As parties go for me, Gray’s could be classed as a huge success. I hadn’t gotten into much trouble, made a fool of myself, or caused an argument (much). Go me! I had got a bruised bottom however, courtesy of Gray’s rash announcement to the room that I could take a caning from him better than any of his exes! After that little pearl of information came out, my bottom received so much attention from the Caning and Spanking community present, I spent more time yelping than I did talking. My poor bottom was swatted, squeezed, and slapped every time I moved!
My main problem was that my dress had turned me into a moving target! Some commented that the ‘red under the dress’ attire made them feel a need to stroke my bottom! I was beginning to feel like a bloody Therapy Dog! Come stroke my ass and feel wonderful instantly!
It kept Tom highly amused for the better part of the evening! Especially as he was receiving one request after another to loan me out for a spanking/caning session! Thankfully, he gracefully declined all offers!
I took it all in good part for the main, but one woman really did push her luck a little too far and walloped me hard on both cheeks! I spun around and snarled at her and Graham quickly stepped in to guide her off into a different room where her particular brand of needs could be met more ably! Don’t ask, there was so much going on at this party it was very much an anything goes kind of gig. Like I said, a room for every kind of people with a special room for Gloria and her crew! But that is most definitely another story! Out of all of the women there, I think I liked Gloria’s approach best! At least she was tongue in cheek about it!
Tom had his own problems too, and because he had found my situation so hilarious I was less inclined to want to rescue him. If I left his side someone would instantly take my place. So I purposely left his side frequently and would then stand back and watch the parade! When I say someone, I mean, men and women alike. He was like a giant honey pot and they were all fluffy tailing him, buzzing around him, draping themselves over him. He stunk of a mixture of women’s perfume and a variety of men’s cologne. Not a pleasant mix for my nose but hey, he had it coming!
Things finally came to a head when a very drunk but lovely gay man called Colin decided that Tom was in the closet and he was going to out him by showing him the pleasures he was denying himself. He draped himself over Tom and began groping his crotch. Oh Boy! Both Todd and myself had to step in quickly on that one. Tom had yanked Colin up in the air by the scruff of his neck and looked ready to murder him! It did nothing to cool Colin’s ardour! ‘Magnificent!’ Colin kept giggling excitedly! I stepped in and calmly talked Tom down from his murderous intentions, he eventually dropped Colin who landed in a heap at my feet. Todd quickly led him away to pour a large amount of coffee down his neck and sober him up some!
Todd and I declared we had life saving abilities after that one! Tom was not amused.
Tom declared he was making himself off limits for the rest of the evening and evicted a young man from a large leather armchair and took it for himself. He pulled me down into his lap and there I stayed for pretty much the rest of the night which passed without event as we sat and listened to Gray entertain everyone with his stories.
So, now I’m sitting at my dressing table removing my make up and Tom is behind me distracting me with his big hands. He leaned in to kiss my neck and my nose was assaulted with the pungent mix of cologne and perfume! I recoiled and he was instantly alert.
‘What was that?’ He said quietly.
I grinned at him, ‘you smell like a well used hand bag! You stink of perfume and cologne!’
‘Just proves you should have come and rescued me more often.’ He laughed at my crinkle nosed expression. ‘I’ll go shower baby. Keep the dress on until I get back, and the lipstick. I have a task for you that requires both.’
I raised an eyebrow but didn’t think to question his instructions.
10 minutes later he appeared before me, freshly showered with a towel wrapped around his hips. I had taken up residence on the sofa by now and oh my, he was a sight to see. All glistening damp muscles, and predatory intent in every move.
I leaned forward and tugged at his towel letting it fall from my fingers to reveal his magnificent cock, fully aroused and glistening with precum at its tip. I glanced up at his face with hunger in my eyes.
His new rule since the maintenance spanking was that I had to ask for permission from him before I could touch his cock or taste his precum. I had absolutely no problem at all with that and I framed my words carefully, ‘please can I taste you baby?’
He smiled just that one request made me instantly submissive to him, his mood became dark and intense, ‘I have a task for you to complete. Kneel on the floor.’ I dropped a cushion on the wood floor and knelt in front of him, ‘Take all of my cock down to the base and if you leave a lipstick ring at the base I’ll give you multiple orgasms tonight. You have a maximum of three attempts to do it. If you don’t, you’ll remain dressed until you achieve it and you will get a good hard spanking for failing and no orgasms. I won’t be helping you in any way. Do you understand Gem?’
I nodded my head and said quietly, ‘I understand.’ I raised my hand and wrapped my fingers around his engorged cock. Firmly fixed in my mind was the thought that as I work his cock with my tongue, my mouth, my teeth, he gets bigger. I couldn’t afford to do that. I would never take him all the way in! His girth is huge. My hand won’t close around him. I need two hands. He’s a good 10″ in length. I have never been able to take all of him completely. I was going to have to rely on my gag reflex behaving perfectly if I was going to pull this off.
I slid my mouth over the tip and tasted his precum on my tongue, and I realised I would have my own kind of payment for this as I went along. I slid my mouth back again but did not release him. If I did, that would count as one attempt. My usual worship of his cock would include a lot of head play. It drove him wild and would make him thrust his cock deep into my mouth. He wasn’t doing that this time, I had no help. I didn’t care, I adore his cock, I adore the way he stretches my mouth to its limit, filling me with his salty taste. Feeling the pulsing veins around his shaft rough against my tongue. I would have to forgo my sensation play to achieve the goal but I would have what I wanted later, I would make sure of it. I slid my mouth along his shaft, withdrawing then plunging him deeper each time I drew him in, until he was right to the back of my throat and I could feel my gag reflex kicking in.
I breathed slowly and steadily as I waited for it to pass and then I slid him further down until I felt my lips touch the flat skin of his groin. I pushed once more to make the contact complete and I pressed my painted lips against his skin and left a perfect ‘O’ of lipstick there. I withdrew all the way to the tip and began to work him properly. He hadn’t told me I couldn’t and damn it I was taking my prize. I worked his cock hard, I sucked his tip until precum flowed like a river from it, I lapped and sucked until he gripped my hair and began to rock his hips thrusting himself into my mouth, holding my head still as he took his pleasure and rode the wave to a huge climax. He growled deeply as he shot his creamy load down the back of my throat and pulsed and throbbed and thrusted until he was done. He let go of my hair and I withdrew from him. I raised my eyes to his waiting for his approval. He grinned a really dark grin at me that had me so wet instantly I thought I might actually come.
He turned away from me and inspected my lip work around the base of his cock in the mirror. It was a perfect cherry red O. Damn I’m good!
He thought so too. The admiration in his tone was enough for me. He turned to face me again and held my chin between his fingers and lifted my gaze to his. Lust, pure unadulterated lust shone from his eyes. ‘Well done baby, I thought it may take two attempts at least. I expect you to do it every time. Stand up for me and turn around.’
I did as he asked, he stepped up behind me, wrapping me in his own musky scent that was pure Tom and my senses went into overload. His fingers stroked my lips and smeared my lipstick from my mouth and down to my chin. He unzipped my dress and allowed it to slide down my body until it pooled at my feet. I stepped out of it and he scooped it up and threw it on the sofa.
‘Turn around baby,’ he murmured huskily, I turned in his arms and he lifted me and threw me gently onto the bed. His fingers slid and played and tweaked my skin everywhere. He smoothed his hands over the silky material of my lingerie dipping and sliding his fingers beneath the fabric, and he played with me for hours. Eventually I took his length inside me and I disappeared into a fog of sensations I thought I may never come out off.
Finally, exhausted, impaled on his cock, cradled in his arms his heart beating a tattoo against my cheek I slept the sleep of the truly satisfied on his chest.
As an aside to this post, before I finally fell asleep I asked Tom why I had been made to keep the dress on for the task, and his response was this.
‘I have been wanting to see you on your knees in that dress with my cock down your throat and your cherry red lips pressed against my skin from the moment I saw it in the window of the shop. The dress was integral to the image. The lipstick is a fantasy I have harboured for a very long time and you are the only woman I’ve ever known who I wanted to carry out that fantasy for me.
All evening I have watched as one after the other of Gray’s friends has tried to touch you, tried to tempt you away for a spanking, one guy even offered to pay £5k for me to let him cane you. 3 guys wanted to fuck you in every hole and would have paid big money so they could. 5 women offered their bodies to both of us for a threesome. Gloria said she would have spanked you until the moon fell out of the sky and Graham said you in that dress had given him a semi hard on. It’s the most turned on by a woman he’s ever gotten. Even Todd who is the campest guy I’ve ever met said that you in that dress should carry a government health warning. Stuart couldn’t keep his mouth shut about it or his eyes off you all night.
Out of all those sexed up people, the only man you had eyes for was me. You wore what I wanted you to wear, you looked the way I wanted you to look and you behaved the way I wanted you to behave. And all because I told you that was what I wanted.
Does that answer your question baby?’
I was staring at him wide eyed and all I could do was nod. A minute later I was fast asleep.