21F High Stakes

A bead of sweat slowly rolled its way down my forehead as I locked eyes with him. His gaze never wavered trailing its way down my body and back up, almost studying me with an animalistic lust. Finally his wandering eyes reached back up to stare into mine before he smiled and winked. “You feelin lucky punk?” he asked me before raising his hand and letting it fall. Fuck! I was not prepared for a draw 4 so late into the game.

Game nights with him were always high stakes. We were both super competitive and we usually bet money, not to mention bragging rights, on even the most basic of games that we played. Today was a bit different though. We were not playing for money, but for our dignity as he proposed a game of strip UNO. Being my best friend I would’ve normally refused but he appealed to my competitive instinct and all I could say was “Game On bitch!”

Thus began the stress filled round of UNO on the balcony, that had already lasted 10 minutes, and was about to end with me losing any one piece of clothing. I’ve seen the movies and know that usually the best way to get out of this was to start with something simple like socks, and that’s what made me regret not being prepared as he yelled “UNO!” and my mind raced deciding between whether my comfy tracks or loose tee I had worn for a comfy day at home would be a better option to take off first. As he called out the colour blue and set down his card to end the game I gave him an angry look and bit my lip nervously. Then sitting up on my knees I turned a bit to look away from him and sliding my hands down to the edge of my top I hooked my fingers in it and slid it off.

I folded it and laid it aside to put on later as I sat back down and picked up the cards to reshuffle. I was hoping to keep this as casual as possible but I couldn’t deny that I could practically feel his eyes pierce through my bra as he stared blatantly at my chest, I would assume fantasizing about what’s underneath. I cleared my throat to get his attention as I started distributing the cards. I may have been a bit sneaky while he had his attention distracted but I wasn’t going to pass up the opportunity to gain an advantage, especially in such a tense game.

As we started to play I could tell he never fully recovered from me taking off my top. I may have already rigged the game by giving myself a stacked deck, but even if I hadn’t he was all over the place constantly playing the wrong card then regretting it two turns later. The second game ended quick and I threw my arms in the air before pointing at him and saying “I believe you owe me a piece of clothing.” He stood up and started lifting his tee, but then he stopped and broke out into a grin. “Two can play at that game.” he said before slowly opening up the knot on his tracks and sliding them down. He braced himself against the railing as he lifted one foot then the other and instead of folding them like I had done he threw them playfully at me. I broke out into a laugh and swatted it aside. “I don’t want your gross sweaty tracks.” I said still laughing but subtly I found myself stare first at them discarded aside, then slowly back to him looking at the bulge in his underwear that was currently at eye length with me.

The red boxer briefs he wore somehow highlighted them in just the right way, giving the perfect outline of his erection, while still leaving it to my imagination. I licked my lips and as he sat back down I decided to tease him a bit. Pointing at his wet spot I said “That game wasn’t even half of my power. I hope you aren’t about to piss yourself out of fear, you still have a chance to back out.” He blushed bright red and covered himself looking away as he said, “I’ll deal” He picked up the cards and I watched dilligently as he shuffled then distributed them. This time I played first having won the last game. The cards weren’t bad but I didn’t have a strategy yet until I eventually picked up a wild. He changed the colour right at the end but I just gave him a diabolical smile and dropped down my wild after having bluffed him for the past 2 minutes that I was sitting on a blue card.

His face dropped into a frown and this time he skipped the show and pomp, uncourteously taking off his full sleeves tee and throwing it aside. His boner had not subsided and I found myself subconciously staring at it when I thought he wasn’t looking. He once again picked up the cards snorting in frustration then dealt them out and said “No distractions now, it’s time to kick your ass Sam.” and kick my ass he did. He won the next round losing me my tracks, which I kicked off unceremoniously. I felt my heartbeat race as I picked up the cards and shuffled it for round 5.

The night was intense and the tension in the air was almost palpable as we both tricked, gaslit, and bluffed our way through the highest stakes game of UNO ever played. We both were in no rush to lose our underwear but I couldn’t help but feel I was at an advantage with two pairs of clothing still on compared to his one. However that advantage was soon lost as he placed down a draw 2 on my draw 2 to finish the game and secure his underwear. I sighed and conceded defeat holding up my hands then slowly turning to face away from him. “Are you sure you want to continue? I’ll take the loss we can end it here.” I said knowing that while things had already gone too far for two friends, but getting nude would definitely cross a line neither of us could come back from.

While he was a great guy we had started off as good friends and both of us had agreed that things were nothing more than that. We’d both been by each other’s side through multiple relationships and our friendship was almost legendary amongst everyone we knew. However we couldn’t help but deny that there wasn’t something more there. While I didn’t see him as boyfriend material, and he agreed that I was not “his type” the sexual tension between us was more than evident, from our innocuous flirting to our subtle physical closeness. Things had always been a step above.

This all came to light as we both hit the realisation just as I started to take off my bra. The simple dare had turned into something more. The air felt almost electric as I slowly opened the clasps and took my bra off. I set it down beside me and took a deep breath in. “Well, here goes nothing.” I said and slowly turned around to face him holding my arms over my tits. He was as nervous as I was. He swallowed and then turned around. “I’m sorry I shouldn’t have taken things this far.” Then he turned back around to face me. “But on the other hand I just can’t help but be drawn to you.”

Slowly he moved closer to me. His hands rested on my wrists and slowly he lowered my arms off my breasts. “You’re absolutely beautiful. I hope you know that” he said then his hand caressed my cheek. I melted into his embrace as I leaned closer and our mouths met. We started to make out. I felt his tongue in my mouth. His hand slid down from my cheek to my neck and we stood up. I felt myself get wrapped up in his strong embrace as his hands snaked their way down my back and to my ass grabbing two handfuls lifting me up closer to him. I wrapped my legs around him as he walked me over to the wall of the balcony.

Slowly letting go I slid down from his arms and looked up at him breathing heavy. As I stopped to catch my breath he worked his way lower never missing a beat. His arms held on to my waist as his body pinned me back against the wall. He started at my neck licking and kissing, then lightly biting and sucking, leaving a bit of a mark. I could feel his erection as he grinded against me desperately. Our breaths quickened once again and I let out a moan holding on to his head, my back against the rough wall of the balcony as he started to suck on my nipples. He licked, kissed and bit till my knees felt like jelly and I had to hold onto him to brace myself as I started to feel myself get wet. Then he gave each nipple one last goodbye kiss as he started to make his way lower.

He kissed me on my stomach then my belly button and slowly looked up at me as he started to slide my panties down in one fluid motion. Leaving my panties at my ankles he looked up at me gave me a kiss on my vagina. His breath tickled and I laughed as I slid my hand up to my nipple rubbing around the saliva he had left on it. Then he started to eat me out. I spread my legs as far as I could go while standing as he lapped at my vagina like a hungry dog. Long slow strokes on his tongue brought me closer and closer to the edge as I held on to his head and moaned his name. As he slowly pulled away from me to catch his breath and look up at me I saw a trail of my wetness stick to his lips. He licked his lips and smiled.

I leaned over and kissed him before dropping to my knees joining him on the floor. With my legs behind me I kicked off my panties and then I reached into his boxer briefs. Moaning in between kisses I started to jerk him off inside his underwear. His tip was wet with precum and I rubbed it all over the head of his cock, as I ran my other hand over his chest tracing his body. I kissed him then looked down as I pulled his cock out of his boxer briefs setting it free with a satisfying bounce. Then lightly pushing him back with my hand I laid him down on the cold hard tiled floor and got to work.
I started off teasing him kissing the tip lightly watching his reactions before I opened my mouth and swallowed the head. The salty taste of precum filled my mouth as I sucked on his tip. I bobbed my head up and down as he held on to my head with one hand and my hand with his other. Once it was lubed up enough I got off and started to jerk him off for a bit.

I put my hands on his chest to brace myself as I climbed atop him and held on as he slowly slid it in. I was hit with a wave of ecstacy and nearly collapsed as I felt his dick fill me up. Slowly I held onto him and started to ride him. As I rode I caught a glimpse of the stack of cards laying nearby, a reminder of where we had come from. That only made things hotter as I leaned over and kissed him reinforcing where we are now. I was sitting back up to ride him but that kiss ignited something in him as he sat up and continued to make out with me, his dick still inside me. Then slowly he pushed me off him. I looked at him confused and he just smiled and said, “Hold up, I want to try something.”
As I stood up giving him his space to change positions he stood up with me and once again kissing me he lifted me into his arms. He pushed me back against the wall once more and I gasped as my back hit the rough surface and I felt his dick rub up against my vagina. I reached down and slid it in as he started to fuck me. This time he went hard and rough bumping me up against the wall, and as hot as this position was it was starting to get a bit uncomfortable. I tapped my hand against his chest and he slowly let me down. “I’m sorry. But I think I have something that could be a bit more fun for the both of us!” I said and flashed him a smile and a wink.

I turned around and walked two steps to the railing of the balcony. In doing so I happened to step on the UNO cards. Being the least of our worries right now I kicked them aside as I watched him slide his boxer briefs off and take the hint. He positioned himself behind me as I spread my legs and braced myself on the railing. Then he drove into me and started to fuck me. He slowly picked up speed as he held onto my waist and soon the air was filled with the sounds of our bodies slapping together in a sexual frenzy. I could feel myself getting close and I moaned it out to him, and thankfully he took the hint. He pulled on my hair with one hand leaning over and kissing my neck as he shoved his dick deep inside me. With his other hand he reached around and started to rub my clit till I was a moaning, dripping mess, shivering and cumming all over his cock.

Slowly I pulled myself off and dropped to my knees catching my breath. I turned around as his cock sort of awkwardly bumped me in the face. “Could you give me a hand?” he asked nervously and all I could do was grin. “I’ll do you one better” I said before holding on to it and trying my best to take it in my mouth as deep as it could go. Halfway through though I gagged letting out a wad of spit onto his cock, which I guess he found hot as he started to cum. He slowly pulled out as he came and I could feel the hot cum fill my mouth before the rest landed on my face and my tits. I looked up at him and licked my lips before making a deliberate swallowing motion. He grinned wildly before laughing and joining me on the floor. “I’ll definitely beat you next time” I said as we both started to laugh.

Source: reddit.com/r/Erotica/comments/12ms3g0/21f_high_stakes