What happens when you run out of clothes while playing a stripping game? [MF]

Charlie (F21) and I (M25) were used to spending nights in her student house having sex as often and as loud as we liked. However, she has since graduated Uni and moved back in to her parents house, which means we now have to keep very quite and never get the house to ourselves. Charlie has mentioned numerous times how much she wants us to have our own space again, so we decided to book in at a nice hotel and treat it as a little get away. We found a good place that had a spa and pool, and booked in for a few weeks time.

So this happened about a month ago now. The weekend came around and I drove us both to the hotel, we had booked in at the restaurant later that evening so beforehand we went swimming and used the steam room/sauna etc. The whole time my head was filled with what I had planned for tonight, I was hoping to use the darkness of the steam room start teasing Charlie seeing as she was in very little clothing but it was too crowded to do so. Then later during dinner Charlie said she had been thinking the same, and it didn’t take her long to suggest we headed right back to out room once we’d finished eating. A waiter was trying to get us to have some more drinks but we knew we had two bottles of Prosecco in our room and much more important things to be doing, so I paid and we headed back to our room. We got in and opened one of the Prosecco bottles straight away, put on some music and chatted a little while we had a couple of drinks each.

Now it was time for what I had been planning. I wanted to push Charlie’s limits a little further while trying something a bit different, so I suggested to her that we played a stripping game. Now my experience with Poker was quite limited and Charlie had never played it so I suggested Blackjack instead, where we would take turns being the dealer so that it was fair. So I got out the deck of playing cards I had secretly brought and we made sure we were both wearing the same number of items of clothing. We start the game with Charlie dealing the first hand, and I couldn’t believe my luck when I turned my cards to see a Blackjack in the first round! I tried to argue it was worth at least two items of clothing but obviously she wasn’t having that, and took off one sock.

I ended up winning 4 of the first 5 hands, which left Charlie sat in just her lingerie set and me with just a single sock missing. “This is bullshit”, Charlie exclaims, “I’m gonna be naked soon and you’re fully dressed, are you cheating?”. She’s clearly lost track of the sexual part of the game now and her competitive side is more annoyed about losing so heavily. “No of course not, how could I cheat when you’ve dealt 3 hands?”, I laugh as I deal round 6. She then went on to win the next 3 hands which perked her up again, including one very ambitious and ultimately failed 5 card trick from myself. I’m now left with my half unbuttoned shirt and briefs as she evens the score. In the next hand I do manage to pull off a 5 card trick which equalled 21 just to make it sweeter, and I celebrate as my competitiveness comes through too. Charlie sulks for a second before turning away from me to remove her lacey thong, “I’ll just sit with my legs crossed so you can’t see anything”, she teases, but I have a great view of her incredible waist to hip ratio with her ass spilling out to the sides.

I deal the next round and peak at my cards to see I’ve got 20, Charlie then goes Bust after drawing her first card and sighs heavily. I flip over my cards confidently knowing that I had won. She looks up at me trying to hide her smile, “You can undo my bra”, I lean forward to put my arms around her back and unhook the clips, and sit back as she lets the bra fall down her arms, exposing her petite, perky tits. “Your deal”, I say as I pass the deck of cards back to her. “But you’ve won?”, she questions. I reply, “I know, but just deal”, now I’m the one trying to hide a smile. Charlie wins this round so I unbutton my shirt and take it off. But then I win the next one, and I can see that she’s waiting to see what I say next.

“What happens when you run out of clothes while playing a stripping game?”, she asks. “Lay back and spread your legs, I want you to touch and rub all around your pussy but you can’t actually touch it”, I tell her. She quickly seems on board and does as I say, I move between her legs and watch her gentle caressing movements. It doesn’t even take 10 seconds before she starts getting very close to her pussy and I can tell she wants to touch it, so I tell her that’s enough for now and I sit up and deal her another hand. I go bust and she wins the round, so I stand up off the bed and drop my briefs to the floor, “Now we’re even again”, I say as Charlie is clearly happy now that she’s got me out of my clothes.

She deals again, and wins. She’s clicked on that instead of stripping we’re now doing sexual dares. She looks at me hungrily and says, “I want you suck on my tits”. I know that playing with Charlie’s nipples always turns her on, so I lean forward and tease them both with my tongue first before sucking much harder on them, while always pinching and playing with the other tit that’s not in my mouth. I lean back once I can feel that she’s a little worked up and I reach for the cards. This round I win, and I tell her to lick under my balls. I knew this would push her a little as it’s not something she’s done before, she was a little hesitant at first but she got more into it as she kissed and licked me, getting as close to my asshole as she dared go and I feel my dick rise to a semi before she stopped.

Another round of cards, I win again. We brought some of our toys with us to the hotel so I pull out a remote control vibrator. “Put this inside you, then I’m going to put it on the lowest setting”, I say. She groans a little as we both know that while that will feel nice, it’s not enough to give her any real pleasure. She uses some lube to help the egg shaped vibrator inside her tight pussy, and I click the remote once to start it buzzing slowly. As the next round of cards are dealt I can see her rotating her hips slightly trying to get more feeling from the vibrator. I drag out teasing her by getting us some more drinks, which to my entertainment she didn’t appreciate. However, Charlie wins the round and the second she turns her cards over she says, “I want you to turn it up, MUCH higher”, almost with a little desperation. I do as she asks and I click the settings button 3 times which I know is her favourite setting of a repetitive slow pulse, also hitting the + button a few times to turn the intensity up.

I knew what I wanted to do next but annoyingly I went bust in the next round, and Charlie spread her legs wide and told me to lick her clit with the vibe still pulsing inside her. I get straight to it and run circles round her clit in time with the vibrator pulses. “Fuck, yes that’s so good”, she moans in between breaths, “Don’t stop”. Her clit hardened and I focused every lick to run over it, her legs were a trembling mess either side of my face and her moans louder than I’d heard for a long while turn me on so much that my semi grows to full mast. I reach up and grab one of her tits and that was clearly enough to bring her to the edge, she instantly squirms more before a final few licks sends her into orgasm as she grinds her pussy against my tongue. I deal some more cards as she recovers and takes the vibrator out, “You want to keep going do you?”, she asked. “Yeah I’ve got a few more for you yet”, I reply, and she sits up with an inquisitive grin.

This time I do win, I stand up from the bed and go over to the window. “Come suck my dick”, I tell her. Charlie edges over to the window and peaks round from the side to see if anyone can see. It was nearly midnight, our room was on the second floor and overlooked the car park entrance, so there was very little chance of anyone even being out there to see us so I was slightly disappointed about the lack of risk. I guide her in front of the window, “Look, my hips are only a little higher than the window cill so even if someone does look up here they’ll just see me, and maybe the top of your head”, I joke. “Yeah true”, Charlie agrees and drops to her knees, taking my cock straight in her mouth. Now it was my turn to let out all the moans that I’d usually have to hold in, and Charlie wasn’t holding back with the blowjob either. She would spit all down my dick and rub it in with her lips before letting my length slide down her into her mouth, feeling the slight pop as I pass through her throat barrier, holding it right until she gags hard and splutters all over me. She knows how much I love this and repeats it as long as her gag reflex allows, she’s really going for it tonight.

I knew we wouldn’t be needing the cards much longer but I had one more boundary I wanted to push, the game and all this gradual build up has made me rock hard and incredibly horny. Luckily I win the round, although I’m not too sure Charlie even cared to add up her cards and just went bust. So with a smirk on my face I say, “I want you to go and stand outside the room, completely naked”. She looks shocked, “No way, that’s way to risky!”. True, it was, “But the window wasn’t risky enough, I’ll go first”, I try to convince her. Charlie doesn’t reply but edges towards the door with me. I open it and peak round the door frame, checking both sides. It’s clear. Charlie peaks round too, we wait for a few more seconds. Still clear. I knew that the more horny Charlie was the less that she would care, so I reached back with my hand and rubbed her clit. We’re still stood in the doorway and now even I’m more nervous about leaving the room, but I feel Charlie’s tense body relax as I played with her clit. So I relax and go to step forward and out into the corridor, when suddenly we hear a door open to our left. We both fall back into our room and I quickly shut the door behind us. “Fuck that”, Charlie laughs after her initial panic. I agree that it was maybe it wasn’t quite late enough for that. “Back to the window?” I ask. She nods in relief.

We go back over and my dick is still so hard from nearly being caught. “We don’t need to dare each other to fuck do we?”, she jokes. “No I don’t think we need the cards anymore”, I reply as we come together and kiss deeply. I then spin her round and push her closer to the window, she puts her hands flat on the glass and I spread her legs a little so I can tease her clit with slow strokes of my cock. “Mmm I need it in me”, she whispers. “What was that?”, I pretend not to hear. “I need it inside me”. “I’m gonna need more than that”, I tease her. “Please Max, give it to me”, she pleads. I poke her entrance with the head of my dick a few times before finally pushing the tip inside as she lets out a gasp. I slowly ease more and more of my cock inside her tight pussy and she starts to push back against me too, clearly eager to take it all. I take a hold of her hips and pull her towards me as I push forward, both of us moaning in sync. I start fucking her slow as we both love how you feel absolutely everything, the full length of my cock filling her up and her tight walls gripping onto it.

We then fall back onto the bed after remembering we can fuck as loud as we dare, so we get in missionary and I give her some more long and deep strokes before speeding up and fucking her hard. Charlie looks at me with eyes full of lust as she watches my dick drilling her little pussy. It doesn’t take long before she starts quivering and her head falls back as she orgasms, I don’t let up the pace until I know she’s completely finished. All the build up to this was like I’d given myself blue balls, finally getting to fuck felt like a huge wave of lust that I didn’t want to end. I pull out and lay on my back so she can take charge, she takes the hint and gets on top to ride me, continuing the fast pace I had set. I place my hands on her tits and play with her nipples which makes Charlie melt into me as her hips grind up and down me. I could feel her pressing herself down onto me trying to hit as deep as possible.

Next we move to doggy so Charlie sets herself with her hands and knees on the bed with her ass and feet hanging off the edge, I stand and fetch my belt before positioning myself behind her. I loop the belt over her head and she lets out a little excited “oooh” noise as she realises what I’m doing, she gathers her hair in one hand to let me tighten the belt round her neck. I usually like to tease her in doggy because she can’t see what I’m doing but my cock is straining to be back inside her, so I slip straight back in her wet pussy. Wrapping the end of my belt once around my wrist I pull it tight and start thrusting hard into her, clapping against her perfect ass. I hear Charlie gasping for air slightly in between moans and it just encourages me to pull harder. Her feet begin to twitch either side of my legs and her hands gripping tightly to the bed sheets. I feel the inside of her pussy swelling a little with each stroke, “I think I’m… gonna squirt”, Charlie moans. I was unsure if this was her telling me she wanted to squirt or if it was a warning she might do, and didn’t want to make a mess of the hotel bed. But with her pussy seemingly pushing my cock out of it, I made the decision for her by quickly pulling out and rapidly rubbing her pussy with my hand. Charlie squeals then moans loudly as she gushes instantly, soaking my arm, the edge of the bedsheets and a patch of carpet on the floor, the rest drips down the inside of her legs.

With my cock still throbbing from how hot that was I push Charlie forward into a prone bone kind of position and bury my dick back in her sopping pussy. Still getting her breath back she slips off the belt from round her neck, but looks back at me with a smile to let me know she’s loving this as much as I am. “I think you might be keeping some people awake”, I tease. “Who cares… this is too fucking good… it’s your fault anyway”, she says with a smirk. Finally I move her onto her side while still on top of her, I push my length back inside her and watch as Charlie’s jaw drops and her eyes widen as my cock hits a new angle. “Fuck that’s deep”, I moan, she can’t find the words to string a response together with her eyes still in the back of her head. I was on the edge now, I was going to explode any second, but Charlie beat me to it. “Yes yes yes I’m gonna cum!”, she screams now locking eyes with me, which was all I needed to tip me over. We both cum hard at the same time, moaning in sync as my last few strokes leaves my huge built-up load deep inside her.

We both lie there panting for a good few minutes before we could move again. As Charlie gets up to let the rest of my cum drip out of her, I ask if she enjoyed my game. “Mhmm oh yeah, we can definitely play that again”.

Source: reddit.com/r/gonewildstories/comments/qly7x6/what_happens_when_you_run_out_of_clothes_while