He looked down at me and I could see he was still very much in the zone. I knew I could be in big trouble here for interfering but bloody hell, that was beyond punishment. Leo was an idiot of the first order and he was a gobby little shit with the worst attitude ever, but blimey, he hadn’t murdered anyone!

‘Please don’t use that.’ I put my hand on the tub of tiger balm and waited. Graham was breathing deeply and he held onto the tub for a moment longer. Then he gave it to me and walked out of the room.

I went after him quickly followed by Tom.

‘Gray? Are you okay?’ I walked right up to him and wrapped my arms around his middle and hugged him. He sighed and hugged me back.

‘Thank you for stopping me Gem. I just wanted to keep punishing him, I can’t stand the sight or sound of him now. I just want him gone.’ I felt so sorry for Gray in that moment, he sounded completely defeated.

Tom came up and sat down at the counter, ‘Gray mate, there is no way he will be able to drive tonight after that caning!’

Graham barked out a laugh and he let go of me and sat at the counter with Tom. ‘Then it’s a good thing he came by train my friend. No need for him to hang around here, there is a train leaving in an hour that goes straight through to London. He won’t even have to rush to get to the station. I’ve got a taxi picking him up in 30 minutes. I’m going to go pack his stuff up and put it outside, he can wait there until the taxi comes for him. I’m done with him.’ He smiled briefly at us both before he left the room.

I looked worriedly after him, I couldn’t leave him like this. I had never seen him so low. I turned to Tom, ‘I’m going to stay here for a while until this thing plays itself out. I don’t want to leave him alone with Leo. God knows what could happen if Leo gobs off at him right now.’

Tom nodded, ‘Go help him pack, I’ll go and release Leo from the desk. He’s going to need to clean himself up before he leaves here anyway.’

I nodded and disappeared after Graham.

Less than 20 minutes later I came back into the kitchen to find a very subdued Leo standing in the corner of the room staring at the floor with his hands clasped in front of him. He looked truly pathetic.

I walked up to him and waited for him to look at me. It took a moment but he did it. ‘Graham has asked me to give you a message Leo. He’s taken your bags to the top of the drive and he wants you to go and wait up there with them for your taxi.’

The snarl that appeared on Leo’s face took me completely by surprise and I stepped back from him quickly. ‘You fucking bitch. You’ve ruined everything…’

Tom was instantly in front of me and he lifted Leo off his feet by the front of his shirt.

‘The top of the drive is this way you nasty little fucker.’ Tom growled at Leo as he carted him out of the house and up the drive and then dumped him on his arse on the pavement. Leo could be heard squealing and crying all the way up the drive!

Graham came out of the bedroom and looked around the kitchen.

‘Where’s Tom?’

‘Escorting Leo up the drive.’ I murmured.

He raised an eyebrow and then shrugging his shoulders, he took down a bottle of his favourite whiskey from the shelf. He held it up to me, ‘Care to join me Gem?’

‘I don’t mind if I do Gray, but not for Tom. He’s going to be working later.’ I winked at him.

Graham burst out laughing as he handed me my glass. ‘You two seem to have hit it off Gem, do I detect…’

‘Oh no, don’t go there, you know my rules. Tom and I are having some fun that’s all.’ I raised my glass and took a sip. I reached across and put my hand on his arm and squeezed.

I’m sorry things turned out they way they did with Leo.’

Graham covered my hand and squeezed it gently before letting go. ‘Don’t worry Gem, all is well, I met a guy while I was in Blackpool who asked me out to dinner, I regretfully declined the invitation because I was with Leo, but I took his details anyway. I think I knew then that the writing was on the wall for Leo. I’m going to give Todd a call and see if that offer of dinner is still on.’ He drained his glass and then grinned at me. ‘Silver Linings Darling, silver linings!’

Tom came back in and lifted me off the stool and sat me down on his knee after he stole my seat.

I grinned at him ‘You will pay for that later you know…’

‘Damn I hope so!’ he said and grinned back. Graham handed him a cup of coffee and winked. ‘You’re going to need this!’

Tom’s face was priceless.

Silver linings… I had a few of my own.

Leo (Part 1)

Leo was the kind of person that made you recoil after you had spoken to him for a minute or two. It was the coldness in his eyes, it was the calculated appraisal of who you were in Graham’s life and it was also the feeling that you were on borrowed time because he was already working out what he needed to do to get rid of you! In short he was a Gas lighter and full blown malignant narcissist! If you couldn’t see through him immediately you were done for. Full metal jacket required with this little fucker.

Of course he was also very pretty, he could sing like an angel, and he could twist Graham round his little finger so I knew he had other particular skills that were well suited to Graham’s needs and therefore I needed to tread carefully.

I wandered across to Graham’s around 4 pm without Tom, who had flat out refused to go back while Leo was in residence. He didn’t want an argument or worse a complete falling out with Graham over Leo so he wanted to stay with me for the remainder of his two weeks. I said we could talk about it when I got back.

I knocked on Graham’s door and waited, the door opened and Leo stood there staring me down. ‘Let me guess, you ran out of sugar? Wrong house sweetie.’ He sneered rudely as he moved to close the door. I put my foot in the doorway and stopped him.

‘Where’s Gray?’ I said as I pushed past him into the house. I walked down the hall leaving a gobsmacked Leo still holding on to the front door. Fuck him.

‘Hello?’ I shouted as I made my way through to the kitchen, I was rewarded instantly with Graham popping his head around the corner, his face lit up when he saw me.

‘Hello darling how are you?’ He greeted me with a huge hug and a smile. More to the point how’s Tom?’ He was grinning as he spoke and he looked over my shoulder towards the door. I still hadn’t spoken. ‘Where’s Tom?’ He asked curiously.

‘Oh Tom’s just fine and he’s still at my house. I wanted him to come with me but he flat out refused.’ I said while I extricated myself from the bear hug I was in.

Graham stopped hugging me and took a step back. ‘Why?’

I smiled thinly. ‘We need to talk.’

Leo chose that moment to appear, ‘Sorry Darling, she just marched right in like she owns the place!’ He was blatantly furious with me.

Graham’s head snapped up at the tone of Leo’s voice. ‘She is Gemma and She has been told to come in without knocking whenever She wants.’ His response to darling Leo was a whiplash and Leo felt it instantly. He began to back track rapidly, hands up in a conciliatory gesture he said ‘Hey. sorry, I had no idea. My apologies Gemma, I didn’t realise …’

I cut him off. ‘What? You didn’t realise it was downright rude to open a door and say ‘Let me guess, you ran out of sugar? Wrong house sweetie.’ with a sneer on your face? Or try and close the door in my face? Oh I see, well there’s a lesson well learned then. Fuck you Leo.’

I walked away from the pair of them and planted myself firmly in the armchair in the lounge. ‘Can I have a few minutes with you please Gray?’

Graham stared at me with a quizzical expression on his face, he glared at Leo. ‘What the fuck are you doing answering my door like that?’

Leo immediately went on the defensive. Arms crossed, chin up, hip cocked, belligerence in every line of him and then, the sulky voice and pouting lips. Jesus, this guy was text book manipulator! ‘We were just getting into something and I didn’t want us being disturbed. My bad. Sorry.’ He whined.

He managed to irritate Graham instantly with his attitude. ‘We will discuss this later, for now I would like some privacy to talk to Gemma.’ There is this tone that Graham uses when he is pissed with you that should stop you dead in your tracks when you hear it. You should always pay close attention to it. Woe betide you if you don’t.

Leo just pouted and looked severely put out, ‘would you like me to step outside the house and wait in the garden while you have your little chat? I mean, I wouldn’t want to accidentally overhear your private conversation or anything would I? Me just being the fuck buddy and all.’ With that Leo flounced (yes he did, he flounced, I actually giggled because he flounced) out of the room with a flick of his perfectly styled shoulder length platinum blond hair and put his nose in the air. I willed him to trip over something, but it wasn’t to be.

Graham didn’t follow him, I took a lot from that. He wasn’t completely enamoured of the Leo then.

He turned to me, ‘Gemma what on earth is going on? You have been in my house less than five minutes and it feels like I am in the middle of a war zone! What am I missing here?’ He was genuinely confounded.

I jumped straight in on the offensive. ‘I’m extremely upset with the pair of you, why on earth would you tell Leo he could handle Tom’s next punishment with you, turn it into a threesome? How could you do that to Tom?’ I was playing a long game here, I needed Graham to think that I believed he was already aware of the situation.

Graham stared at me in complete surprise. ‘What on earth are you talking about?’

‘Leo told Tom about your plans yesterday morning while you were out. He also began ordering him around and speaking to him like dirt under his feet and Tom was extremely unhappy about the whole thing which is why he landed on my doorstep. He didn’t want to have an argument with you about it. He’s very angry and upset about the whole thing and rightly so.’

Wow, just hold on Gem! I have no plans to do a ‘threesome’ as you put it, nor do I have or have I ever had any plan that would involve Leo in anything to do with Tom. Tom is my friend and we have an arrangement. Leo has no voice or place in the matter.”

‘So Leo made that shit up then?’ I said quietly, ‘Why would he do that to Tom? It’s not like Tom would be a threat to him is it? He’s as straight as you are gay! Tom is really bent out of shape over this Gray. He genuinely thinks that Leo will get what he wants.’

Graham looked shocked and then he looked angry. ‘The only thing Leo is going to be getting is a damn sharp shock and a severe dose of reality. Tom is my friend Gem I would never do anything to jeopardise that friendship. The only third party idea that’s been floated around here is you getting involved with Tom’s discipline, which is why I made the suggestion that he could learn as much from you as he could from me. He was genuinely interested and was more than happy to have you get involved. I was going to discuss it with you tomorrow but he preempted me by asking if he could visit with you yesterday. I assumed he was going to broach the subject with you himself. That’s why I wasn’t surprised when I got the request for the pre-set punishment for rule breaking.’ Poor Graham, he looked utterly stunned.

‘Was Leo in the house when you made the suggestion about third party involvement?’ I kept digging, I didn’t want that little shit to find a loop hole he could squeeze through by way of explanation!

‘Well, yes he was but he was in the shower, but I think you’re…’

I cut him off, ‘Could he have overheard part of the conversation and not realise you were talking about me?’ Last excuse being invalidated in 3 … 2 … 1… Boom.

‘I sincerely doubt it, I mentioned you by name on a number of occasions. Besides, He was actually quite ticked off with me that I was still going ahead with the discipline thing with Tom. Apparently Leo’s jealous of the attention I’ve been giving to Tom. He wants it all for himself, new boyfriend syndrome I suppose.’ Gray looked uncomfortable with the realisation that his boyfriend had caused a huge amount of upset with his friends.

‘Do you discipline him Gray?’ I asked cautiously, If he didn’t then this conversation would be over almost immediately and I would be leaving.

Gray looked confused again, ‘Who Tom?’ His eyebrow had shot up in a wtf are you talking about kind of look and I smiled at his confusion.

‘No, Leo.’ I clarified.

‘Yes I do, but that’s not…’

I cut him off again, ‘Good. because that little shit needs some discipline like he’s never had before and I do want that threesome to happen, but not with Tom, I want in on Leo’s disciplining and I want Tom to sit in and witness the ass whooping I am hoping Leo is about to experience.’

Graham smiled suddenly and sat back in his chair and relaxed a little. ‘I’m listening.’ He said.

I dived right in. ‘Leo needs bringing down a peg or two, the way he spoke to Tom is deplorable, especially the suggestions he made. That’s unforgivable. It’s also massively disrespectful to your friend. Then there’s the attitude he hit me with at the door. I’m not kidding when I say I would love to teach him a very severe lesson with the assist of your cane until I take the skin of his arse. I am beyond furious with him, he’s a fuckwit of the first order and I dislike him intensely. I have known him less than 5 minutes. If you don’t agree with me that’s fine. Like I said, it’s a suggestion and a way of dealing with the issue that would suit Tom and I and it would go a long way to repairing the damage Leo has caused.’ I sat back in my chair and blew out a long breath. This could go completely sideways if what I had suggested offended Graham in any way.

Graham just looked at me. He never said a word, I could see him weighing up his options and trying to decide what was best for everyone concerned. I would have hated to have been put in his position but short of telling Gray I could not spend time with him if Leo was going to be on the scene from now on I didn’t really have any other option.

Okay. Your idea is sound actually. I have dealt with Leo’s attitude issues this way before. I know he gets above himself, I know he tries to isolate me from my friends, but honestly, I enjoy the battle of wills with him, he never gets his own way Gem, I believe that’s part of the attraction he has for me. I don’t give in to him and I do take him to task regularly for his behaviour, which is part of the attraction I have for him! But… He has stepped over acceptable bounds this time. I won’t have a boyfriend of mine upsetting either you or Tom. before we agree to anything, I want to talk to Tom.’

He won’t come here, you’ll have to come over to mine and talk to him there. He was adamant earlier.’ I stood. Graham got to his feet too and he gave me a hug, ‘I’m really sorry Gem, I wouldn’t upset either of you for the world, you do know that don’t you?’

I hugged him back, ‘You don’t need to apologise Gray, it wasn’t you who upset everyone.’ He was really thrown by all of this and I felt a little guilty for having been the one to upset the apple cart but the truth needed to come out. Gray needed to know Leo was poison. Leo needed a damn good thrashing and Tom needed to know his arse was safe from everyone but me!

Leo has met his match…

Hey, my rules… and he had agreed!

to be continued….

The Training of Tom (part 4)

#NSFW 18+ Sexually explicit content.

Last night had been amazing, and Tom only broke the rules one more time during the whole night. He would have to pay for it, but hey, even he agreed that the pleasure was well worth the consequences he knew were coming his way. Jesus, he was like a machine, he just kept on going! I was in my own version of heaven! No strings attached multiple orgasms for spanking and humiliating this darling man then taking as much pleasure as we could both handle from him, not to mention he was absolutely loving it! In the end… when the heat and the pain and the stinging had worn off some… and after a lot of cold cream had been applied to all affected areas on multiple occasions. Which is what caused the second breaking of the rules… which is why some discipline needed to be applied today.

Sadly for Tom, last night was last night. This was a new day and I had plans for his arse. The spanking session needed to get underway. Problem was, He was working on being the most amazingly submissive but sexually aggressive, superb lover and just all round fabulous guy! I was really happy to be here right now.

By the way, ‘here’ precisely put, was me sat at the kitchen table stark naked with one leg over Tom’s shoulder and him with his head between my thighs making my pussy utterly, delightfully dependent on him! While I sat holding his head and groaning, it suddenly became apparent to me I could kill two birds with one stone. I pulled his head away from my pussy quite forcefully gripping his hair and pulling his head back to look up. He gazed up at me warily.

‘What’s up Gem?’ he asked as he ran his fingers between my pussy lips and let them take over where his mouth had left off.

‘It’s Ma’am to you.’ I said quietly, ‘I require you to get your arse into the front room, lie down on the floor and keep your hands to yourself. I am going to fuck the life out of you.’

I watched as he instantly became the submissive Tom of yesterday and all his swagger disappeared. It was in his eyes, it really was like he was two people in one body. I was utterly fascinated by the transformation.

I patted his head, ‘Good boy. Now, get to it.’

He lowered his gaze and stood up. I took in his gloriously naked body as he walked slowly to the lounge. Damn that man was beautifully put together! I followed him a few moments later with a fresh ginger fig in my hand and an evil smile on my face. We hadn’t gotten around to Tom’s second or third Ginger fig punishments the night before because we had gotten so distracted, but I was very aware of the reaction he had to having one inserted in his arse, after the initial shock from the sharpness of the stinging, burning sensation, his cock remained hard for the rest of the night. Much to my delight.

I approached him slowly, showed him the ginger and watched his face pale. ‘Did you think you could distract me from attending to your punishment Tom?’

‘No Ma’am,’ he shook his head, a worried expression settling on his face, ‘I know I have to be punished Ma’am, but I so enjoy pleasuring you, I truly wasn’t trying to distract you.’

I stood over him, contemplating what he had said and I placed the ginger on the coffee table and then lowered myself down on to his waiting cock. ‘And pleasure me you shall,’ I said. There was time enough for the ginger fig when I had taken my pleasure.

I slid down his length and took him all the way in and ground down until there was no space between us. I rocked my hips forward and groaned as he filled me, stretching me to the limit and then sending shock waves through me as I began to ride him in earnest. My orgasm began to build and I rode harder and faster. He groaned in unison and his face tightened with his fight to control his urges.

Waves of ecstasy washed over me as I rode his huge member, he thrust his hips up to meet me coming down but he kept his hands on his head the whole time. Jesus, I could have ridden him all day he was so good! I groaned loudly as I climaxed long and hard on his shaft. He was trembling, his legs were so tense they were rock solid and I knew he was having the devil’s own time controlling the overwhelming urge to cum just as hard as I had. His face was a study in pain and ecstasy and frustration and I laughed as I continued to ride the waves of my own orgasm. Jesus it was an intense experience with him every single time! I could become addicted!

Finally I climbed off him and stood astride his legs, smiling I reached across to the coffee table and picked up the ginger fig, the lube and a disposable glove. I heard his groan. It rumbled through his whole body.

‘All good things must come to an end Tom, time to turn over and take your punishment.’

‘Yes Ma’am’ he muttered as he rolled while still staying inside the stride of my wide open legs.

‘Up on your knees, there’s a good boy, I don’t want to have to work too hard to do this okay?’

Tom did as he was told and positioned himself on all fours. It was a beautiful sight, his gorgeous thick heavy cock was hanging down below his full sack and they swung slightly with his movement. His legs were set a little apart and his butt cheeks opened up invitingly.

I lubed up my gloved fingers and I played with his tight little hole. ‘Relax Tom or this will hurt like hell.’ I pushed two fingers in slowly and he moaned and relaxed against them. They slid all the way in and I rotated them for a moment, sliding them in and out, watching him buck up slightly, ‘are you enjoying this Tom?’ I demanded sharply. I smacked his left butt cheek hard and he yelped and said quickly, ‘No Ma’am, definitely not.’

I worked my fingers in and out of his hole for a few minutes and he was definitely riding them now, I slid my fingers out as he pushed up and I inserted the ginger fig as deep as it would go. ‘Now squeeze that hole tight shut Tom!’ He squeezed and squealed at the same time and his legs began shaking, his arse tried to push the ginger out and I had to keep my finger against the end of it for a few seconds before he stopped fighting it and groaned deeply.

He allowed the top half of his body to flop down but his backside remained high in the air. It seemed such a shame to waste a golden opportunity for a perfectly positioned arse for a spanking. So I didn’t.

I picked up the Jokari paddle and oiled the wood, then I oiled Tom’s cheeks and thighs and then I went to work on making his arse turn cherry red as quickly as possible. Damn, it’s a good thing my neighbour is deaf! Tom screamed as the wood connected and gripped his cheeks before sliding off and then coming back in the same place. I spanked that paddle hard across his bottom, stroke after stroke, landing across both cheeks, his thighs, then I spanked just the left cheek for a minute until he was begging me to stop, I transferred my attention to his right cheek and then the same attention to each thigh. His bottom was burning hot to touch, welts and blisters were popping up on his overheated skin and he was sobbing loudly into my carpet.

His four minutes with the ginger were up and I still had a number of other spanking sets to get through but he had earned some corner time. I put down the Jokari paddle and pulled on the glove and removed the ginger fig from his hole. He squealed as more juices were released on its way out. It really is the gift that keeps on giving. If you like excruciating pain and a red hot arse, that is. Personally, I can live without ever experiencing it again. Tom wasn’t so lucky, he still had one more 4 minute set to go before the end of today and a whole host of spanking and caning!

‘Okay Tom, corner time please. Go to your corner and stand facing the wall with your hands on your head for 15 minutes. If you move I will insert the last ginger fig immediately. Do I make myself clear?’ I really have developed a very good line in evil over the past 24 hours!

‘Yes Ma’am, I understand.’ He muttered as he got to his feet and all but ran across the room to stand in his corner.

I used the time to set up the spanking machine directly behind him. I placed the clothes brush in the machine and set the timer for the maximum 5 minutes on number 10.

‘So Tom, because we are way behind on the spanking punishments, I have decided to include your next spanking in with your corner time. But, I want to watch so I’ve set up the spanking machine to deliver the 320 clothes brush spankings and Graham’s 38 cane strokes which I will let the machine deliver too. You also still have 290 strokes of the Jokari paddle to take before we are done here. You did break the rules a second time last night and it cannot go unpunished so I am adding a further 10 strokes of the cane for your rule breaking. Now, brace your hands on the wall and push your bottom out for me please.’

Tom glanced over his shoulder at me and the look of horror on his face almost made me giggle. ‘Do you want to say something Tom?’ I asked quietly as I fiddled with the positioning of his arse making sure it was in line with the machine’s arm swing.

He dropped his head down and muttered sulkily, ‘no… ma’am.’

I spanked his thighs a few times. ‘Watch how you speak to me Tom, I will not have you disrespecting me, is that clear?’

He jumped a little and yelped as the slaps stung his inner thighs. ‘Yes Ma’am, sorry Ma’am.’ He braced himself properly on the wall and was bent over to my liking, I switched the machine on. It began it’s tirade of abuse on his bottom and thighs, as he jumped and yelped and lifted and then realised he wasn’t helping himself, those spanks were coming thick and fast and he was sobbing by the end of the first 5 minutes. I turned the dial around for another 5 minutes and without a word I started the machine off again. Oh DAMN did he howl and squeal, (that clothes brush is pure evil) he begged me, he pleaded with me for it to stop. How many times he swore he had learned his lesson I can’t tell you. I lost count after 10. I sat and watched as he took his punishment and I enjoyed every single second of it.

I gave him a twenty minute break to calm down and collect himself. I sat on the sofa and he lay with his arse hanging over the side and his head on my lap as I soothed him.

I reminded him that we were almost done, just two more sets of punishments and one set of the ginger and he would be free and clear.

He cried real tears when I mentioned the ginger. He begged me not to do it to him again, he pleaded with me, he told me he would do absolutely anything else at all if he didn’t have to do that.

It had to stop.

‘You want me to break Graham’s direct orders? Do I look like an idiot to you Tom?’ I spoke sternly to him and he caught the change in tone instantly. He stopped whining, and crying and shook his head. ‘No ma’am, I’m sorry. I’ll take my punishment, I shouldn’t have…’ He tried to apologise, I stopped him.

‘I get it Tom, it hurts. But seriously, It wouldn’t be a punishment if it didn’t hurt! Besides, you signed up for this with Graham, you can’t just pick and choose how he decides to punish you. Be grateful it isn’t him doing it. You at least get to have some fun and cuddles with me.’ I consoled him as I stroked his head. And then he said something that stopped me in my tracks.

‘I’m just grateful you let me come over and took over the disciplining. I was scared to death Leo and Graham would try and turn it into a threesome thing!’ Tom sighed and went quiet.

‘What do you mean Tom? Threesome?’ That did not sound like Graham at all. I didn’t know Leo at all but I did know Graham.

‘Well, earlier on yesterday, before I texted you, Graham had to nip out somewhere and he left me and Leo alone. Leo is a complete bastard when Gray isn’t around, acts all superior like I’m beneath him or something. I told him to watch his mouth when he started ordering me around and he said something about I would be singing a different tune when Gray got back because my next punishment would be handled by both him and Graham. That’s why I texted you. I’m not even Bi, Gem, I liked what you did earlier but that’s cos it was you doing it, if a bloke tried to come anywhere near me I would lose it all over his head!’ I could hear the suppressed anger in his voice and I calmed him.

‘I know Tom, you certainly don’t have to explain your sexuality to me, I get it that the anal play was definitely turning you on because it was me and not for any other reason.’

I pushed him a little, ‘listen to me. You are off the hook for the rest of the punishment regime that was outstanding. I think under the circumstances Graham would do the same thing too. I will say this, whatever that little bastard Leo has said to you, Gray will have had no part in it. It is not his way at all, but I will make sure Leo gets what he truly deserves before this day is out. You can bet on it.’ I was absolutely furious with this Leo character and he was going to find out just how much when I did see him.

Tom sat up and stared at me, ‘Really? I mean, really?? No more ginger or spanking or caning?’

‘Yes Tom really. Unless of course you do something to earn it?’ I was laughing at his relieved expression. He was real easy to train.

He grinned at me, ‘I promise I won’t! So I can be myself again? Not Tom under discipline?’

I grinned widely, ‘Yes Tom you can.’ I knew exactly where this was going. I wasn’t wrong.

He jumped up and grabbed me by the ankles and pulled me down until I was lying flat on the sofa and then he spread my legs…

We were there a very long time…

A very long time indeed…

Tom breaks the rules! (Part 3)

Play time was over, it was time to return to the very serious business of disciplining Tom. I gathered myself together and walked over to the sofa and sat down in the centre of it.

‘I know your certificate says you must be over the arm of the sofa for each spanking but I prefer to do OTK for a hand spanking. It’s much more personal and the connection between spanker and spankee is much stronger for it, so Tom, assume the position please.’

I patted my knee as he lifted his head up to look at me. He scrambled backwards to get to his feet and tried to step out of his jeans which were bunched around his ankles.

‘Oh no, they stay on, shuffling is so humiliating isn’t it? Come on, over my knee right now!’ I was grinning at him now because his face was suffused with embarrassed colour again. It really was humiliating for him to have to waddle like a duck every time he was asked to move.

‘Please Ma’am… I have a request.’ Tom’s eyes were down cast as he spoke.

‘Okay, but make it quick, we have a lot to get through this afternoon.’ I wanted him over my knee.

‘Please may I go to the bathroom? I need to pee so bad right now…’ His face was livid with colour and he sounded like a small child who couldn’t hold it any longer and just had to go!

‘I smiled, a big wide smile, ‘of course you can Tom, I shall lead the way.’

I stood and took hold of his cock and led him shuffling across the room and up the stairs. It was a painfully (for Tom) slow process, and my hand pumped his cock with each step we took. I was openly giggling at his predicament as he grunted and moaned his way up stairs. Never have 13 steps taken so long to climb. Finally we were at the bathroom and I led him in.

I stood back and watched as he lifted the seat and took hold of his rigid cock. He glanced over his shoulder to see if I was still there and I could tell he was desperately disappointed to find I was watching him very closely.

‘Get on with it Tom, and do not think for a moment you can shoot your load down the toilet.’ My voice was very stern.

‘Yes Ma’am, sorry Ma’am.’ He mumbled as his pee trickled out of his rigid cock.

I moved up behind him as he tried to pee with me watching. Apparently he was struggling to let it go. I decided to help him. I reached between his thighs and began to stroke his balls, he jerked forward and shot a terrified look at me over his shoulder.

Please Ma’am, please don’t… You’re gonna make me cum… I can’t hold on much longer…’

Oh Tom darling, are you telling me what I can and can’t do? You have your orders from Graham, nowhere in those orders did he intimate this would be an easy task for you.’ By now my hand was cupping and squeezing his balls and my fingers were massaging the base of his cock. I know, I know, I’m evil… get over it! I was having FUN!

He dropped forward and braced his hands against the wall in front of him groaning, he threw himself into the rhythm and began thrusting quickly, he grunted loudly and a stream of hot cum shot from his cock in a wide arc, completely missing the pan and hitting the front of the cistern.

Then he pee’d. A long steady stream of pee and the look of relief on his face was immense.

It wouldn’t be there for long…

I left him in the bathroom cleaning up his mess and went back downstairs, I texted Graham and asked him what punishment he had put in place for Tom breaking the orgasm rule. I was very honest and admitted my role in the breaking of the rule because it wasn’t fair to just blame Tom.

I got a text back immediately from him telling me to check my email. I clicked on my emails and found Graham’s response.

‘Hi, see attachment for Tom’s punishment. Sounds like you’re having fun with him! Maybe you could keep him for a night for me? Leo and I are heading off to Blackpool for a festival. I don’t think it’s a good idea to leave Tom to his own devices and he certainly wouldn’t want to traipse around all the gay bars with the two of us. Besides, I’m sure you could put him to good use? Let me know soonest darling so I can make firm arrangements. x’

~Random Punishment Selector~

Punishment Certificate.
This certificate dictates that Tom, for the reason of breaking the no orgasm rule will receive the following punishment.

Four sets of spankings.
Set One: 320 swats with a clothes brush and Tom bending over the arm of the sofa
Set Two: 490 swats with a Jokari Paddle and Tom bending over the arm of the sofa
Set Three: 200 swats with a hairbrush and Tom bending over the arm of the sofa
Set Four:  38 strokes with a cane and Tom bending over the arm of the sofa.
These spankings will be carried out with Tom completely naked.

In addition, Tom will receive the following extra punishments:
 55 minutes of corner time or 11 x 5 minute sets.
 3 x 4 minute sessions with a ginger fig inserted.
 10 days of bedtime spankings (a minimum of 100 spanks to a maximum of 300 spanks each night.)
A coating of “Tiger Balm”, “Icy Hot” or “Chilli heat” rubbed into Tom’s bottom and thighs at the end of each spanking, including bedtime spankings.

this punishment will be carried out by Gemma.
Failure to comply with the punishment will result in the above amounts being doubled and carried out by Graham.

Signed: Graham
cc: Gemma.
© AnimeOTK 2010, Coded by Ai

I shivered. Jeez that was a lot of spanking and caning! Not to mention 3 lots of 4 minutes with a ginger fig stuck up his arse! That stuff burned like crazy. To date, Graham had only insisted on that punishment for me once, and it was only for 1 minute. That was enough. Never again!

To be fair though I now had the rest of today and all of tomorrow and one whole night to be able to pull this off so it wasn’t beyond the realms of possibility that Tom could take Gray’s entire punishment and also finish mine off from earlier too! Plus, I wasn’t in trouble with Graham for making Tom break the rules! YAY!

Decision made, I emailed Graham back and told him Tom was fine with me for an overnight and tomorrow day. It also gave me a damn good excuse for cancelling June. I was babysitting a 38 year old naughty boy! I sent the email as Tom entered the room, and I was printing off the certificate. He immediately began to apologise to me. ‘I am so very sorry, it won’t happen again Ma’am I promise you, it was just too much… I couldn’t hold on any longer…’

I raised my eyebrow at his stammered explanation and without a word I handed him the certificate. He took it from me and began to read. His face paled considerably the lower down the certificate he got. Then he looked confused, ‘Ma’am, what is a ginger fig?’

I explained to him that a piece of very fresh ginger would be peeled and inserted into his ass. He looked even more confused, but not worried. He should have looked worried. I decided that he could find out for himself why it was deemed a fitting punishment.

‘Oh dear Tom, you really have landed yourself in hot water with your antics upstairs, time to take your punishment. Over the arm of the sofa and spread your legs. NOW.’ I barked the order out at him and he jumped and stared like a rabbit caught in the head lights.

‘I thought we were doing over the knee Ma’am?’ He managed to squeak out.

‘Which part of NOW did you not understand?’ I grabbed him by his limp cock and pulled him over to the sofa arm. He stumbled behind me with his jeans still around his ankles. He hurriedly bent over the sofa arm and spread his legs as wide as his jeans would allow. I left him there while I went to the kitchen to prepare 1 of the ginger figs. Jesus, three of these were going to burn like crazy, it was dripping with ginger juices!

I walked back into the lounge and stepped up behind him, ‘do not move out of position for any reason whatsoever Thomas, you are now under Graham’s punishment regime, not mine. If you move an inch he will assume you have failed to comply with his orders. Everything on the certificate will be doubled immediately and Graham will come over and carry out the entire punishment. Do I make myself clear?’ I would inform him of the change of plans for him later.

Yes Ma’am, very clear.’ His manner was now very subdued.

I ran my fingers over his very red and sore bottom. I split his cheeks and found his tight little sphincter winking at me. He jumped and was trying to clench everything all at once. I pulled on a disposable glove and then lubed up my finger before inserting it very slowly into his arse. He bucked as he felt it invade what appeared to be virgin space! Good, this was going to be even more humiliating for him. I withdrew my finger to the tip and then pushed it in moving it back and forth for a few minutes, pressing against his prostate gland until he was moaning into the cushion. I ran my other hand down between his legs and fondled his balls for a moment before moving forward to stroke his very hard cock. It would appear our Tom was not adverse to some anal play. I removed my finger from his hole and picked up the piece of the ginger.

‘Keep very still Tom, this is going to sting a little.’ I thought I should downplay it, I didn’t want him him panicking before it was in place. I pushed the long thin piece of ginger almost all the way in until there was hardly any left outside. ‘Tighten up around it for me please. Squeeze it, hard.’

He did and then he squealed like a stuck pig, his arse tried to push it out and he hopped from one foot to the other, squawking and crying and grunting.

I stood back and watched him for a little while with a smile on my face. I knew what this felt like and no words can describe that burning sensation adequately. I looked at my watch. ‘You have 4 minutes to go Thomas, be a dear and stop making so much noise.’

I stepped forward and crouched down to have a look at the effect the ginger fig had had on his erection. It was flaccid. I smiled. Graham certainly knew a thing or two about controlling male urges.

I gave the ginger fig a little twist, Tom was howling now and sobbing and squealing each time he clenched his arse as more ginger juice seeped in.

I sat down behind him and chuckled at the little dance he was performing. I also noted that his cock was erect again, ginger fig or not there was no stopping him! ! He really was an absolute delight. I couldn’t wait for later.

I decided to let him in on the change of plans after the first set of 4 minutes with the ginger had finished and I was removing it.

‘Oh, by the way Tom, Graham has told me to keep you tonight and tomorrow, given the length of time it’s going to take to complete both punishment certificates, we are going to have to work very hard indeed to squeeze it all in so I’ve decided to do all of the spanking tomorrow, start fresh as a daisy first thing in the morning and keep spanking set after set until they’re done. We can concentrate on the corner time and ginger punishments tonight and you will have your first bed time spanking as well, I also need to apply chilli heat to your bottom and thighs as per Graham’s instructions. Suck it up buttercup, this is going to burn!’

I pulled on a pair of disposable gloves and liberally applied a coating of chilli heat to Tom’s very sore bottom and overheated thighs and then because I apparently have a real evil streak in me, I rubbed it in really well.

He positively HOWLED, as that chilli heat set in properly. Jesus that stuff burns! Real tears streamed down his face and he sobbed as I led him across the room to what I now refer to as Tom’s naughty corner for 20 minutes corner time.

As before, I made Tom kneel down on the floor facing me with his hands on his head and his cock standing to attention like a good soldier should! Oh my goodness, it really was a magnificent sight. I leaned down and stroked his cock a little before ‘remembering’ I still had on my disposable gloves… that were loaded up with chilli heat cream … oops…

Did I mention Tom can HOWL and SQUEAL at the same time? I did justify my action quite simply. He had been told not to cum and he had broken the rules, now he was suffering the consequences of his actions.

Despite all of this, Tom’s cock remained rock solid and he never went anywhere close to his safe word. He took his punishment like a trooper. I was very pleased with him and once he was allowed out of the corner I allowed him to sit with me for a while and cuddle as I explained to him that it was all for his own good, and that while these were hard lessons he was learning all at once, he would learn them very well indeed.

He was listening quietly as I massaged cold cream into his cock and balls and over his bottom and thighs. His cock was now ramrod straight again and I was going to have some fun.

‘Has all the nasty heat gone away now Tom?’ I asked nicely.

Tom muttered… ‘Yes Ma’am’ in a very quiet voice.

‘Good. I have a pussy that requires your immediate attention. Step to it.’

And he did… for hours…

Spanking Tom – (Part 2)

#NSFW 18+ Sexually explicit content.

Warning! The following content contains sexually explicit detail. You must be over 18 to continue reading.

So, I left you in my last post where I had just informed Tom of the contents of the Random Punishment Selector Certificate.

Tom’s Random Punishment Certificate (Part 1)

Poor Tom was clenching his buttocks so hard his cane marks had turned into red waves! I decided it was only fair to impart a really sound piece of advice to him before we got started.

‘Tom, if you keep your bottom clenched like that, this is going to hurt like nothing you’ve ever felt before. Relax your cheeks darling and take this like a man.’ I patted his bottom and was gratified to feel him jump at the slight contact. He was officially bricking it! Soft option? Me? Oh dear, he was about to find out I could stand easily at the side of Graham stroke for stroke if I wanted to. 
He heard me and relaxed his butt cheeks, pressed his face into the throw cushion and gripped it, locking his arms underneath in a vice grip. He was ready!

‘One more thing before we get started, I have decided to assist Graham with his discipline program for you, I intend to help him out with it when you’re with me. This will be ongoing when you’re over to visit with him or myself. This means your discipline program will be permanent and not just for the original two weeks. We shall pass you back and forth between us. Do you understand what that entails?’

Oh hell! I was enjoying this enormously!

Tom was silent for the longest moment and I was beginning to think he was going to decline when I heard a very small ‘Yes Ma’am I understand completely, you will spank me whenever I am with you.’

‘Yes Tom I will,’ I was stroking his bottom and thighs while I talked quietly with him, ‘ but I will discipline you in other ways too, do you agree?  I want to hear you say it please, loud and clear so there are no misunderstandings!’ I was running fingernails over his hot bottom, along the ridges of Gray’s handiwork, down between his butt cheeks and along his thighs and across the back of his sack. He was jumping and twitching and I could hear his breathing change. He was in my zone. 

‘Yes Ma’am, I agree to you disciplining me along with Graham and I’m happy for you to carry out any punishment you deem necessary.’ Tom spoke clearly and concisely.

Game on people it is officially playtime!

I was gleeful and so turned on I could barely stand it! I picked up the mineral oil and poured a liberal amount into my hand.
‘Spread your legs wider please darling, I want to make sure I get this everywhere.’ I delivered the instruction as I began to apply the oil all over his red hot cheeks and thighs. He dutifully spread his legs wider and my hand slipped between them and cradled his balls, coating them in mineral oil before travelling forward and taking hold of his wonderfully rock hard cock. I stroked the oil up and down the length of him and heard him groan loudly into his cushion as I continued with my ministrations to his throbbing member. I ran my fingers over the tip and they were instantly coated in his pre-cum, I stood now and pulled his cock backwards between his legs gripping it tightly, I slapped his bottom sharply with my other hand.


‘Remember Tom, you are not allowed an orgasm, so keep it in mind because you will be in a world of trouble and pain if you decide to disobey that order.’ My voice sounded so strict! I was having the time of my life right now and loving every second of it. 

Once again, a very small voice muttered ‘yes ma’am’ into the cushion.

I continued with the preparations. I rubbed the mineral oil deeply into his welts and heard his hissed intake of breath, his butt cheeks clenched hard and I smacked them twice to make him relax them. I rubbed the oil deeply into his thighs, between his butt cheeks and into his sack. I continued to play with his cock for a while, stroking it slowly, pulling his foreskin right back and running my finger nail over the throbbing purple head, more pre-cum oozed and I gathered it and lubricated the length of his fine thick cock with it. He was thrusting against my hand now and I laughed and let go. He groaned loudly in frustration.

I stepped back and viewed the glistening show he was putting on for me. I smiled and retrieved my cane. I swished it through the air once by the side of his head, his reaction to that sound made me smile. He jumped and clenched and then released and then clenched again. I moved behind him and into position.


‘Relax them Tom, that’s your final warning.’ As he relaxed his buttocks I brought the cane neatly across both cheeks in a sharp stroke. My cane is exceptionally whip like, and what I lack in power it makes up for in sting.

Tom howled at the first contact, I raised the cane and brought it down again directly below the first stroke. Two welts raised in between Gray’s welts and filled in the spaces! It was a beautiful sight. Tom squealed and squirmed, and I brought the cane in straight across the back of his thighs. He howled, I delivered number 4 across his sit spot, number 5 and 6 followed swiftly landing straight across his cheeks again, filling in the blank spaces Graham had left.

Tom was sobbing loudly now and pleading with me to stop. I rested the cane across his bottom for a moment and cocked my head to one side as my mind ticked away with possibilities.


I waited a few moments to allow the painful throbbing to build up under the skin and I occupied myself by running my hand between his legs and stroking his balls, I cupped them and squeezed them a little, he bucked his hips forward and let out a strangled moan, I crouched down to see his beautiful cock bobbing and jumping. I grinned as I took hold of it and pulled it back between his thighs. Leaning forward I closed my lips over the swollen purple head, he let out a very deep moan as my mouth slid along as much of him as it could access in this position and enveloped him in its moist heat.

I sucked hard on the head as my hand pumped his shaft. He was trying desperately to thrust but couldn’t due to his cock’s position. I laughed and shifted my position slightly in order to take in more of his wonderful shaft and I was rewarded with the taste of his salty pre cum. I was actually very impressed with his staying power and control in that moment because he was begging loudly and his legs were trembling!
‘Please Ma’am, please let me cum, please … ohhh….uhhhh….oh god… please Ma’am let me cum in your mouth, I will do anything you want I promise …. PLEASE just let me cum!! Oh GOD I w….’
I let go of his cock and balls and I stood up. I brought my hands down hard, one on each cheek and then continued to spank him hard for a few minutes. He was sobbing loudly now and was in a complete state.  I remonstrated with him for begging for an orgasm and for asking to come in my mouth. His cock was jumping, his arse was clenched and he was stammering out multiple apologies!

I was grinning like the cat that had caught the canary! He really was delightful. 

I picked up my cane and brought number 7 down hard across his cheeks. Damn he squealed. I raised the cane again and brought it sharply across his sit spot in a whipping motion and he screamed as it embedded its image into his skin. I finished off with a flourish by bringing 9 and 10 home in a large X across both buttocks! Tom was openly crying now, sobbing and pleading for me to stop. I patted his bottom and moved around him to stand by his head. I lifted my leg up and placed it on the sofa cushion, the action revealed my very wet and glistening pussy in all its glory.

I tapped Tom on the shoulder with my cane. ‘Lift your head up Tom and put that whining mouth to better use.’ He lifted his head up, his eyes were red and puffy from crying, his face was creased from the cushion but none of that mattered because he saw my pussy and buried his face between my open thighs and went to work on my throbbing clit with his very talented tongue. I held the back of his head and pressed his face harder against me , ‘I want to feel your tongue cleaning my pussy of all its juices Tom.’  He did exactly as he was told and buried his tongue deep inside me, licking, sucking, tonguing me until I was moaning in ecstasy, wave after wave of pleasure rippled through my body and I could feel my orgasm building at speed until I felt it rip through me and spill over to fill his waiting mouth. My body shuddered hard and I kept him there until I was completely done. Finally I lowered my leg back down and stood back from him.

‘Good boy! That was wonderful! Now, up you come, it’s corner time for you. 5 minutes facing me, you can remove your t-shirt too, hands on head and do not let them drop until the five minutes are up, then it’s back over here and over the arm of the sofa for you again. Clear?’
He looked dazed, his face was covered in my juices, and he seemed to have not heard me.
I raised an eyebrow at his lack of response and he suddenly got on with it and jumped up from his over arm position and stripped off his T shirt, he took himself off into the corner of the room and then turned to face me. 
‘I sat on the sofa watching him for a moment, ‘Drop down onto your knees for me and keep your hands on your head.’ 
He dropped down onto his knees and remained in position while I took a good look at his wonderful cock. It was impossibly hard now and the ever present pre-cum glistened on the tip. I looked at his bobbing member and then up at his face. He was watching me carefully, it was blatantly obvious he had no idea what I would do next. He was like a cat on hot bricks! I could feel his nerves all the way across the room. I grinned and walked over to him. 
I stood directly in front of him and stroked my hand through his hair pulling his head back slightly so he looked up at me. The sexual tension in the room was palpable. ‘Did you like the taste of my juices Tom?’ I asked casually as I ran my fingers through his hair. 
The look in his eyes told me everything I needed to know, if he could have had his way, he would have fucked me hard by now. ‘Yes Ma’am I did.’ His response was succinct and quietly delivered. His face however, was showing me the whole story, he was struggling to control his natural urges. He was having a serious battle with himself right now and I was about to make it much, much harder for him.

‘Good answer Tom.’ I smiled at him and turned my back to him. I slid my skirt up above my hips slowly so that my cheeks were in front of his face. I heard him suck in a breath, hard. 
I knelt down on all fours and crawled backwards until his huge cock was pressing against my wet pussy and then I rocked back onto it, letting it slide all the way in and fill me, stretching me until I was impaled on him. I groaned deeply, he was glorious!

‘Do not move a muscle Tom, I am going to do the fucking, not you. You shall just provide the cock. DO NOT CUM. Is that clear?’

He was trembling, but his hands remained firmly on his head and he bit out in a strangled voice, ‘yes Ma’am, very clear.’

I pumped back and forth on him, taking him all the way in, grinding back onto him until my bottom was pressed against his groin, then releasing him and sliding all the way to the tip, Tom was moaning loudly, begging me to ride him harder, faster and I continued to ride his beautiful cock for the whole 5 minutes before I rocked back hard and came all over his thick shaft. Jesus, I saw stars. I came so hard! I dropped myself forward and let his cock slide out of me. I was still shuddering from the force of the orgasm and I needed a few moments before I could stand up. Eventually I stood before him and slowly lowered my skirt back down over my thighs again. I turned to face him and damn but his face was a picture of pain and ecstasy and frustration. His cock was bobbing so hard and looked so swollen I thought he might explode. I grinned at him and patted his head.

‘Good boy Tom, you didn’t cum. Now, back over the arm of the sofa please and remember to spread your legs.’ He closed his eyes and groaned quietly but did as he was told and got to his feet.

He must have been in agony, his cock stood out ramrod straight in front of him as he walked over to the sofa and assumed the position. I sat down in the chair facing him and hung my leg over the arm while I stroked my pussy into a calmer state. She was very excited by all this activity! I made him wait 20 minutes while I soothed myself with yet another orgasm. He could listen to me moan and coo as I worked my body into that wonderful state of pleasure but he wasn’t allowed to watch. His face remained firmly against the cushion and his arse remained beautifully on show with his cock bouncing against the side of the sofa and his balls hanging free.
It was almost time for the second part of his punishment.

Tom’s Random Punishment Certificate (Part 1)

So, spanking Thomas has to be the most fun I’ve had with a spanking scene in the longest time. Unfortunately for me, Thomas had to go on the back burner for the time being because June was pushing to visit a week earlier than we had agreed. I know why of course, she was worried that if she gave me the two weeks space I wanted she would lose serious ground and my resolve to return us to a friend based relationship would strengthen.

She was correct! I loved my time with her, but damn she was full on! I’m not sure I could actually cope with a full weekend of her again so soon, especially after my spanking with Graham, subsequent interaction with Thomas, the first of June’s random punishments for self-spanking and the remnants of her previous spanking from last weekend! I am only one person for goodness sake!

Regardless, I agreed that she could visit Friday evening and stay until Saturday. Not the whole weekend. She was less than best pleased but hey, I could have said a categorical straight out NO!

I had plenty to do to keep me occupied until then, the boy was away for a few days staying with his friend again, so it meant I had the house to myself! I was undecided what to do first, there were so many options to choose from, I could be really good and do the backlog of paperwork that was on my desk and due by the end of the month which was imminent, or I could do the housework, or I could write up my journal and bring it up to date with the events of the past week.

Journal for Gemma’s Journey of self discovery

The journal won. I started with my thoughts about the weekend with June, moved onto the self spanking, the spanking from Graham, the delightful sidestep into being the spanker with Thomas when my phone vibrated at the side of me.

I ignored the first message I saw there from June and clicked on the second message from unknown sender.

‘Hi Gemma, it’s Tom, I wondered if I could come over and see you? Gray has his boyfriend here and honestly, three really is a crowd right now. I took a spanking from him again this morning and I know if I am sitting around here while he has company it won’t be long before he spanks me in front of the boyfriend. It has been threatened. Please say I can visit with you? Please???’

I laughed at the absurdity of my life right now! But I responded to his text.

‘Of course you can come over and see me, but I will remind you that at the end of our last meeting you agreed to do everything I tell you to do so be prepared, you may be jumping out of the frying pan and into the fire!’

He texted back immediately, ‘I think I will take my chances with you, thank you. xx’

Aww bless him, he thinks I’m the soft option.

He’s calling it wrong, no soft option here!

A few minutes later Tom (he prefers the shortened version) arrived and I welcomed him in. He really is a magnificent bull of a man and I found it a complete turn on that he has a huge submissive streak running right through his core! I was going to enjoy playing with him for the remainder of the day!

Pussy was instantly in a state of excitement at what may be to come. I took him through to the lounge and invited him to sit down, I saw the expression on his face as he winced at the idea of sitting at all but he did as instructed and sat on the sofa. I moved the coffee table out of the way of his long legs so he could relax properly and I bent over to straighten the books on the low table. Of course, short skirt, no panties and now Tom was getting an eyeful of my glistening pussy. I heard his intake of breath and I smiled to myself. Now the fun could start.

I turned around and looked pointedly at his crotch. There it was, his gorgeous cock was as hard as rock already.

‘My you are pleased to see me!’ I laughed as I pointed to his erection. He had the good grace to look embarrassed. ‘I’m sorry Gemma, I couldn’t help but see…’ He pointed weakly at my nether regions and looked away quickly.

I changed tack with him. ‘So Gray has spanked you already today?’

He looked up at me with cow eyes, ‘um, yes. This morning…’ His face was suffused with colour.

‘Why?’ I pushed. I was still standing across the room from him.

He shrugged his massive shoulders, ‘I agreed to it, I’m staying with him for a few weeks. He suggested a crash course in discipline that lasts two weeks, where I will be punished for any and every transgression. He wants to get my mind in the mode of ‘fucking up means punishment – means pain – means I will second guess my actions before I take them.’

I laughed, that sounded like Graham, that man had his eye on the main chance every single time and who could blame him? Tom’s arse was gorgeous! A full, firm ripe peach of an arse that just begged to be spanked and spanked!

‘Hows that working out for you Tom?’ I couldn’t help it, I was smirking openly!

His face coloured up and he scowled. ‘No need to look so damned pleased about it Gemma. I am in a world of pain right now!’

I laughed out loud and took a step towards him. ‘Please tell me that isn’t an attitude problem you have there Tom? You do remember our agreement don’t you?’

There must have been something in my voice because I swear that bear of a man turned into a cub in just about a second flat! ‘I truly am sorry Gemma, I really am sore from this morning and I know Graham wants to spank me again before the end of today too. I’m dreading it!’ He sounded panic stricken.

‘Does Gray know you’re here?’ If he didn’t then Tom’s arse was not completely up for grabs right now. Especially as Gray had designs on it for later. I have learned not to cross Graham where spanking rights are concerned.

Tom nodded, ‘Yes, I’m here with his blessing. He said to tell you there are no off limits and he said I have to tell you I am on an orgasm ban. He said you would understand what I was talking about.’

I grinned like a Cheshire cat. I almost purred.

‘Yes, I understand completely Tom. Thank you for finally remembering to pass on the message! Now, be a darling and drop your pants and assume the position over the arm of the sofa for me, there’s a good boy.’

‘Tom blinked rapidly and stammered, ‘what?’

I turned on him, ‘are you having trouble hearing me? I said drop them and assume the position, don’t make me repeat myself. That message should have been given to me as soon as you arrived. Not kept secret until I dug it out of you, and there is also the small temper tantrum you threw to be accounted for. Now Thomas!’ I pointed to the arm of the sofa and watched as he jumped up and began fumbling with his jeans buttons. The expression on his face was priceless, poor Tom, he really had thought he was safer in my hands than in Graham’s! Oh dear.

‘I shall be back in a moment, be in position by the time I return. Do not move. Do you understand?’ Ha! my best ‘Strict Headmistress’ voice was coming out to play! I do love a little role playing, especially when I’m the one in control!

Yes Ma’am he mumbled in a very small voice.

I watched from the stairs as Tom bared his arse and positioned himself over the arm of the sofa and waited. I watched for a good few minutes, my goodness, he was a sight to see and no mistake. His cheeks wore vivid crimson welts in beautiful straight lines, Gray’s caning was something to behold. His thighs were a deep red and bruising up nicely. Apparently Graham was on top form. In all of my experiences with him I can honestly say, he had never opened up a can of whoop ass on me that even came close to what Tom was sporting!

I ran up the remainder of the stairs and grabbed my paddles and spanking implements, mineral oil, damn that was going to sting like hell, tiger balm and the chilli heat for if he was a very bad boy, cold cream, my tablet and the spanking machine. I was going to play big this time! Tom’s arse and other body parts were mine for the rest of the day!

I re-entered the room and sat down at the far end of the sofa. Tom lifted his head and looked at me, bless him he was so confused.

‘Ma’am?’ There was hope in that one word. It was destined to be dashed but just for a moment I could see that he thought he may get out of the spanking that was coming his way.

‘Don’t worry Tom, I will get to you in a minute or two, I just need to program the random punishment selector for your punishment. Be a darling and put your head down and wait quietly please.’ I smiled at him. I really do an excellent line in crocodile smiles!

Tom groaned and lowered his head down on to the cushion in defeat. ‘I didn’t think you would want to spank me so soon after our last meeting! My backside is so sore right now…’

I raised an eyebrow at his tone, ‘Are you actually whining Tom?’

His head shot up and he looked at me sorrowfully, ‘No Ma’am, I’m sorry… I just thought… it’s so soon after… I mean…’ He was mumbling and stammering and he looked like a deer caught in the headlights! Priceless, truly priceless!

‘Oh Tom, you really aren’t getting the hang of this are you? You see, you are in quite a predicament at the moment, you are stuck between two people who think your arse is gorgeous and is absolutely made for spanking as hard and as often as possible. I can’t wait to get to grips with it again! Your request to join me today has presented a golden opportunity for me to do just that! Not to mention that Graham has given me full permission to do as I please with you.’ I was positively gloating now. I know… I’m evil… I can’t help it!

‘Anything you want? Gray just said no off limits…’ He stammered, and then the penny dropped, I saw it hit and then heard it as it reached the bottom. Kerr-Ching! Yes, reality has just dawned on Tom. Oh dear.

‘Glad we’re all on the same page Tom, now for the last time, head down and assume the position. If I have to tell you again to be quiet, I will add a lot more severity to this punishment certificate.’ I really was enjoying myself. He is absolutely delightful when he’s being completely submissive!

I messed around on the screen for a few more seconds and finally the certificate was ready.

~Random Punishment Selector~

Punishment Certificate
This certificate dictates that Tom, for the reason of Late delivery of important information and the wilful throwing of a temper tantrum, will receive the following punishment:

Three sets of spankings.
Set One: 10 strokes with a cane and Tom bending over the arm of the sofa
Set Two: 100 hand spanks and Tom bending over the arm of the sofa
Set Three: 100 swats with a Jokari Paddle and Tom bending over the arm of the sofa.
These spankings will be carried out with Tom naked from the waist down with mineral oil liberally applied to both cheeks and thighs.

In addition, for whining about taking another spanking from Gemma, Tom will receive the following extra punishments:
30 minutes of corner time. 6 x 5 minute sets.
10 minute hairbrush spanking carried out by the spanking machine.
10 days of hard bedtime spankings to be carried out by Gemma at Graham’s house.


Signed: Gemma
© AnimeOTK 2010, Coded by Ai

I stood behind Tom now, and read out the punishment, even I could hear the glee in my voice as I poured the words into his ears.

I heard him groan and saw him clench his buttocks in fear. I crouched down and looked at his very hard cock, the first drops of pre-cum had appeared. I disappeared into the kitchen and retrieved a good few sheets of kitchen paper. Tom was going to be in big trouble if he shot his load on my carpet! Not to mention he was on an orgasm ban, that would bring about a very strong punishment from Graham and who knows? Maybe even me.

It was up to me to test Tom’s ability to follow Graham’s very strict instructions…

Thomas is taught a painful and frustrating lesson!

I had given Thomas exactly 5 minutes to clean himself up and meet me by Graham’s front door. He was there in 3 minutes which was unfortunate for him really because he managed to bump into Graham who was just leaving me after saying good bye. He stopped Thomas dead in his tracks with a withering stare that would level a bear on a rampage!

Something big was coming and as usual Graham didn’t disappoint. ‘You are going with Gemma to her home to be punished Thomas, not to grope her, take advantage of her, or expect anything other than a spanking from her unless she says otherwise. If you step one foot out of line I will hear about it and your ass will be caned until it is skinned, do I make myself clear?’

‘Yes Sir!’ Thomas had gone white with shock at the image Graham had just painted for him. Damn even I would behave like a nun on the strength of that order. I have to say, watching an absolute bull of a man being reduced to such a submissive state with one look and a few well chosen words was a HUGE turn on for me. Who knew? I certainly didn’t! It took nothing away from the attraction I had for Thomas either, it just added a different, very interesting dimension to it!

Graham smiled at me and bid us both farewell as we left his house. Thomas walked two steps behind me all the way back to mine and he remained completely silent. I opened my front door and invited him in. It felt so different from earlier in the day when I had thrown the door open for him and treated him like a man I could trust. I no longer trusted him.

That doesn’t mean I didn’t like him, I did, I just went back to square one with him and treated him like someone who needed to work really hard to earn my trust. His saving grace was that he was so sorry for what he had done, he had tried really hard to explain to me while I had been sitting watching his very proud member stand to attention and bob up and down each time I lazily glanced from his face to its very prominently displayed position. Damn that was a beautiful sight and I have no problem admitting that I would very much like to get to grips with said member sometime in the near future. But not today, today was about marking out boundaries, establishing rules, metering out deserved punishments and most of all making sure that the contrition lasted longer than the punishment.

Quietly for myself only, I had accepted his explanation for why he had taken liberties with my bottom earlier, he was in a sexed up haze and he was hugely turned on. It had been that kind of day I suppose, the whole day had been charged with severely spanked naked bottoms, faces thrust against unsuspecting groins, oodles of testosterone, the sounds of a vibrator buzzing happily away to itself and therefore leaving nothing to the imagination as to what had been happening a moment before he had stepped into my house earlier. I could see how he had gotten to where he was. He was a full on red blooded very hot and horny male!

It didn’t matter though because beneath all of this my desire to see his now very red and welted bottom positioned over my knee was overriding any need I may have to forgive him his familiarity, regardless of his very painful first time strapping from Graham.

Time to get on with the next phase, ‘You can go through to the kitchen and wait for me there. Do not sit down, you can continue your ‘corner’ time in the middle of the kitchen. Drop your pants and shorts around your ankles, hands on your head and do not move unless I tell you to do so. I shall be back in a moment.’

With that I left him staring after me as I headed up the stairs to grab the things I was going to need for his upcoming spanking.

I turned around midway up and watched as he disappeared out of sight into the kitchen, I smiled. This was going to be absolutely delicious! Thank you Graham for delivering Thomas to me on a plate with absolutely no fear he would break the rules of engagement!

Graham had terrified him!

I entered the kitchen a few minutes later to find Thomas stood exactly where I wanted him in the centre of the kitchen, which incidentally is right in front of the double patio doors that lead out onto my back garden. If my nosy neighbour came out into her garden and happened to glance over the fence she would see his cherry red arse on full view.

I walked around him slowly, taking in his ripped abs barely covered by his T shirt which was slightly raised due to his position, to his member which was standing proudly to attention again, around the back to view that beautiful red welted bottom. His thighs were still creamy and virginal, they wouldn’t be after I had finished but for now I enjoyed the strawberries and cream effect of the two! He really was magnificent!

I ran my fingernails over his hot bottom and watched as goosebumps set up all over his cheeks. I stood to the side and watched as his member bobbed up and down repeatedly and grew even harder! The tip was bulging and purple and I knew he was having the devil’s own time controlling his urges right now. I was very good though, I only looked, I didn’t touch. I had other plans.

I picked up a hard backed chair and placed it facing him roughly about 3 ft away and I sat down and took in the view. His proud member bobbed so enthusiastically I laughed out loud. Thomas went crimson with humiliation and closed his eyes.

‘Open your eyes! I want you to watch me every single second of the time you are here. I want you to feel every drop of humiliation you enjoyed watching me suffer in front of you earlier and then added too when you took liberties with my bottom. You are in deep shit Thomas, I am only submissive to Graham and June, you sir are going to be very painfully punished for your assumptions that I am submissive to everyone.’

Thomas’s eyes flew open and the first of many drops of pre-cum glistened and then dripped from the tip of his member. He was hugely turned on physically, but his face told a completely different story. He was also very humiliated and I could feel his trepidation about his upcoming spanking oozing out of him. I revelled in it. I have never experienced anything like this before, I felt like I was on a complete power trip and I was loving it. I finally understood what drove June, Graham and Stuart!

After a few more minutes had passed, I stood and retrieved the Jokari Paddle and the mineral oil from the table. I oiled the paddle well, and then placed it on my chair. I walked around to Thomas’s bottom and liberally applied mineral oil over his overheated and welted behind. He sucked in air between his teeth as the stinging sensation settled in to all of the tiny cracks of broken skin on the surface of his cheeks. That stuff stings like mad on a freshly spanked bottom. I should know.

I put the bottle down and reclaimed my seat. I waited for a few moments until I saw from his face the stinging had abated a little.

‘Take off your shirt and come and assume the position over my knee.’ Damn I sounded like a strict school teacher and I almost giggled. I kept my cool and tried for my fiercest resting bitch face. It must have worked because his shirt landed on the table a second later and hampered by his jeans around his ankles, he shuffled over to me and laid himself fully across my lap. His proud member was smashed against my thigh and I could feel it throbbing.

I re-positioned him so his toes were just touching the floor and his torso was hanging over the side, I wanted his bottom raised and central so that I could spank away happily, position achieved, I raised the Jokari paddle and brought it down across both cheeks, hard. He jumped and howled but he held his position, I brought another stroke down a second later catching the tops of his thighs and this time he Yowled and tried to lift his arm up, I swatted it away with the paddle and then let loose on his bottom and thighs, spanking him soundly for roughly 15 minutes. His thighs were beetroot red and his bottom had absolutely no cream on it at all now, He was howling and begging for me to stop, apologising over and over again for his lewd behaviour, his once proud member was sticky and wet against my thigh and I knew he had cum, there was just too much to be only pre-cum.

I re-oiled his bottom and thighs and lifted the paddle again. I spanked him for a full ten minutes further because of the mess he had left on my leg. I felt his member grow rock hard against my thigh again and I smiled because I intended for him to be very frustrated by the end of his punishment session with me.

All the way through his spanking I remonstrated with him about his short comings, how he had made me feel dirty when he had groped me, how humiliated he had made me feel with his remarks about my pleasure time and his veiled threat to tell Graham what I had been doing. Oh I unleashed the hidden beast in me all over his sorry arse and I thoroughly enjoyed the moment when he broke and began to cry, real tears of contrition and humiliation. Satisfied, I finally laid the paddle down and told him to go and resume his position in the centre of the kitchen.

He scrambled from my knee and shuffled over to the middle of the room, he put his hands on his head and kept his eyes focused on me. I pointed to the creamy mess he had left on my skirt. ‘Look what you did Thomas! I should make you clean that up, be grateful I’m not in to that kind of thing.’

‘I’m really sorry Gemma, I couldn’t help it, please forgive me?’ He was still sobbing quietly, and trying to suck in breath.

‘No. I don’t forgive you for making a mess of my skirt, I will however show you what you are going to be missing out on as a punishment for the mess you made, you better not do it again either or I will go and find my cane!’

He looked worriedly confused until I stood up and unzipped my skirt. It slid down to my ankles and pooled around my feet. I sat down again and spread my legs wide, of course I wasn’t wearing panties, he had a perfect view of my glistening pussy, his proud member was standing to attention again immediately as I ran my fingers over my throbbing clit and set to work on the first of three orgasms I would have before I let him dress and go back to Graham’s. It was such a huge turn on for me to have him stand there rock hard and helpless to do anything other than watch! Oh yes! I felt good!

Damn he was in a mess when he left! He could barely walk he was so hard and his bottom and thighs were so sore. But he was very contrite and he promised he would come back whenever I wanted him, to do what ever I wanted him to do and for as long as I wanted.

He was completely submissive to me. I was amazed and also very gratified that he was willing to become the submissive male in my life I hadn’t realised I needed!

I closed the door and picked up my phone to text Graham when I saw I had received a text from him earlier.

‘Enjoy your time with Thomas, lord knows there is no way you are going to get through this evening without taking some much needed pleasure for yourself. He really is rather magnificent isn’t he? Orgasm ban is temporarily lifted, have the time of your life Darling! xx

Life couldn’t be any more perfect right now!

Thomas gets his first spanking!

Aw bless it’s his first spanking!

So after watching Thomas almost melt down at the idea I was going to spank him that minute, (see Oh My Life! Thomas?! ) I realised I did actually want to see that man’s (hopefully hairless) backside over my knee! However there was a rather large fly in the ointment of this particular want and it was called Graham.

Now, I can be reckless and I can fly by the seat of my pants and not care about consequences when it comes to getting the things I want, but if Graham has done nothing else by way of disciplining me, he has instilled a deep seated ‘hang on, how will Graham react to that?’ thing in my psyche. My bottom tingles in warning whenever I have that thought and I pull back from just going after what I want.

That tingle had set up its warning immediately on the heels of the thought of Thomas over my knee. See? I can learn. Eventually… after many, many spankings!

many spankings

I grinned at his worried face, he had gone from sexy sidelong looks to shocked and pale in a nanosecond! I know that feeling, it’s awesome in its fearful excitement! I burst his bubble.

‘You’re a very lucky man Thomas, there is no way I am going to usurp Graham on your first spanking! I believe that’s what they call a transgression too far.’ I sat down at the table and watched him visibly relax but then conversely look disappointed at the same time. I knew that feeling too.

‘Jeez, I really thought you were going to spank me then. You had me going!’ He laughed nervously and the colour rose in his face, he was so very embarrassed right now, because he knew I could read his face like a book.

I grinned at him like the cat who caught the canary. ‘And spank you I will, but not before you ask Graham for permission for me to do so. No way am I treading on his territory! Please lets not forget how formidable he is with a cane in his hand and the fact that he’s in charge of my discipline! I am not handing him that one on a plate. You need to talk to him.’

but not until Graham says Yes!

He grinned at me suddenly and jumped up from his seat. ‘Well I better go and ask for Graham’s permission and let you get on with taking your pleasure! Should I let on to Graham that you’re breaking his rules again?’ He had a huge smirk on his face as he said it and I laughed at his audacity.

‘Well, that depends on if you want to have any skin left on your backside at all. My advice? I wouldn’t tell Graham. Because I will be spanking you one day soon, of that you can be sure.’ I was laughing as I walked ahead of him to the door. Before I could open it I felt my skirt lift at the back and his cool hand stroke my overheated naked butt cheek!

‘Oi! No groping my backside, that’s strictly invite only!’ I smacked his hand away and turned around to glare at him. He had the good grace to look sheepish and stared down at his feet as he apologised. ‘I’m sorry, I haven’t really recovered from having your face buried in my groin earlier and I just couldn’t resist, your ass is bouncing under that skirt like two puppies fighting under a blanket!’

‘Yeah?’ I raised my eyebrow at him and gave him an extremely stern look. ‘Well Mister, you just earned yourself a very hard spanking with the Jokari paddle immediately after your first spanking with Graham. When he’s done with you, you get your sorry ass back around here and you will drop your pants and climb over my knee to have your ass toasted! Do I make myself clear?’

Yes Ma’am… I … I don’t…’ He stammered at me as I opened the front door and stepped back to let him leave.

‘I don’t want to hear your excuses Thomas, you have your instructions, I would suggest you follow them to the letter or it will be the worse for your behind I promise you. Oh and I will be informing Graham right now about our arrangement and your agreement that he will be your disciplinarian beginning immediately and you are returning for your first caning session with him as soon as you get back to his house!’

I closed the door on his shocked face and grabbed my phone. I texted Graham and told him what had happened, and how I had decided to deal with it, I got an immediate text back from him.

‘Well in light of what you’ve just told me, I think it’s only fair you come and witness Thomas’s first discipline session with me? He sat in on yours, seems only fair you should return the favour. You can take him back with you then! LOL xx’

YES! Result, two kisses at the end of the text meant he wasn’t pissed with me for leaving before he came back, and bonus I get to see Thomas drop his pants and take his very first spanking! I ran up the stairs and got dressed properly, I checked my hair and smiling broadly I made my way over to Graham’s house. I was going to enjoy this!

When I got to Graham’s, the door had been left open for me and I walked in and shouted ‘hello!’ Graham came out of the office and gave me a lovely hug and a kiss on the cheek! So not like him, ever! But I’ll take that over disappointed looks any day of the week!

‘We’re in the office this evening, I thought the desk might be more appropriate to the occasion, what do you think?’ He asked in a very conversational tone.

Okay so now add gobsmacked to my surprise, never has Graham actually asked for my opinion on where a spanking should take place! I was definitely sitting on the right side of Graham in spanking mode this time! I nodded and remained mute, I thought this was safest. No need to burst the happy bubble!

We entered the office and Thomas stood waiting nervously by the desk. The look on his face when he saw me standing there with Graham was absolutely priceless! His colour faded and his mouth actually dropped a little bit open in shock. I grinned, I confess, my grin was pure evil. I was really looking forward to this and nothing was going to stop me from enjoying it.

I sat in the leather arm chair on the far side of the room but directly facing the desk. Birdseye view anyone?

Front row seat to a virgin spanking! YES!!

Graham stood by my side and gave Thomas the most withering glare I have ever seen him deliver. I shivered involuntarily, that look did not bode well for Thomas’s ass. Gray got right into it, his voice as cold as Siberia. ‘You groped my girl’s ass?’ I shivered again then his words sunk in!

Both myself and Thomas stared open mouthed at Graham! His Girl?? Me?? WTF??

Thomas tried to stammer an explanation out that he lost control of his manners for a moment, Graham stopped him dead in his tracks.

‘There is no earthly reason good enough to excuse you for groping Gem’s ass without her express permission. While I may be gay and not interested in her sexually, she is my girl, I am her disciplinarian, that ass belongs to me and you sir are about to feel my wrath for having touched it without invite. Drop your trousers and pants and assume the position over the desk. Fold your arms behind your back and lock them together. Do not move an inch unless I tell you to. Do you understand?’

I was in shock at Graham’s words, I had never heard him describe who I was to him before, ah but Thomas… Thomas was grey, ‘yes sir…’ he mumbled quietly while he fumbled with his jeans and shorts. Finally they fell to around his ankles ably aided by the heavy leather belt threaded through the loops. He turned to bend over the desk and folded his arms behind his back as per Gray’s instructions.

Graham looked at me and winked, ‘Gemma be a darling and retrieve the groper’s belt for me please.’

I darted across the room and pulled the belt free from Thomas’s jeans, turned, handed it to Graham and sat down again quickly. I couldn’t take my eyes off that ass! It was beautiful! Not a hair on it, full and plump and cream and just screaming to be spanked until it was bright red! Oh joy of joys!

Graham stepped up behind Thomas and rolled the thick heavy leather belt around his hand until he had a good 12 inch tail. He swung his arm and brought that belt down hard across both of those beautiful butt cheeks! OMG! The YOWL that came from Thomas was quite frankly, exquisite! Graham positioned himself to one side of him and brought down the second stroke equally as hard and I watched as both cheeks bloomed bright red in a thick band straight across them. Thomas held his position but he cried out and then stopped. I could almost hear him thinking he needed to man up. It had been 10 strokes in with the paddle before I had yowled like that! Pussy! Talking of which, my pussy was now singing from the happy hymn book of Spankers paradise and was throbbing away ecstatically! I was squirming happily on my seat! Damn this was HOT! I was in my version of heaven right now and I confess I was a little bit in love with Graham for being such a fabulous Alpha Male Disciplinarian! He looked beautifully masculine in his open necked white shirt and black slacks. Sleeves were rolled back and his forearm muscles rippled as he raised that belt and brought it across Thomas’s ass with such strength and precision, I was almost panting!

The strapping continued unabated for a further 20 measured heavy, hard strokes! Thomas’s ass was bright red and welted. He was sobbing uncontrollably but fair play, he held his position for the whole 22 strokes and that was no mean feat! I was impressed with his stamina.

Graham dropped the heavy belt onto the desk beside Thomas’s face, ‘do not move out of position until I tell you to, if you move so much as an inch I will repeat the strapping, do I make myself clear?’

‘Yes sir.’ Thomas mumbled. The whole thing had taken just under 15 minutes, Gray never rushed his discipline, he liked a stroke to settle before he came at you with the next one. He guessed correctly that it hurt more that way. I almost felt sorry for Thomas, his backside must be throbbing like crazy. Damn it looked sore as hell!

Graham came over and sat on the arm of my chair and put his arm across my shoulders and hugged me to him. ‘You shouldn’t have left earlier without talking to me about your punishment but I do understand why you did and there won’t be any repercussions from it, okay?’

I looked up at him with what could only be described as the most adoring look I have ever bestowed on any man who wasn’t my son!

Graham smiled and winked, ‘Thomas!’ he barked the name out. Thomas jumped but didn’t move out of position. ‘In 30 seconds you will stand up and turn around, put your hands on your head and leave your pants around your ankles, remain that way for 10 minutes. You will keep eye contact with Gemma! She will inform you when the time is up. You will comply completely with her wishes. Do I make myself clear?’

Thomas barely squeaked out ‘Yes sir.’

I have to go and do some work, my absence does not afford you any room for manoeuvre. Gemma will inform me if you do not follow my instructions.’

‘Yes sir’ Thomas mumbled again. Before he could turn around Gray had planted a big kiss on my cheek and left the room.

Thomas turned to face me and oh my GOD he was HUGE!! I mean, he was so hard I thought he might actually explode, I let my eyes rest on his engorged member for at least 5 of his 10 minutes of utter humiliation. Well, it was probably more like 9 minutes but who’s counting? I felt vindicated. For his part I could see the humiliation of his condition clearly in his eyes whenever I spared them a glance. It was rare, but it did happen. I decided to increase his agitation a little with a small reminder.

‘You still have a hard over the knee spanking to come from me but I intend to make you wait at least an hour until this spanking has settled in properly and your arse is throbbing and painful to sit on before I have my turn on it!’

Thomas truly looked like the bottom had just fallen out of his world. It had, and it had fallen right into mine!

After his ten minutes were up I told him to pull his trousers up, go wash his face and meet me at the front door in exactly 5 minutes.

Life is good people, life is really good!

All pictures are courtesy of the internet, ownership and copyright remain with the respective owners and I claim no right to them.

Oh My Life! Thomas?!

So my introduction to Thomas was major humiliation from start to finish, actually we didn’t meet face to face until the very end of my spanking from Graham, although Thomas was there right from the start of it!

He was introduced soundly to my bottom and pussy on full show to him and then I came face to clothed (thankfully, I may never have recovered otherwise) rather large erection for the latter half of my caning from Graham.

I couldn’t wait to get out of Gray’s that day and to be honest I was hell bent on getting home and crawling into bed with a very large and satisfying toy and putting the whole sorry and painful experience behind me.

It wasn’t to be… as we know, the best laid plans of mice and men are apt to go astray, especially when you just get settled into a very hot rhythm and the doorbell rings… ignore it, rings again… Oh fuck off, ignore it, they’ll go away… it rings again and doesn’t stop ringing! FFS!!

I jumped out of bed grabbed my skirt and pulled it on quickly followed by a T-shirt and I ran down the stairs arriving at the door looking like a complete crazy woman as I threw it open and shouted ‘WHAT?’

Thomas, gorgeous, sexy as fuck, gay Thomas, took a quick step back and laughed nervously, he shrugged his shoulders a little and smiled at me, ‘I just wanted to see if you’re okay? I was upset with Gray because he let you leave without talking you down from the spanking and caning! Is that normal for you two?’

I love my imagination!

I shrugged my shoulders and stood back, ‘you may as well come in, I’m not having that conversation on the doorstep!’ I closed the door behind him and signalled he follow me down the hall and through to the kitchen where I offered him a seat at the table and a drink. He declined the drink but sat down and waited for me to join him before he started speaking again.

‘Are you ok?’ He looked properly concerned for me and I got a tiny warm fuzzy thing going on in my tummy at his care. ‘I promise you Thomas, I’m perfectly fine. Normally Graham would talk me down from a spanking and caning and we would then discuss why he felt I needed such harsh discipline, but this time I think he might have continued when he came back in the room so I got off before he could add to his handy work. No doubt I will pay for that at a later date but I don’t care.’ I smiled broadly at him and he laughed and visibly relaxed.

‘Can I ask you… why do you want to be spanked by a gay man?’ He was watching me carefully as he asked the question, and I wondered where this was leading but I answered happily enough.

‘Well the fact that he is gay is very secondary to the fact that he is an awesome disciplinarian, plus I know when I receive a spanking from Gray the lines won’t get blurred from punishment to sexual. I had another male friend who is straight who used to spank me and we pretty much always ended up having mind blowing sex immediately after the spanking! Then there’s June, she’s quite another story…’ I wandered off the beaten track with my thoughts and went silent. A thought suddenly struck me, ‘why do you want Graham to discipline you?’

Thomas coloured beautifully and shifted his position on the chair before he cleared his throat and answered me. ‘I’ve known Graham a lot of years, we used to work together, he used to joke with me that I could do with a disciplinarian to help me control my more excessive behaviour and I didn’t really know what he meant so I asked him and he was very colourful in his description of what it would entail. From that day to this I have had those thoughts running around at the back of my mind and I think it’s time I at least tried it out to see if I could take a spanking from him and also to see whether it actually helps me with my discipline problems. Does it help you with yours?’ He was genuinely curious and I liked him for his openness to discuss it with me, essentially a complete stranger!

‘Most of the time it does, but I have two disciplinarians anyway so I figure if I have to take spankings from both of them then I may as well earn some of those spankings at least!’ We both burst out laughing at my defiance and he reached over and grabbed my hand and held it for a few moments.

See me? I’m still under the impression I’m talking to a gay man and I am completely at ease with the hand holding thing right up until the moment he drops his little bombshell.

He gave me a really sexy sideways look ‘I have never been so turned on as when you stripped off your skirt and panties and bared all to me as you positioned yourself over the stool! That has to be the hottest thing I have ever witnessed! Then when Graham made you bend over and grab my thighs for the caning… I don’t know how I didn’t explode!’

I pulled my hand out of his and sat there staring stupidly at him for a whole minute before I said, ‘you aren’t Gray’s new boyfriend? I thought you were Gray’s new partner! Oh my god! I’m gonna kill that man one of these days! The only reason I stripped so readily in front of you was because I thought you were gay and you wouldn’t be interested in what was on show!’

Thomas burst out laughing! Oh my god, how could you think I was gay? You all but had me in your mouth throughout the whole caning! I’m pretty sure no gay man would get turned on to that magnitude watching a woman take a spanking and caning! I assure you I am not Gray’s boyfriend, we are good friends that’s all and my discipline issues are based around time keeping, forgetfulness, late delivery of reports that kind of thing. I’m basically brilliantly lazy but I’m excellent at what I do so it saves my skin. It won’t do that forever so I need to find a way to shock myself into delivering the goods on time! I can’t believe you thought I was gay!’ He was laughing out loud now and to be fair it was a very attractive look on him. Flashing white teeth in a very ‘pretty’ face, handsome was too strong a word for him really, but he had lashes that went on forever and was blessed with those dark swarthy good looks that make me think bedroom, and other stuff. It was around that time I heard a very distinctive buzzing sound coming from above us. I glanced up at the kitchen ceiling wondering if the light was buzzing and had the sudden maddeningly embarrassing realisation it was my vibrator I could hear and no doubt so could Thomas!

I coloured up fabulously, I could feel my face burning as I excused myself and ran full belt up the stairs and into my bedroom which is above the bloody kitchen! I grabbed the vibrator off the floor where it must have fallen during my earlier mad dash to get to answer the front door! No wonder it had sounded so loud! I switched it off and threw it on the bed and ran down the stairs and back into the kitchen. Thomas was grinning at me broadly now, a very knowing expression on his face and I coloured up again instantly.

‘So, that would explain why you answered the door the way you did, I obviously disturbed you. I’m sorry…’ He didn’t look bloody sorry! He looked delighted!

I suddenly sized up my attitude toward him and levelled him with a stern look. ‘You should pay for that you know, maybe you should have a spanking from me for disturbing my much needed pleasure time!’ Score! the look on his face was priceless, and then even more so when he realised I might actually mean it!

Seriously, life just got real interesting really fast!

Graham delivers his 3 pm Spanking

~Random Punishment Selector~

Punishment Certificate
This certificate dictates that Gemma, for the reason of: Maintenance Spanking
will receive the following punishment.

Three sets of spankings.
Set One: 51 swats with a hairbrush and Gemma Bending over the desk
Set Two: 11 strokes with a cane and Gemma Bending over the desk
Set Three: 55 swats with a Jokari Paddle and Gemma Bending over the desk.
These spankings will be carried out with Gemma’s bottom bare.

In addition, Gemma will receive the following extra punishments:
 20 minutes of corner time
No orgasms for one week commencing immediately.
This punishment will be carried out at Graham’s home at 3 pm tomorrow. Late or
none arrival will result in the maintenance spanking being doubled.
Gemma must also provide the Jokari paddle, failure to comply will result in the
spanking being tripled.

Signed: Graham
Oh boy!

It’s tomorrow! I mean, tomorrow has now arrived and is today! It’s almost time to go over to Graham’s house for my scheduled maintenance spanking. I don’t need one though do I? I mean, come on, really? Including the weekend just gone, I have had my bottom seared with a cane, a paddle, a spoon, a leather strap, a very firm hand, and a wicked wooden backed hairbrush! June is nothing if not thorough! Not to mention Graham’s contribution of 7 with the cane, (I missed counting 4 and copped it twice). My bottom is black and blue and striped and SORE!!

The thing about Graham is, he wants a pristine cream bottom to spank but between Graham and June they never leave my bottom alone long enough for it to ever recover back to cream and then I get a harder punishment because my bottom isn’t cream for him!

Yes, I’m panicking! Graham doesn’t hold back, and his punishments always increase in count when he is cross with the state of my bottom.

I sent him a text yesterday evening explaining that June had insisted I receive a punishment immediately because of my text to her. I even sent him a still shot of the end result of my spanking. I haven’t received a reply. That worries me more than the upcoming spanking! Oh boy, I know I’m in deep trouble here, but conversely my tummy has butterflies and my pussy has woken up and is throbbing in anticipation of what is to come.

Oh yeah, about that, after stealing that much needed orgasm yesterday afternoon, I had to confess to June that I had played after the spanking. She asked me outright if I had pleasured myself and I lied and said no. Apparently she can tell when I’m lying, I have a tell and it isn’t facial? Something in my voice gives me away every single time! She is rightfully furious that I have broken the rules because I was under a ban from Graham, but also because I lied to her. She snitched on me too. She cc’d me into her email to him. My arse is gonna be in a sling by 4 pm today and there is nothing I can do about it. It’s going to happen.

At 2.45 pm I played with the idea of just not going, I even went as far as getting in the car, I started the engine and everything. Then I realised, I would have to come home at some point and things would just double and treble and before long it would be insurmountable and I would lose Graham as a friend and then June would have free reign…

Okay… I needed to stop with the panicking, I just needed to go round to Graham’s and take my spanking. Simple. I ran up the stairs, I grabbed the Jokari paddle and I dressed appropriately for Graham and then almost ran down the path to his house in case I changed my mind again. Part of me hoped he would turn me away and tell me to come back when my bruises had faded. It wasn’t to be of course. Graham opened the door as I raised my hand to knock.

‘Hello Gemma, come in.’

I cast a worried glance at his unreadable expression as I passed him and walked through to the kitchen clutching my Jokari paddle to my chest like a shield! I have never felt so anxious about a spanking since I started on this road! It was one thing to steal an orgasm, it’s quite another to pay up for it! I aimed for the high bar stools at the breakfast bar and made to sit down.

‘Don’t bother sitting Gemma,’ Graham announced from behind me, ‘we need to deal with your very serious and flagrant disregard of my rules. You may use the stool to bend over, remove your skirt and panties please and assume the position.’

Oh jesus mary and joseph, he was pissed and then royally at me. He never went straight into it like this. With some serious trepidation, I did as instructed and removed my skirt and panties and assumed the position over the stool. So, I’m only 5ft and the stool is quite high, which meant that if I was to assume a good position over the stool my feet were going to be completely off the floor and this was akin to an over the knee spanking without the knee!

‘Grip the bottom bar with your hands and do not let go. Do I make myself clear?’ Graham barked instructions at me from behind.

‘Yes’ I squeaked out. I grabbed the bars and hanging on for dear life I waited, and waited… and waited.

I lifted my head to see where Graham was and I was surprised and instantly humiliated to see a very gorgeous mountain of a man seating himself on the other bar stool at the side of mine. Graham appeared in front of me.

‘Gemma, this is my friend Thomas, he is very interested in being spanked and says he needs a disciplinarian to keep him in line. I invited him to watch you take your punishment so he can get an understanding of what to expect.’

not quite, but it felt like it might as well have been!

‘NO!’ The word escaped before I had chance to stop it or think it through!

‘No?’ Graham crouched down to look at me face to face, I could see the Jokari paddle in his hand as I lifted my head up to look at him.

‘I don’t think I want an audience Graham, this is bad enough as it is!’ I mumbled.

Who the hell was I kidding? My pussy was throbbing just at the thought that Thomas was sitting there watching my exposed bare ass and god knew what else, not that it mattered of course, Thomas was obviously Graham’s new boyfriend and therefore wholly uninterested in my bare ass and pussy waving at him.

‘It’s a shame you didn’t think about that before you decided to steal an orgasm after your last spanking Gemma. You break the rules, I reinforce them with new ones and introduce new levels of humiliation for you. Now, re-assume the position, this punishment is getting underway.’

Graham walked around me and positioned himself to one side so that he didn’t block Thomas’s view. I nearly jumped out of my skin when I felt finger nails running over my bare ass, goosebumps set up on the surface and tremors set up in my pussy causing it to throb away happily. I focused on the happy throbbing, it wasn’t going to be around for long, that much was for sure!

‘Under the circumstances Gemma, I think it’s only fair I ignore our previously planned spanking in favour of one that is a little harsher and longer.’ Graham talked like we were just sitting around and having a chat and I wasn’t really bent over a stool with my legs in the air and my arse on full and glorious display for all to see! Why didn’t he just get on with it FFS?

I mumbled something incoherent and put my head down and waited.

The first spank when it landed was softer than I expected, I relaxed a little and gave myself up to the sensations blooming slowly on the surface of my already bruised and sore bottom. The second spank landed and my backside exploded with pain! Bloody hell, he was going straight in at the top end, harsher and longer was going to be extremely painful! I yelped and barked out 2!

Graham laughed, ‘no counting Gemma, this goes on until my arm tires.’ With that, he picked up speed and strength and before long I was kicking and squealing and crying and begging for it to stop. I shouted ‘I’m sorry!’ so many times I gave up in the end and just sank into the head space that allowed me to just revel in the cleansing feeling a sound spanking gives me. Graham stopped after about 100 strokes of the Jokari paddle and changed over to his beloved cane. He had me get down of the stool and instructed me to hold on to Thomas’s knees for support. Oh boy, Thomas is a good looking and well built man and at this point I was eternally grateful he was gay as Graham positioned me in such a way as my face was directly over Thomas’s groin! If I moved my head at all, especially downwards, I was going to get a mouthful and Thomas was going to get a shock!

I braced myself when I heard Graham whip the cane through the air to test it. I gripped Thomas’s legs tightly and he (bless him) stroked my head like he was soothing a puppy. As the first stroke landed I yowled, once again, I had been instructed not to count, so I yowled loudly to make up for it. Thomas gripped my shoulders and stroked my head again. The second stroke whipped across the top of my thighs and I screamed in agony! Thomas jumped and held me more tightly. I so wanted to drop my head down at this point but I had realised that Thomas was very excited about his impromptu front row seat and he had a huge erection sitting mere millimetres from my face!

When the third, fourth and fifth strokes landed in quick succession I cried and sobbed and soaked Thomas’s groin with my tears. I gave up trying to hold my head up and I buried my face against his very hot and hard erection. Side benefits! Jesus he was well endowed!

The caning continued unabated through a further 10 strokes until finally Graham placed the cane across my back and instructed me to hold my position for 5 minutes. He whispered something to Thomas and he disappeared out of the room.

I remained in my position for the required 5 minutes and finally stood up and away from Thomas’s hot groin. My face was flushed and soaked with tears, my hair was all over the place and I looked a hot mess and no mistake. I couldn’t look Thomas in the eye so I turned and retrieved my underwear and skirt and quickly covered my glowing red hot bottom and thighs. Only then did I turn around and look at Thomas.

He was sat in the same position on his stool but he was stroking the cane with something akin to awe on his face and I laughed out loud. He looked at me surprised.

‘Why are you laughing?’ He smiled as he asked me. I pointed to the cane, ‘you are staring at that with such a look of awe and wonder on your face, trust me, you will learn to hate it once you have felt it across your backside a few times.’

With that said, I picked up the Jokari paddle and made a sharp exit left before Graham could come back in and say he hadn’t finished!

My backside was throbbing painfully and my thighs felt like they were on fire, but my pussy was making up for it all, she was hot and wet and throbbing and I was going home to make full use of her and Graham and June could just go fuck themselves with their orgasm ban! I had earned it!

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