In hindsight, that email confirming I’d be rooming with Susan for the Christmas party was the best news I got all year. Of course, I didn’t think it was at the time; I was cursing my luck and wondering if I’d have to sleep on a lounger by the pool rather than share a room with her and whoever she’d inevitably bring back in the middle of the night. I spent three days trying to find an alternative, but nobody was dumb enough to swap with me. Thank God they didn’t.
Then, the day before we left for the hotel, an email from Simon. He was meant to be rooming with Dave, but with Dave’s wife giving birth a month early Simon now had a twin bedroom all to himself, and would I like to take the spare bed? I had to think about it; I’d wanted to taste his tongue in my mouth since I’d joined the company three years ago, but despite our regular flirting, he’d never given any indication that he might cheat on his girlfriend. Sharing a room with him and having to keep my hands to myself would be almost as bad as staying with Susan – but not quite. So I took him up on his offer and promised that the first round was on me as a thank you.
The next day, I was barely able to concentrate on the drive to the hotel. I knew already that it was going to be a challenge not to climb on top of Simon the moment the door closed behind us. So when I met him in the lobby, I made one last effort to keep my conscience relatively clear, and asked if he was sure his girlfriend was okay with me rooming with him.
Having to pretend to be sympathetic when he told me they’d recently ended things was the hardest thing I’ve ever had to do.
He handed me the spare keycard for the room and led me up the stairs and along the corridor, before opening the door. He’d lucked out on the room allocation, because it was huge. Hell, it was closer to being a suite than a room. I thanked him again, and told him I was popping into the bathroom to change into my swimsuit before heading down to the pool. Once I was inside, I peeled off my clothes and squeezed into my swimsuit – God, I was sure it wasn’t this revealing when I tried it on in the store. But on the plus side, this was my chance to roll the dice.
I stepped back into the room and watched him glance for an instant at my figure before making eye contact with me and holding it. I could tell it was taking him a lot of effort to stop himself looking down. It was now or never. I turned my ass to him.
“Tell me, Simon, is this swimsuit decent? Is my ass properly covered?”
Sadly, he said, my ass was indeed properly covered. Fuck, I couldn’t believe it. He was responding. Time to go all in. I hooked my fingertips into the seam of the swimsuit and pulled it up to turn it into a thong. “How about now?”
I heard him cross the room in two steps, and suddenly felt a hand on my bare ass. Adrenaline shot right through me. “Am I being naughty, Simon? Are you going to spank me?”
He whispered in my ear that I’d only be spanked if I asked politely.
“Spank me, Simon. Please…”
He led me to the sofa and sat down, before pulling me down to lie across his lap, ass in the air. Before I had a chance to gather my thoughts, I felt a hot, stinging slap on my ass as his hand found its mark. I gasped and asked for another. Again the sting of his hand on my ass, my cunt getting wetter and wetter. Another, please. Slap. Another, please. Slap. Again and again and again. I was squirming and gasping, barely able to speak, but I managed to get a hand to my crotch and pulled the swimsuit to one side. “Make me come, Simon, please…”
Fingers slid inside me, other fingers started to massage my clit. I felt waves of pleasure mixed with the residual pain from the spanking. It started slowly and gently, but minute by delicious minute he sped up and pushed harder. Eventually I was on my elbows and knees, screaming into a cushion as he finger-fucked me to a massive orgasm. I collapsed onto him, cheeks flushed, crotch and thighs soaked, my swimsuit in no fit state for wearing to the pool.
When I caught my breath and sat up, Simon leaned forward and kissed me deeply. I felt hands gently pull the shoulders of my swimsuit down, and I responded by wriggling out of it and trying to lead his hands to my tits. Instead he stood up, and told me I needed a shower. I nodded dumbly, out of my mind with lust. He led me back into the bathroom, pulling off his shirt and kicking off his shoes and socks as we went. I pulled his belt off and undid his pants, before he told me to get into the shower. He removed his boxers as I pulled off my swimsuit, and we stepped into the shower together. Under the hot water, he lathered me up from head to toe, running his hands all over my slippery skin and leaving my nerves overwhelmed.
I wanted to see him squirm with pleasure like I had, so I sank to my knees and lathered up his cock, playing with it as I went. I rinsed it off as he got harder and harder, then I told him I’d only take him in my mouth if he asked me politely just like I had.
The word “please” had never sounded sweeter.
I pulled his cock towards me and wrapped my lips around it, sucking gently at first. I felt his hands running through my hair, and I could feel the tension in them. He wanted to fuck my face, but the pleasure that came from resisting the temptation was stronger. So I sucked harder, taking the occasional break to slap my tits with his cock and tell him to keep saying please. I’d never seen a man so turned on and ready to explode, and the breaks kept him hard as wood while delaying his orgasm. I kept him wound up for almost ten minutes before I felt his whole body stiffen for a moment, and managed to take his cock out of my mouth and point it downwards just in time for him to shoot an unbelievable load all over my tits. Even in the steam of the shower, I could see all the tension leave his body, and heard him moan a long, low growl as his come mingled with the water and ran down my body. I stood to face him, and felt his hands on me again, soaping me up and washing off the mess. His lips found mine, and we kissed with our bodies pressed together and water running off us in streams.
Simon turned off the shower and stepped out, pulling a warm towel from the rail. He turned to me and told me to put a foot up on the edge of the bathtub. I did as he said, lost as to what he was planning. Without a word, he began to dry me off, moving gently and slowly up my leg. I switched feet at his request, and watched as he patiently worked his way up again, moisture still glistening and beading on his own skin. For an instant, I felt the skin of his fingertips brush against my inner thigh – then he took my hand as I stepped out and onto the bathroom floor. His arms wrapped around me and draped me in the towel, his hands pushing it up and down my body. He was pressed against me now, my belly and breasts separated from his torso only by that single layer, our body heat drying us both at once.
After what felt like an eternity, his mouth found mine and he parted my lips with his tongue. The towel fell to the floor, and I felt his hands under my ass, lifting me into the air as we kissed. I swung my legs around him and hooked my feet together, using what little leverage I had to push myself against his cock as he squeezed my butt cheeks. Without hesitating, he walked into the bedroom with me wrapped around him and climbed onto the bed, laying me down and grinding hard against my soaking cunt. I gasped from the pleasure and he broke off our kiss to grin at me, knowing he was driving me wild. His lips moved down to my neck, then kept going, marking a trail of barely-there saliva marks across my tits and down my belly.
For a beautiful instant, I was certain he was going to bury his tongue inside me, but then I felt his hot breath and the tip of his tongue right at the top of my inside thigh. He was teasing me! I could barely hold it together as he kissed and licked every millimetre of my crotch except where I wanted him to. I couldn’t bear it for long; after barely thirty seconds, I grabbed his head and jammed his face as hard as I could into my cunt.
Immediately, I could feel his tongue against my clit, rolling back and forth as he pushed my legs further apart with his hands. I felt the unexpected softness of his facial hair against my skin, and pushed his head still harder against me. This time, he didn’t bother building up pace; I was already incredibly wound up, and he tongued my clit and my cunt relentlessly while I moaned louder and louder. I’d wanted this for years, fantasised about it, and now it was happening and it was even more intense than I’d dreamed. When my orgasm came, I ground hard against his face and howled, like I was claiming what I’d conquered.
I lay back in the bed, limp, all my muscles spent from the intensity of my orgasm. He brought his face to mine, that sly grin on his face again. In that moment, I wanted him to lose control, to fuck me without that infuriating, gorgeous smile. I rolled over onto my belly, as if I was ignoring him. There was a fantasy I’d had since the first day I’d met him, and I was going to fulfil it before I got out of this bed. I turned my head to look back at him and flashed my own version of that grin.
“Sorry, Simon, but I’m too tired for any more action. I’m no good for anything now except lying here and taking it. How about you climb on top of me and fuck me from behind?”
I could see in his eyes that there would be no more grinning now, that I’d managed to crack that infernal self-control of his. He didn’t even speak, just got on top of me and pushed his arm under me and across my chest to grope my tits. I felt the tip of his cock push against my cunt, first gently, then harder as he slid inside me. I was soaked. His face appeared in front of mine; he kissed me as hard as he could, right on the edge of roughness. There was something animalistic about him, and I couldn’t believe how hot it was. He started to thrust into me, his crotch banging against my ass, his legs pinning mine together, his hand on my tit, his tongue still in my mouth. With every thrust I could feel him getting more urgent, all the sly grinning and the careful stroking gone. All he could think about now was how hard he wanted to unload inside me, how he wanted to possess every inch of me, how he wanted so badly to make me feel utterly owned and dominated. It was the antithesis of that careful and ever-polite Simon I’d wanted to crack for so many years, and now I had exactly what I wanted. I felt the shudder of another orgasm at this realisation, and then Simon broke off his furious, hungry kissing. I could feel him pressing himself into me as he gasped, could feel him climax and shudder, every part of him lost to that moment of perfection. He collapsed against me, his breathing hard and ragged, his weight almost uncomfortable for a moment before he slid off to the side. I turned to him and smiled; he was so spent he couldn’t even manage to smile back. He’d never been more attractive to me.
“Well, Simon, I hope you’re happy. I didn’t even get to go to the pool, and now we have to be down for dinner in half an hour. How are you going to make it up to me?”
He managed a grin again.
Source: reddit.com/r/sexystories/comments/g0mnjl/never_did_get_to_the_pool
Shit, forgot tags: MF, spanking, otherwise pretty wholesome and vanilla.
Pretty good stuff.