Poer Fail When Girls Leave or Not

Jeff and I lived in a 2-bedroom apartment just a few blocks from a few local bars and clubs. He, Simon, and I, along with Wendy, Jamie and Trish, had just gotten back to our place after a night out. Wendy, Jamie, and Trish lived together on the other side of town. Our place was usually the final destination since we were walking distance from most places we would go.

Jeff and Wendy had been together for a few months, but Simon and I just casually hung out with Jamie and Trish when it was convenient for both sides, and we didn't have someone else at the time. It wasn't that we were against dating. I got along great with Trish, and she was sexy as hell. But we were all so comfortable with the casual setup that we just went with it.

The door was barely closed when Jeff started for the fridge. It was after 11 but there was no way he was going to let us all crash anytime soon, so he proceeded to grab some beers and pass them around, one for each of the guys, one for Wendy and one for Trish. He remembered to grab a soda for Jamie instead, since she was driving.

I didn't really want anything to drink but I took it anyway. I figured Jeff wouldn't notice if I never actually drank any of it or even opened it. As he always did after a night out, he had other things on his mind. "So, who's up for some poker?"

Lots of shrugs from the group. Nobody was super enthusiastic but also not opposed either. I was the only one to respond out loud, "Sounds good, but let's not go nuts on the amount of chips."

He rolled his eyes at me, "If you insist."

"I'm just not up for a marathon game until 3 in the morning."

"Yea, I know you need your beauty rest."

Trish chimed in with what she clearly thought was a brilliant solution, "Strip poker then. That'll shorten the game for sure."

I don't think anyone was going to object, but Jeff didn't give us a chance to. The words were barely out of her mouth when he pounced on the idea, "It's settled then. Grab a seat. I'll grab the cards."

Wendy smirked as Jeff walked away. It was clear that she had the same thing on her mind as he did. Seeing other attractive, fit people in various stages of undress, hopefully more undressed, would only serve to ramp up the post-game excitement.

Poker was kind of his thing, so it only took a few minutes for Jeff to get everything setup, "Okay, usual rules, except no chips, worst hand of the round loses a piece of clothing. We can think about it but we need to decide what to do when someone is out of clothes. I think they should have to stay naked until the game is over. Everyone good? Did I miss anything?"

Simon nodded, "I think that covers it."

"Girls?"

Trish gave a thumbs up and Wendy added her assent, "Let's do it."

I'm not sure if she was just doing it to distract him but Wendy decided to throw in a little side bet with Jeff, "Babe, if you win overall then I'll let you do that thing."

He looked mildly shocked but was all for it, "Oh, hell yea."

I don't think we really thought through how long a game of strip poker could take with six people playing and everyone overthinking every round to try to make sure they at least didn't have the worst hand. Some of the hands were agonizingly slow but we were making steady progress, and we were all baring a good amount of skin. The tension was high, and we were all enjoying seeing each other getting naked, but everyone seemed to enjoy showing their little exhibitionist side too.

Right after Jeff folded early in one of the hands, Trish got a text. There were a couple of quick back and forth messages while we sat waiting. You could tell that she was upset when she looked back up, "Damn! I really gotta go."

Without waiting for a response, she got up and started putting back on the pieces of clothing that she had shed. "I'm really sorry to bail like this."

Understandably, the other two didn't hesitate to get up and do the same, "You guys stay. I can get an Uber."

Jamie wasn't having any of that, "Absolutely not. We're not going to ditch you like that."

"You guys are the best. I'm going to pee really quick."

Wendy gave Jeff a quick kiss and then walked over to whisper in my ear, "Please help him win. Don't tell him, but I want it just as bad as him. I just don't want him to know it. Don't worry, it'll be worth your while."

By the look on his face, I could tell that Jeff was thinking that Wendy told me to make sure he didn't win. Boy was he wrong. I just had no idea how I was going to help him come out on top. Even if I tanked, I couldn't control what Simon did.

Trish came out and met the others at the door. I felt really bad for her, "I hope everything is okay Trish."

"Thanks. Me too."

Once the door shut, Simon chimed in, "So what do you guys want to do now?"

"What do you mean? We need to finish the game. You don't just stop in the middle of a game of poker. Someone has to win." He looked at both of us, pausing on me as he emphasized what came next, "Right?"

Normally I would say Jeff would hate to quit on a game, but it was even more important to him that night, "Yea, yea. I know why you really NEED to finish this game."

Simon couldn't help himself, "Oh right. Is Wendy going to finally let you get all dressed up in her lingerie? You're going to look so sexy."

We laughed, even though we both had a pretty good idea what he was really hoping to get. Jeff had been dying to get a chance at Wendy's backdoor, and he knew that winning the game would be hist best shot.

Simon wasn't done yet, "You have to admit. It seems a little gay to sit here trying to get a couple of other guys naked."

I looked at him, "It's not a big deal man. The naked body is never a bad thing." Gesturing toward the three of us, "some better than others of course. I'm surprised it bothers you. I'm down to finish the game."

"Dude, it doesn't bother me at all. It's just way different from how we started the night isn't it? I don't know about you, but the slow striptease that we were getting from the girls got me all horny. I think losing clothes along with them just made it worse. Let's do this."

Jeff had already dealt the next hand by the time we finished, "Here we go fellas. Which one of you is going to have to sit there with his willy out first?"

I rolled my eyes, making sure he could see it, "Right, of course it's going to be one of us. It could never be Mr. Poker over there." At that point Jeff had on pants, underwear, socks, and his shirt still, while Simon and I were both chillin' in pants and underwear only. Given the current state of the game, it wasn't a huge leap to think that Jeff would come out on top.

"Well, let's make it more interesting then. Since the girls are gone, should we sweeten the pot too? Say, 25 bucks each?"

Simon and I both agreed.

Things continued pretty much like they had been. After the next 4 hands Jeff had lost his socks and shirt, getting him to where we were before, but Simon and I had both lost our shorts. Even without the girls there anymore, the nerves were firing. Nobody wanted to be first to have to make the final step, and they really didn't want to start with the punishments to stay in.

Jeff managed to lose another hand which had us all even, sitting there in boxers or boxer briefs. Things were really starting to get tense with getting fully naked on the line, not to mention Jeff's side bet with Wendy. He and I were able to breath a temporary sigh of relief when Simon tanked another hand, making him the first to bare his birthday suit.

As soon as he dropped them, he blurted out, "I'm still good for now, right?"

"Yea, but next loss is either out and you stay naked until the game is over, or punishment for each loss."

Carrying along with what seemed to be the tradition over the last few rounds I lost the next hand and had to bare it all as well. I pushed my boxer briefs down and then flung them to the side with my foot. "There you go."

The bad luck skipped Jeff and landed right on Simon once again. I didn't have a great hand but fortunately Simon's was a little worse.

Relieved, I was the first to think of what was next, "Okay Simon. Are you out, or you want to keep hoping for the cash and Jeff gets to tell you what to do next?"

"Fuck. I'm scared but I could really use the cash." He was lost in thought for a short while, "Fuck it. I'm in. What do you got for me Jeff?"

"That's the spirit! Hm, give me sec here."

I was just glad it wasn't me, so I sat back and waited.

"Got it." Jeff had a devious look on his face, "Reach over and hold PJ's cock."

You could see the regret on Simon's face, "Really man?"

Jeff just nodded.

He didn't want to bail out just yet, "Fine. How long?"

"Just 10 seconds this time."

"Just!"

"You're right. That's a bit weak. Plus 5, no 7, pumps at the end."

"Jesus!" Simon was flustered but he slid his chair over so he could reach my lap. He didn't even look at me when he reached for my crotch, "Sorry man."

It was an odd sensation. Who doesn't like to have someone else's hand on their cock, but it was also weird, given who it was. I did my best to keep reminding myself of the weird part as Jeff dealt the next hand, counting as he distributed the cards. It would be really awkward to focus on the wrong thing and start to get hard in one of my best friends' hands.

I did the best I could to keep calm through it all. I was happy when the time came to an end, but probably nowhere near as happy as Simon must have been. The strokes at the end were tough to take for sure, so it was a relief when he let go and took his hand away.

"There you go. All done ass hole." He awkwardly scooted his chair back over and did his best to avoid looking at me.

Fortunately for Simon his luck turned on the next go. Unfortunately, that left me with the bottom hand. "Mother fucker!" My heart was pounding as I awaited the question.

Evil Jeff came out on top once again so, "Okay loser, what's it going to be, in or out?"

I was really nervous given what he had just made Jeff do so it took me a few moments to decide. My desire to not be a chicken won out, "In."

Jeff smiled, "Okay, here you go then. Since Simon's package is out that'll be the easy place to start. I'll even give you a choice."

"Oh, you're so generous."

"Maybe. On your knees between Simon's legs. Now, here's your choice. You can either take your 10 seconds to hold his cock in your mouth, with it closed, or you can lick from his balls up to his tip 10 times, full tongue not just the tip. Pick your poison."

"Holy fuck man! Just because you're missing out tonight doesn't mean you have to take it out on us!"

"Yea, but misery loves company. Now, get to it."

I couldn't remember ever being as nervous as I was in that moment. "Okay, holding for 10 seconds, and not a second longer."

I had to grab it for a second to lift it up and then opened wide to take him in while making as little contact as possible. The problem is that as soon as I let go and closed my mouth it laid across my tongue, feeling so much heavier than it actually was.

In my shock the sounds around me seemed to be muffled. I could barely hear Jeff start to count out the time. My mind must have been in overdrive because the first couple seconds seemed to drag on forever. In that time, I realized that I wasn't as freaked out as I expected to be, given that I had someone else's cock in my mouth. I had never even touched one, let alone tasted it, but it wasn't bad at all.

"Three...Four..."

I wasn't sure, but it seemed like my mouth was fuller than it had been those long 4 seconds before. Like my last thought, I realized that it didn't really matter. A thought crossed my mind at that same moment, a crazy one for sure. "It could be just the thing to get Jeff that win that Wendy was hoping for."

I was almost halfway through the time when I convinced myself that it was worth a try if it would help the game go the way I wanted. I pushed any hesitations to the back of my mind and then relaxed my jaw, finally letting my mouth close fully, tightly, around the meat in my mouth. Simon twitched slightly, probably surprised by the change, but I didn't stop there.

"Five..."

Five more seconds and this would be over. For the first time ever, I did something that I never thought I would do. I actually started to suck a cock. I bobbed my head only slightly, but I sucked for real.

"Six..."

There was no longer a doubt in my mind. My mouth was getting fuller. I was actively waking a cock up, making it grow and thicken as I sucked.

"Seven...Eight..."

I felt Simon's hand briefly touch the back of my head before it dropped away, and I sucked.

"Nine..."

And bobbed, and sucked.

"Ten"

Not wanting to call attention to what was happening under the table, I opened my mouth and withdrew. I hurried back to my seat but not before wiping the saliva from around my lips.

I sat and looked down at the table, trying to act like that was nothing, then picked up and looked at my cards, "Fucker." Everyone knew that was directed at Jeff.

"Aw, did that suck for you?" He just loved to tease people when he was beating them.

I glanced over at Simon as I threw 2 cards onto the table. I wasn't sure if it was apparent to Jeff, but I could see a little pink on Simon's cheeks, and he looked a little flustered.

I was thinking that this just might work, but it was hard to say for sure. "So how do we decide when the game is actually over?"

Simon just shrugged. As usual Jeff had a cocky answer, "I guess when you two get sick of your punishments I'll be the big winner."

I rolled my eyes at him, "the ego on you is impressive. So let me get this straight, when two people are naked and tap out from doing more punishments, then the other one wins. Sound about right?"

Simon seemed to have recovered a little and answered first, "Okay."

Jeff just had to follow up, "Yep, you two let me know when you're done."

I wasn't bothered by him winning since it was going to benefit me as well, but the attitude was starting to wear on me, "Whatever. Give me two."

Simon and I both dodged a bullet on that hand, so Jeff was finally forced to join the party. It was funny though. He talked a big game about wanting to kick our asses, but it didn't seem to bother him much. He even stood up to drop his briefs to the floor and then gave a little shimmy to swing himself around before sitting back down. We all got a good laugh at that move.

It didn't go unnoticed that we were all sitting around the table naked at that point, yet the game hadn't ended. "Alright Simon, punishment for the cocky bastard next."

I had it partially right in that I won but the other two, aside from suits, had identical hands. Punishment for both if they wanted to stay in.

I looked at Jeff, "Well, I'm guessing since you really, really want to win that you're still in." He just nodded.

"What about you Simon? One more round?"

"Yea, I guess."

"Excellent. Well, since you both lost, I'll combine the punishments. Both of you get up, face each other. This will be great since you're both the same height. Now hug, fully bodies against each other for 10 seconds. That seems to be the standard time for these first punishment rounds. And...go."

I counted while I dealt. I wasn't going to get caught up gloating because I knew it would only come back to bite me later. They were both looking intently at the walls in their respective line of site as if they were trying to find something.

I finished dealing and then finished their countdown. As Simon and I had in the previous hands, they both hurried back to their seats, picked up their cards and looked at them like they were the most interesting things in the world just then.

Simon looked pretty relaxed, and he didn't even take any cards, so it was no surprise that he won the hand. As luck would have it, my hand was absolute garbage once again. I took 4 cards and still couldn't put together anything so by the time the last card flipped I was already resigned to my fate, and I wasn't going to be dropping out.

"Alright Simon, go easy on me."

I wouldn't really say he took it easy on me, or even that he came up with anything on his own, "Crawl on over under the table to Jeff and you can take the option that he gave you that you declined earlier."

This was crazy. "Jesus. You guys have been getting off easy, while I'm stuck going mouth to cock again!"

He countered quickly, "You can still quit instead."

"Nah. I got this. What was it again? Licks for 10 seconds or something like that?"

"Actually, it was 10 licks, but if it is too quick, we'll do both. Jeff will start the count once you reach the tip the first time, and then I'll start the time just in case."

I made my way over and assumed the position, on my knees between a man's legs for the second time ever, and both happened in the same night. Ready as I would ever be I put an arm on each of his legs to balance myself and then lifted his soft unit to get access to his balls and the underside of his shaft.

Hopefully the thought I was having wasn't going to keep repeating itself, "Here goes nothing."

I moved in close and reached my tongue out to touch his sack. With my mouth open I could cover a good amount without even moving. The flavor was different from anything I had experienced, and the smell permeated my nose. I was frozen there, lost in thought as I tried to think of something to compare it to. It was neither good nor unpleasant, but there was something about it that hit me in a weird way.

Finally, I came to my senses. I realized that the count wouldn't start until I moved to his shaft. It didn't matter how long I stayed there with one of his balls halfway in my mouth, so I started to move up. As I approached the fat end of his cock, which had already thickened slightly, I finally heard him call out "one".

I'd finished the journey once already and still had so many and possibly so much time to go. I hovered there while I wondered how to go about things the rest of the way, the musty smell continuing to flood my senses and possibly cloud my judgment.

Things were stacking up against me. First, the game's final results weighed on my mind, and then that scent that was scrambling my brain. That's what I'm going to blame for what happened next. I was due to retreat to his balls to make another trip but there were other ideas that took charge instead.

For the second time in just the last 15 minutes, I opened my mouth and filled it with another man's penis. That second time I didn't spend time with it just loosely sitting there though. Something had come over me and set me on a new mission. I immediately closed my mouth tightly on the meat in my mouth and proceeded to suck. I bobbed on it and sucked once, then twice, then a third time, feeling it start to swell.

It wasn't until I returned to the tip for the fourth time that I remembered that I had a task to complete. So, I let it fall from my mouth, not quite as limp as it was before, and went back to his balls. I started another round, sucking on his other ball before licking my way back up, only to take the same detour as before, engulfing his cock again.

As it started to disappear between my lips, slipping safely past my teeth, I could hear Jeff, "two".

Simon was taken aback, "Two?"

I nodded my head as if he could see me, which only served to slide Jeff's shaft into my mouth, and back out. I sucked it in and out a few more times before pulling off to lick back up for a third time. It was still a new experience, so I was examining all the different tastes, scents and textures.

"Three"

Jeff saw the look on Simon's face, "He keeps losing track of what he's doing and then has to start up again. Must be all the beers."

At the time it sounded like perfectly logical reasoning. So, in his words, I lost track of what I was doing again and found myself with another mouthful of cock, one I pumped and sucked with growing enthusiasm. By the fullness in my mouth, I could tell that other things were growing as well.