Poker Fail When Girls Leave, Or Not

by trybiman

Girls leave the strip poker game, maybe it'll be okay.

~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~

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.

I went through the same routine another three times but only sucked him fully into my mouth once each time, noting new little details each time, before returning to his balls. It wasn't too long until Jeff was calling out "seven" just before I took him into my mouth again.

That's when things started to fall apart. I had satisfied my curiosity about the penis and its different characteristics, at least the one so close in front of me, so what little focus that I had on the punishment that I was enduring was lost.

As I sucked him back into my mouth for the seventh time, I realized a couple things. One, there was no need to hold the soft penis up to lick underneath or to aim it into my mouth, because the cock entering my mouth was thick and hard. Two, I had really started to enjoy the moment. I was loving everything about having that cock sliding across my tongue.

When I came to that realization something flipped inside of me. I plunged his rod deep into my mouth and sucked hard, attempting to swallow it whole, only stopping when I felt the pressure at the entrance to my throat. I bobbed and sucked with vigor, pausing at times to lick all around the swollen head, tasting the creamy treat that was his slowly oozing precum.

The sensation could only be described as complex. It was thick and somehow both sticky and slick at the same time. It wasn't especially salty or noticeably sweet, but tasted so good, nonetheless. Even while enjoying it for what it was it just stoked the flame growing inside me.

After basking in the thought of a creamy treat I got down to business. I started to devour Jeff's cock from tip down, stroking where I couldn't reach with one hand while caressing his balls with the other. I was so caught up in what I was doing that I didn't hear anything else that was going on outside of my own little world. Thoughts of the poker game and what I was supposed to be doing, supposed to have already finished, were long gone.

I was sucking and plunging his cock deep into my mouth and back out again, over, and over I serviced the thick meat in my mouth. I thought I must have been doing a decent job because at some point Jeff started subtly pumping his hips to drive his cock between my lips and across my tongue.

The counting had obviously stopped, and Jeff was squirming in his seat, so Simon had to see what was going on. Without a word he quickly bent to the side so he could see under the table. What he was met with was a shock to him. Not only was I no longer licking anything, but I had also obviously taken it to whole different level and was deep into a full-on blow job.

"What the..."

Jeff had stopped his pumping, but I still carried on, oblivious to what was going on until Simon grabbed my shoulder and tugged, "Sorry to interrupt but I think your task is probably complete now."

Jeff's cock stood tall in front of me, my hand frozen in place, still wrapped around the base of its shaft. "Oh yea, I guess you're right."

We all returned to our seats. Jeff had a sheepish look on his face. Simon had yet to erase the look of shock on his, and I'm not sure how I looked. I was still in a daze.

The cards had already been dealt so I picked mine up and attempted to act like we were just moving on with the game, my punishment complete, "I'll take one."

Jeff and Simon both looked and then each took two cards. Simon paused on the way to flipping a card, "What happened down there dude?"

"I don't know man. The licking was tedious, so I decided to try something different. I had already had his cock in my mouth so that part was not really a big deal anymore. Then I just got carried away. I don't know what happened."

He flipped the card, but he still had a quizzical look on his face.

I could tell this wasn't going away anytime soon so, "What now man?"

"Well, you seemed to be really going for it. Have you ever done that before?"

"Absolutely not. Yours was the first cock I've ever even touched, let alone held in my mouth, and his was definitely the first one I've ever done that to."

"Okay. How'd you end up taking it like that? What did you think? What was going to happen if I didn't stop you? By that, I mean where was his load going to end up?"

"That's a lot to unpack, but I'm sure you're not going to let this go if I don't answer. Like I said, the licking seemed like it was going to get tedious and kind of annoying to do over and over. As I was hovering over the tip, I got curious what it would be like to suck on it and feel it grow, so I went for it, but it took a few tries to get it going.

"And what did I think?" I paused for a moment to figure out what to say. "Please don't judge me, but it was pretty great once I got going. There's no better indicator that you're pleasing someone than having them get thick and hard in your mouth. That, combined with the scents and precum bathing my tongue, just set me off.

"How would it have finished I guess is a question we will never know."

That seemed to satisfy him for the moment so we continued with the game as best as we could. Jeff was trying to get back to his cocky show of confidence from before but was falling short. It seemed that he hadn't totally recovered yet, and I could certainly understand that.

I got up from my seat, "I think we need a quick break, unless you two want to concede and slide me your cash of course." They shook their heads, "No? Well, I'm going to hit the restroom and grab a snack then. Let's pick things back up in five or so."

They both agreed with the break, but Simon was the only one to make a move to get up, "I think I could stand to do the same. Lots of beers and no bathroom breaks yet, and my stomach is growling a little too."

Jeff didn't move to get up and appeared to have scooted in closer to the table. Simon couldn't resist, "Something wrong there Jeff? Not hungry or anything?"

"I'm fine. There's only 2 bathrooms though. I'll get up when you two are done."

"Sure man. I think a more likely reason is it's hard to piss when your dick is pointing at the ceiling."

I nodded and laughed hard at that; glad the focus was off me.

It was actually more like ten minutes by the time we had all hit the restroom and gotten something to munch on. None of us made a move to grab another beer though. I was done for the night, and it seemed like they were as well.

We settled back into our spots at the table and started to eat our respective snacks. Nobody seemed super anxious to get going again. None of us had even made to pick our cards back up yet.

Jeff commented about how much he needed to win the game but even he had yet to make a move to continue playing, "I really need to win man. Knowing I'm going to finally get to bend Wendy over would at least partially make up for the fact that she had to leave. I was so ready for some backdoor fun after the game."

He was killing me, "Dude, are you going to keep going on about this for the rest of the game? I'm not folding and giving up on the cash just so you can finally tap Wendy's ass."

"Aw come on man. How could you not keep talking about it when you know it's so close!"

"Man, you need to rub one out, so you won't be so grumpy." Simon got a kick out of that and when Jeff gave me the finger, I laughed even harder at my own joke. "Let's get back to it before lover boy over there starts to cry over his lost opportunity."

For all the shit talking I was doing, it sure didn't do me much good. I had another abysmal hand and came out on the losing side once again. "Fuck's sake. What is it this time?"

Simon kept with the theme prior to the restart of the hand, "Let's test your theory. Shuffle on over there and jerk him off. Maybe that will give us some piece on the subject."

"Once again, I get the hard work while you guys keep getting off easy."

"Yea well, Jeff is the one who's going to be getting off easy isn't he." He pointed under the table, "now get to work, and make it quick would you. I'm getting tired."

I dropped down under the table and started across, "You could always quit you know." It was more of a statement than an offer, so I didn't expect a response.

I made my way across until I was directly in front of Jeff. His legs were parted, and his penis was pointing straight forward. It wasn't hanging limp but also wasn't fully hard either, "Looks like someone hasn't settled back down yet. Either that, or he's so desperate to get off that he's already getting excited about a quick hand-job."

"Either way, should make your task a little easier. A few tugs and boom, instant release."

After a while of stroking, he was still stuck of half-mast and I was starting to wonder if this was going to work, "Damnit, it's being super stubborn. He's got the same semi-hardon that he had when I came down her in the first place."

Jeff seemed truly apologetic, "Sorry man. Maybe it's because of all of those beers."

Simon had turned into the devilish of the group, "Keep working on it. You're not coming up until the task is done."

"Alright, alright. Look who got all high and might after winning a couple hands of poker!" To be honest, I wasn't really bothered. "I'll get it done."

More of the same wasn't going to make it happen though, so I pushed his legs further apart and dove in headfirst instead, taking him back into my mouth. If I wasn't mistaken, I thought I heard a soft moan at the shock of his cockhead slipping deep into my mouth.

I didn't stop there though. I immediately went back to sucking and stroking like I had been before. It didn't take long for him to swell to full size with my new tactics. The base of his spit-lubed cock was slipping through my hand more easily and the engorged tip was tapping against the entrance to my throat over and over.

That's when my confidence that this would be quick returned. This was what he must have been thinking about before. This must have been what got him going prematurely. I didn't even need to ponder it anymore. I knew this is what I was thinking about when I made my way back under the table.

I sucked and stroked with enthusiasm, bathing his cock with my tongue, sucking with everything I had, trying all the tricks that I enjoyed myself. It was short work to get him to the point of no return. Given the way he was sitting, he wasn't really in a position to pump but he couldn't keep his legs still and I could hear him moaning intermittently.

To say I was enjoying myself would be putting it mildly. I was fraught with lust and there was no stopping his release this time. I was going to make a man finish for the first time in my life, and I had no plans to pull off when he did. Pump, suck, stroke, caress, pump, suck, stroke, caress. I had found a good rhythm, and I could feel that he was as hard as he could get.

I knew he was close, so I carried on. Finally, I felt it. I felt his balls pull up tight in my left hand and I felt his cock flexing in my right and in my mouth. All I could think was, "Heck yea! Here it cums!"

I lost track of most of what was going on, but I knew I was still doing something, and I was doing it right. More flexing and pulsing and then the first blast hit the back of my mouth. I had to pull back so just the head was in my mouth. Otherwise, there was no way I was going to be able to function.

More blasts came and filled my mouth, coated my tongue. I had to swallow some to keep from overflowing, but there was still a pool on my tongue. It was similar to his precum in some ways but different in others. The flavor was different, and it was much thicker, creamier, and intoxicating.

I sucked and sucked until he started to soften in my mouth, making sure to get every last drop. I sucked him clean and finally he started to squirm, so I pulled back and let him flop out of my mouth. My mouth wasn't full of cock anymore, but it wasn't empty either. It was still half full of his seed. I reveled in the taste and texture of it in my mouth. I tried to experience every little bit to the fullest before I finally gulped it down.

I had always thought about tasting my cum while masturbating but then I would get a little grossed out after I shot a load. This was different though, so very different. I couldn't get enough. I wanted more. There was one immediate solution that came to mind.

I heard Simon patronizing Jeff, "There you go. Better now?"

"You could say that I guess. Jealous?"

Any chance of Simon hoping to continue that conversation was ended as soon as my warm, wet mouth enveloped his cock and started to suck. I assumed the position that I had just been in at the other end of the table, caressing, stroking, and sucking. I was getting better every minute I spent doing it. I had figured out how to lick the underside of his tasty cock while I sucked, adding to the sensations he was feeling and adding to the experience that I was having.

It didn't take more than 3 pumps into my mouth for Simon to grow to full strength. I was intrigued when I learned that he was a bit of a grower. He was stretching my jaw and there was more bare skin that I couldn't cover without the help of my hand. It was an impressive pole that I was working in and out of my mouth, and he had a thick pair of balls to match, a pair of balls that were swelling with the excitement.

I was somewhat slow to start, compared to how I had just finished devouring Jeff's meat. I was enamored with the slightly different taste and the very different feel of Simon's thicker manhood. Even though it was more difficult to service, I found that I really liked Simon's bigger cock. It made me even hotter than I already was.

Once I finished with my initial assessment, I was able to focus on what I really wanted, and what I really wanted was to taste another load of sticky cream. That's not to say that I didn't enjoy each and every little detail, every contour, the texture, the size, the taste.

I was loving every bit of it, but I was also so looking forward to tasting his seed. I wanted to compare it to what Jeff had just given me, but I really just wanted it in my mouth, and then sliding down my throat.

Simon must have been pretty pent up with the recent event. Sure, this started as a game, and I was planning on continuing that, but the sexual tension was over the top. I could already feel how swollen his balls were, and how hard he was under the soft exterior. Having his cock sliding in and out of my mouth and through one hand, and his balls cupped in my other was just what he needed.

I was stroking and sucking hungrily, and he had started to squirm, flexing his hips as best as he could while sitting with my face in his lap. He was getting so close which just spurred me on even more. He was close to release, and I was just as close to my reward.

Stroke, caress, and suck. Thrust, twitch and flex. Finally, his balls pulled up tight and his member started to throb. Knowing what was next, I pulled back until, like with Jeff, just the head was in my mouth, leaving room for what I hoped was going to be a big deposit. And Simon didn't disappoint. His rod pumped and pumped and finally erupted with a huge load. He filled most of my mouth with the first two blasts.

I swallowed as quickly as I could, knowing that there was plenty more to come. I was right because soon after my mouth was close to full again. He was slowing and oozing more than squirting. I kept milking until he began to soften in my mouth, all the while holding as much of his delectable cream in my mouth, wanting to savor it as much as possible.

Once I was sure I had gotten it all, I finally let his shrinking shaft fall from my mouth. Again, I bathed my tongue in the white gold in my mouth, pushing it around before swallowing the last of it down. Even after it was gone, I could feel the film all around my mouth.

I could taste the remnants of his substantial load as I crawled out and got back into my seat. I made sure to keep it pulled in close to the table. I didn't want them to catch a glimpse of my rock-hard erection. Subconscious, I smiled at both of them before reaching for the deck of cards in the middle of the table, "My deal, right?"

They both had a glazed look in their eyes. I thought I might have a chance to get a quick win before they got their wits about them again, so I dealt quickly. On autopilot they both picked up their hands without a word.

"Cards?" I threw a couple down. "I'm taking two."

Jeff had a few more minutes to cool off so he responded first, "Three for me."

Simon finally came partially out of his stupor, "two for me as well."

"Here you go."

Simon was still in a state of post-orgasm bliss, "Holy crap man. I needed that."

Jeff could only agree, "You know I did. Freaking Wendy."

"I never would have guessed it, but apparently so did I."

I ran my tongue around my mouth, tasting the film that seemed to be coating every surface after swishing around two loads of cum. I made a point to lick my lips and all around my teeth, then surprised them both, "Damn that was good. Trish gets me going and we have good times for sure, but I feel like I might need to do that more often."

Simon wanted to know more, "Really? You actually want to do that again after tonight? I figured it might've been a drunken one-time thing ya know."

"Well, it's technically been a two-time thing if we're counting."

"Semantics. That's not the point though, is it? Let's see how you really feel when you're sobered up tomorrow."

"For one thing, I was never that drunk to begin with, and we stopped drinking a while ago. And for another, being drunk doesn't make you like doing things. It just makes it easier to let them happen. But, if it'll make you happy, you can ask me how I feel about it in the morning."

I flipped another card, "Now let's play."

I finished the hand on top, followed by Jeff, with Simon bringing up the rear with a measly pair of threes. "Usual question. Punishment, or are you out?"

"No way I'm wussin' out first. Lay it on me."

"Jeff, you go ahead. Nothing good comes to mind right now."

Jeff perked up a little. "Okay, I've got one. PJ, stand up and lean forward on the table, on your forearms or elbows. Simon, on your knees behind him. Spread his cheeks, lean in and give him a rim job. Makeout with his ass for 2 minutes. The time starts when your tongue comes into contact with this pucker."

Simon and I both just stared at Jeff. I was worried about the fact that my cock, which had fell below half-mast during the hand, was standing at attention again. If I didn't handle this right, it was going to be a little embarrassing and probably lead to more questions. I quickly moved into the desired position.

I could tell Simon wanted to object, but he knew it was only going to make it worse, so he dropped to his knees, "Fine. You better be clean man."

"All good. Don't worry. Let's get this over with."

He inched forward and then I felt a hand on each cheek, cupping them softly for a brief second as he slid them into place, then he gripped a little more firmly in preparation for the task at hand.

My already hard penis twitched when I felt the air against my sensitive entrance after he spread my mounds apart. I couldn't help but think, "this is going to be interesting."

There wasn't really an effect when I felt his breath against me, or even when the flat of his tongue found the inside of my crack. It was when it pressed against my puckered hole that I jolted for real. There was no way they hadn't noticed that.

It soon became clear that Simon wasn't a first timer. I knew he had always been strictly a ladies' man but clearly, he had eaten his share of ass. He was doing just what Jeff had told him to. He was making out with my ass like there was no tomorrow.

He started working his tongue into my hole and I was in heaven. He swirled around the outside, licked up and down my crack, and plunged his tongue as far as he could reach. The cycle continued, although not necessarily in the same order each time, and time flew by. It was intense to say the least. There were more than a couple times that I thought I was getting close to the point of return, but then Simon would change tactics, and I would settle back down again.

Before I knew it, time was up and Jeff called out, "And, that's time."

I made my way back to my chair, legs a little wobbly and cock standing even prouder than it had been before. I was surprised that I was feeling a little disappointed that I had never experienced that before.

I scooted in close to the table to hide the evidence as well as I could, but I wasn't really fooling anyone. They had both seen what an effect Simon's tongue had on me.

"Well, that was interesting. Simon's clearly seen his share of ass up close. He didn't seem too shy back there did he PJ?"

I tried to act casual, "That's a fair assumption, and I guess you could say that."

Surprisingly, Simon didn't seem too uncomfortable, less than me anyway "An ass is an ass ya know. My ex used to love when I would go to town on her before taking her ass. Who am I to argue when that's the reward." It was his turn to reach for the deck, "Another hand?"

Jeff jumped right in, "You know it!"

"Of course you're still in. It's been an easy game for you."

He wasn't any closer to winning the game, or Wendy's ass, but he was having the best luck. He had been almost entirely on the positive side of the punishments, doling them out and receiving more than his share of the attention, and his one punishment was hardly anything.

Surprisingly enough, I won the next hand, even with my head still spinning from Simon's skills. I directed Jeff to assume the position and take Simon's dick in his mouth. It was about time he had to do something more in line with what we had forced on us. His task was to suck Simon's now limp dick either for two minutes, or until he was fully hard, whichever was longer.

I was banking on it taking a while since he had just blown a substantial load not too long before. Hence the "whichever is longer" stipulation. I figured it was going to easily be longer than two minutes.

Jeff had barely gotten going when Simon started squirming in his seat, "Fuck, two minutes it is I guess."

I moved my chair so I could get a peek and confirm. Sure enough, Simon was as thick as before and about halfway buried in Jeff's bobbing mouth.

They were barely 20 seconds in, and Simon had admitted that Jeff had met one of the criteria already. Unfortunately for Jeff, he was still on the hook until he met the other. That meant a solid minute and a half plus of blowing Simon. I was enjoying the turn of events.

You can imagine my surprise as more and more of Simon's substantial piece of meat started disappearing between Jeff's lips. It was clearly past the point where it could have all fit within the confines of Jeff's mouth. The only conclusion was that Jeff was slowly submitting to the slow invasion of his throat by Simon's rod.

My eyes were open wide in surprise, and I lost all track of the timer as I stared in awe of the site before me. I had never had a girl deep-throat my cock and here my roommate was about to feel our friend's balls slap against his chin.

I couldn't tear my eyes away from what was happening in front of me. I was enchanted. It's one thing to see someone getting serviced like that on screen. It was a whole other level seeing it up close in person.

Even more than that, I was jealous. I wasn't sure who I was more jealous of though. Was it getting deep-throated that I really wanted to experience, or was it the idea of swallowing down a hard cock that had me going? Before tonight, that question never would have crossed my mind. What a change one little game of poker and one phone call had on my outlook on things.

I have no idea how long it beeped before any of us noticed, but the steady beeping finally brought me out of my dazed state. Either they hadn't noticed either or they didn't care, because the slurping and quiet moaning hadn't stopped.

"Time's up!"

There was no change in what was going on in front of me. The bobbing and slurping, the moaning and squirming. They continued as if I hadn't said anything.

"Did you guys hear me?" I looked at Simon and he barely shook his head.

I tapped Jeff on the shoulder, "Two minutes are done man."

He didn't stop, "Mmhm."

They both had heard me, so I was off the hook. I just sat back to marvel at the rest of the show. I must admit, I did feel a little bad about watching. They had both been respectful enough to let what went on under the table go unseen. Obviously, I didn't have the same self-control.

In my mind, the burning question that was yet to be answered was, "How is Jeff going to finish this? Straight down the throat, in his mouth, pull off it entirely?"

It wasn't too much longer until I had my answer. Amazingly Simon was close already, "Damn. I'm going to cum again!"

That just served to spur Jeff on, "mmmm". He continued swallowing Simon whole, and Simon continued moaning, louder than before.

Finally, Simon started grunting and jerking his hips. It was obvious that he was depositing his load, and the first of it was flowing directly to Jeff's stomach. Simon grunted again as the second shot erupted, again straight down Jeff's throat. It wasn't until just before Simon grunted and jerked for the third time that Jeff withdrew enough to where the fat mushroom head was laying on his tongue.

At last, he was able to feel and taste some of Simon's cream before he swallowed it down, "mmmm".

After oozing a little more, Simon started to soften and shrink, slowly at first. Jeff milked the last of his seed until the shrunken, flaccid cock fell from his mouth.

For the second time, in a very short period, Simon was spent, "Wow. Nobody has ever taken me that deep, at least not without gagging and then pulling off."

I was still in shock myself, "Damn! Where'd you get those skills?"

He was a little bashful but also anxious to explain himself, "Well, Wendy likes to try to get me to do something if she's going to do it for me. She had a good-sized dildo and told me that if I could swallow it to the root then she would work until she could deepthroat me. I figured sucking on some silicon was a small price to pay if it meant getting deepthroated, so I went for it. It took some work to be able to do it, but it was worth it in the end. No real cock though."

Smiling, I had to point out the obvious, "well, not until today anyway."

Simon had something to say as well, "Yea, and I would definitely agree that it was worth it!"

Jeff had gotten a little more comfortable, "I guess you're right." and then he absentmindedly licked his lips.

I don't think he noticed what he said, but I did, "be honest...you liked it didn't you? No judgment here obviously."

"I guess you could say that. It was definitely different than the tasteless silicon." He thought for a moment, probably unsure if he wanted to continue, "I would say better...way better. Who knew how good that could taste, and how hot it would be to feel it grow and then pump in your mouth."

"I agree wholeheartedly. So now you understand why I said I would definitely do it again after tonight, don't you?"

"Absolutely! Simon, you're the only one still missing out."

I was wondering how we felt about it, but his response gave me a pretty good idea, "I guess we'll have to keep playing to see if you can force one of your cocks into my mouth."

That seemed like a good plan. "Sounds good to me. These poker hands take too long. New game. We each cut the deck and take one card, then we all flip them and lay the on the table. High card wins, low card gets punished." I winked as I air quoted 'punished'.

He ignored what I had insinuated, and responded right away, "I'm in."

Jeff still had something else on his mind, but he was already shuffling, "Cool. And overall winner is the last one to tap out of the activities."

He just wasn't going to let that go. I was ready, "agreed, now let me have my card."

We all had our cards and with a nod from Jeff we all tossed them toward the middle of the table.

I lost again. What they didn't know is that I had peeked when I was cutting the deck for myself. Rather than grab the queen of hearts, I pulled the 6 instead. There was still a chance for them to get under me but, as I had anticipated, I was on the bottom.

Jeff and Simon both had tens. They discussed and decided we didn't need an outright winner; Jeff could come up with something. I didn't really care at that point. I was just hoping for something new, something different.

Apparently, he decided to make it interesting. "Okay, I've got something in mind but here's the catch."

"Oh, of course there's a catch."

Jeff continued with his explanation, "Yep. If you can guess close enough to what it is, then you only have to do that. If you're too far off, then you have to do your guess and what I've come up with."

Then he followed that up, "I'll be right back. You have until I get back to decide on your guess."

"Holy crap! Take your time. I need a minute to think anyway."

He rushed off and I started to wrack my brains, 'What could they be thinking, and what was I okay with if my guess is wrong."

It seemed like he had barely left when he returned, but I had already decided anyway. "Okay, I guess I'm ready. Wherever we're going with this, it's going to be with you. I'm afraid Simon will take way too long after shooting two loads already, at least one of which was pretty substantial."

Simon nodded, "You're probably right, and not just one of them" Jeff nodded in agreement. But, after a quick glance, I could see that Simon was semi-hard again anyway. The man was a machine.

"Alright, I hope I'm not jumping to this one unnecessarily, but here goes."

I paused long enough that Jeff felt the need to prompt me again, "Well?"

I looked first at his face, then down to see his cock sticking out in front of me, at least half-hard, then back up to his face. Making eye contact I relented, "You're almost ready to go aren't you. I'll answer your question with a question. What position?"

He was a little slow to understand, "huh?"

"I know what's been on your mind all night. It's been the driving force behind us continuing the game. What position do you want me in?"

He just stared at me for a moment.

"Bent over the table, on my back, doggy, on your lap? What's it gonna be? That's what you want right?"

His mind came back after the direct question. "Wow. That's not what I was thinking but yea, let's do that." He held something up, "The lube was actually because I was going to have you finger Simon's ass, but your idea definitely takes the cake."

"Fuck, I waaay overshot on that guess." I popped the top open on the lube in his hand and bent over the table. "Alright then, let's get this over with."

Resigned to my fate, I quickly assumed the position and tried to relax, trying to act like it was no big deal. My heart was racing because I knew that it was most certainly a big deal. Jeff was about to push his cock into my virgin ass, something Wendy hadn't even let him do yet.

Suddenly, I felt a cool sensation in my crack as a stream of lube trickled down to my pucker. The beads of lube were quickly followed by Jeff's fingers pushing their way between my cheeks until the tip of his middle finger pressed against my tight entrance.

First, he lightly circled around the edges. As the circles got smaller the pressure increased until I could feel the tip start to push slowly into me. He wasn't any deeper in than Simon's tongue had gotten earlier but knowing it was just getting started was overwhelming.

I was lost in thought as he continued with his probing and surprised even myself when I gasped as the tip of his finger pushed against something deep inside of me. There's no way they hadn't noticed as well, but Jeff just carried on, circling around and thrusting in and out a few times before slowly pressing a second finger into me.

I felt fuller but the stretching was not causing any pain. He steadily pushed them both all the way in but didn't thrust much once he bottomed out. Instead, he rotated his hand so that the width of his side-by-side fingers was distributed around. It didn't take quite as long for him to get to where I was loosened up and ready for another.

The tips of all three were just past the threshold, "Okay, this one should do it." Once again, he slowly penetrated, the arrangement of his fingers stretching me further as they went.

Just as his second knuckles entered, I couldn't help but clench, "Whoa." For the first time I felt some pain.

He stopped right away but didn't pull back. As he held still, the stinging pain subsided and I slowly started to relax, "Okay, I'm good."

Soon after, I could feel that he had bottomed out again. He held his fingers deep in there and then wiggled them around slightly before withdrawing them. I expected him to thrust them back in, but he continued until they came all of the way free, leaving me gaping and feeling empty.

I had an idea what was coming next, and my suspicions were confirmed when I felt him spreading my cheeks apart, followed by something new, something thick and meaty, slipping up my crack.

This was it. This was my last chance to back out, but I had convinced myself that I really wanted to win the game. In reality, this had stopped being about the game, probably even before I tasted not one, but two loads of cum straight from the source. The only question that remained was, "What really made me jump to the conclusion that this is what he was going to come up with?"

While I was thinking through my internal struggle, Jeff had finished lining up and already pressed the very tip of his meaty torpedo into my gaping hole, catching it before it was able to shrink back to normal size.

He pushed a little further until his head just slipped past the threshold, and there he paused, possibly giving me a chance to adjust, or even a chance to reconsider.

Two things quickly became clear to me. I didn't need to adjust again, since his cock was softer, more pliable, than his thick fingers had been.

For the other, there was no reconsidering. That ship had already sailed. To make things clear, with my hands a little higher than pushup position on either side of my head, I pushed. The thickest part of him was already in and he had lubed himself well, so there wasn't any increased resistance, and I slid back onto him until I bottomed out and my cheeks slapped against him.

The slapping of skin on skin was met with the the sound of both of our grunts. His entire shaft was buried inside my tight canal, and he had tickled my p-spot in the best way possible.

He was frozen in place, his hands held loosely onto my hips. Any thoughts of pretending this was a punishment were gone, at least from my mind, and presumably from theirs as well.

I leaned forward until his helmet was all that remained inside me and immediately pushed back, fully impaling myself on his fleshy sword. I didn't stop that time. Instead, I slowly rocked, sliding him in and out. I rode him as I waited for him to awake from his stupor.

Jeff was still in a daze, but he finally started thrusting softly, almost involuntarily. He had started to grunt, still in shock over what was happening. He had started the night with his sights firmly set on finally wrapping his dick with someone's ass.

Nobody would've guessed that the ass would've turned out to be mine. And certainly, nobody would have guessed that we would both be enjoying where this had gone, enjoying Jeff's dick plunging deep into my ass over and over.

By the time I felt his hands grip my hips to start pulling me onto him, we were both moaning loudly. My roommate was plowing my ass, and we were both in heaven. The card game, Simon, and everything else couldn't be further from our minds.

Things had started slow, but we were fucking with reckless abandon. Our skin was slapping together over and over, both of us hard as a rock. I could feel something new from within, something that I hadn't felt before. It was different, but in a good way. The more Jeff's dick probed me, the more the feeling grew.

Jeff's thrusts were each punctuated with me pressing back hard against him, him pressing deep into me. I was hard as a rock. I hadn't touched myself since we started but I could tell something was building.

The feeling of him twitching and pulsing inside of me was all it took to send me over the edge. As he was erupting deep inside me, I started erupting onto the floor. My cock was pulsing and flexing, cum pouring out, my prize from the orgasm that came from deep within. It was still pouring from my tip as Jeff started to soften and shrink inside me.

My mind was reeling. Jeff said exactly what I couldn't at the time, "Oh my god! That was...wow!"

He backed up and fell out of me. That feeling of emptiness returned, but not as completely as before. Jeff had left something warm and creamy behind, and I was surprised when I realized that I liked the feeling as it started to seep out. I liked the feeling, and I made no movement to control it or clean it up.

I let the slow trickle continue and put my hand out toward Jeff, "Lube." And then looked at Simon, "Okay, assume the position."

"When do I stop?"

Jeff paused to collect his thoughts. "Um, 2 minutes of actual movement...AFTER you get 2 fingers in. The warmup doesn't count. And if you stop moving, the clock stops as well. And you might as well hold his balls in your other hand while you're at it."

Simon was wide-eyed when he looked at Jeff. "What the..." I'm sure he was wondering how he had ended up on what he must have felt was the losing side of this one as well. But he just shrugged and took the position that I had been in a couple of minutes before.

"Come on now. Make it quick."

I took my position behind him, kneeling to get a better angle, and then poured some lube first onto my fingers and then on the top of his crack, allowing it to trail down and disappear between his cheeks. I quickly reached forward to get to it before it flowed too far, then I started to softly work it around, massaging all around and pressing gently to warm him up.

After what seemed to be enough time I started to press more firmly as a spiraled around, until finally I broke the seal and penetrated his tight hole for the first time. There was a lot of resistance initially, his sphincter clamping down on my finger as I struggled to push it all of the way in. I pushed it slowly the first time in and then held it once I couldn't go any further.

As I held it deep in there, I rubbed my fingertip around, feeling the contours of my first anal canal. I wanted to spend more time exploring but I knew Simon was probably anxious for me to finish the task at hand. I returned my focus to gently stretching him to re-lube and insert that important second digit so that the time could start.

Before too long I was able to add a second finger and begin for real. With ample lube and an adequate warmup, I was able to get moving smoothly. I started thrusting my fingers absentmindedly for a bit, until the tips brushed up against something. I had a feeling I knew what it was, but I decided to test to see if I was right.

I momentarily took my hands from his balls and gripped his penis as a pushed against and rubbed the soft obstruction. Just as I pushed, his shaft twitched. With my suspicions confirmed I put my hand back on his balls and carried on with my job. I thrusted and pet, probing all around as his ass clenched and the timer ticked. Finally, Jeff announced that time was up. Simon quickly moved to sit back down as soon as he could, looking a little sheepish about what had just happened.

"Alright, that did it. I'm out."

Jeff looked at me, "So, you going to drop out too?"

Part of me wanted to stay strong but knowing that he had already blown multiple times had me a little worried about how long things would have to go next time, "Yea, I think I'm out as well."

As I said it, I felt a sense of relief. I wanted to win for sure, but the night had already been a lot!

"Heck yea. You guys better be honest when Wendy asks who won."

Simon and I responded in unison, "Yea, yea. You'll get your tail the next chance you get. Her tail actually."

He quickly followed up, "But not about how we got here. The honesty only goes so far."

I was first to agree, "Of course!"

"Great. I'm off to bed then. Please don't wake me up too early."

"No worries there!"

Jeff grabbed his clothes and then sauntered off to go to bed. Simon and I, both unaware of the other, breathed out a sigh of relief.

I was slightly lost in thought, thinking about what had just happened. The sound of Simon flopping onto the couch brought me back, and I looked over at him. I quickly realized what he was really been feeling sheepish about. The impromptu prostate massage that I had just given him had him still standing at attention.

I had a pretty good idea of at least part of what was going through his head. I pointed at his lap, "Dude, don't sweat it. From what I hear, it's a natural, involuntary response. It's no big deal."

"Yea, I know. It's just weird, that's all."

"Believe me, I get it!" I tried to lighten the mood as best I could. Pointing again to his saluting soldier, "You're a machine!"

He laughed, "Yea, it's a blessing and a curse, I guess. I can always go again for the ladies, which is great. But none of them can ever keep up, and then I end up with the dreaded blue balls, even after getting off multiple times. And it always takes forever to settle back down."

"Ouch. I wouldn't wish that on anyone."

He nodded, "Seriously."

I had an idea. It was crazy, so it was par for the course for that night. Before I could lose my nerve, I made my move. I walked over to him, put my hands on his shoulders and awkwardly straddled his lap. I had to put one knee on the couch and one foot next to him to do it, but I was hovering directly above him.

"Blue balls suck man. So, just because I'm such a good friend you know..." I reached below me, grabbed his still hard shaft to hold it in place, and started to lower down. I was still slick with lube and oozing cum and quickly had his tip lubed, but the next part took time.

It was spongy and pliable, but he was thick. I held him in place as I slowly lowered my weight down on him. Finally, his mushroom head popped inside, and I held still. "Fuck, you're big."

Once again, his eyes were open wide as he looked at me, his hands now resting on my hips. It didn't take me long to adjust, so soon I started to slowly lower. I wasn't sure if I was going to be able to take him all the way, but I was definitely going to try.

The lower and lower I went, the fuller and fuller I felt. It was a strain, but it was amazing as well. Jeff's cock had been in my ass because of the game (at least partially). This was completely voluntary, and I was feeling liberated. I was totally okay slipping Simon's meat deep inside of me without being ordered to, and I liked it...a lot. And I really liked being able to see his face while I did it.

He looked back at me and there was no longer any hint of that shame that could be seen on his face just a few minutes before. There was pleasure, and underneath that, there was desire. I couldn't even sense any uncertainty. I got both knees on the couch and started to ride him slowly, his hands on my hips helping to guide me up and down.

I would ride for a while and then sit on his lap with his cock buried deep inside me, both resting and looking to see his reaction. I still couldn't believe what we were doing, but any reservations were long gone. In that moment, that was everything that I could have wanted.

Judging by the look on his face, and the steely rod buried inside me, Simon must have been at least close to feeling the same. We continued our slow ride, his hands still on my hips and mine resting on his shoulders, all while looking at each other, unashamed of anything.

While sitting still on his lap I thought I could see his head tilting forward so I took what felt like the biggest risk of the night. I leaned down and tentatively pressed my lips against his, for the first time afraid of how he would react.

I needn't have been scared because as soon as we met, he took his right hand from my hip and put it on the back of my head, then pressed forward, holding my mouth against his. I parted my lips slightly and he took advantage of the moment to shove his tongue between them. It took me no time to react. Immediately I reciprocated and we wrestled with our tongues, passionately kissing.

After who knows how long I remembered where I was sitting. I resumed what we had been doing, slowly lifting and falling back onto his lap. Over and over, I rode him, his cock in my ass and his tongue now in my mouth.

I was in heaven as I sped up, riding him with more urgency, my now hard cock bobbing in between us. He started to thrust up into me as I lowered onto him, pumping in unison. In the back of my mind, I could feel that I was oozing but it was secondary to the sensations running through my body, and even more so the thoughts that were running through my head.

Not only was a riding a cock, being fucked by a man, but we were making out with enthusiasm. I was kissing a man, and the thought of that made me even harder, spurred me on even more. We fucked with reckless abandon, both of us harder than we had been all night, both of us madly working each other toward our most powerful orgasms of the night.

I have no idea how long we pounded away like that. It could have been moments, or it could have been hours. Finally, it all came to an end in a symphony of moans, grunts and bodies slapping together. I felt cum pouring out, the loads only met in size by those pumping deep into me. We came and came and finally started to regain consciousness.

We kissed passionately one last time and then I slid off him, both of us spent and finally ready to sleep. We laid together, big spoon and little spoon. I had thoughts of getting up to crawl into bed, but it was so comfortable where we were that we both drifted off to sleep.

I was forced to consider the events of the night sooner than I had planned when I woke to the sounds of voices coming from the kitchen. I opened my eyes to see Jamie and Trish sitting at the table chattering away over their cups of coffee. I was initially relieved to find that there was a blanket covering Simon and I, especially since I was sporting a solid morning wood.

My relief was short lived though. Neither Simon nor I ever got up to get the blanket that covered us, and there was no way that Jeff had wandered out and covered us up. One of the girls had to have done it, which meant that they saw us spooning in what could only be considered a very compromising state.

I could only wonder what was going through their heads. I decided to just rip the proverbial bandaid off, "Morning girls. Everything turn out okay last night Trish?"

"Yea, family medical emergency, but it's all good now. It wasn't nearly as bad as everyone thought at first. That's not the most interesting topic right now though, is it?"

I knew exactly what she was talking about, the thought punctuated by the feeling of Simon's soft cock nestled between my still slippery cheeks. I was a little nervous but, surprisingly, not embarrassed, "I guess you could say that."

"Interesting poker game? Or did you guys just jump right into spooning on the couch with your piles of clothes over here next to the table? And based on that tell-tale smell, spooning wasn't the only thing that took place!"

I smiled at her choice of words, "We played for quite a while actually, then we decided to put in some money, and then a little later Jeff had the brilliant idea to throw in some rather interesting consequences in order to stay in the game. Losing a hand once you were naked meant you were either out for good, or you had to do whatever the winner came up with."

"Wow! And you guys are laying there because you lost..."

"We did lose so Jeff took all the money. I'm assuming Wendy clued you guys in on the side bet they had going. Jeff is going to be very excited next time he and Wendy get some time alone. Uh..." I trailed off at that point.

"She did. I bet he really pushed for you guys to finish the game." She gestured toward where I was laying, with Simon still asleep behind me, "And?"

I was still pretty nervous about the whole conversation, but I decided to just go for it, "I think it was a series of events. Being the stubborn guys that we are, once we lost all of our clothes, nobody wanted to be the first to back down."

"Well of course. I wouldn't expect anything less from you and Jeff. Simon maybe, but not you two."

I proceeded to give them the abridged version, "After losing a hand, I took one of my punishments a little bit further than necessary. Then we went around the table, each ending up losing a hand or two before the punishment came back to me. I had doled out some modest ones, but Jeff was enjoying making Simon and I uncomfortable, and then Simon started to join in on the fun when I lost again.

"And that led to me taking the next one a lot further than necessary. I guess you could say I was intrigued after the previous one."

"And?" I had piqued their interest.

"Let's just say that I'm pleased to have discovered that I like sucking cock, and tasting cum. The taste, the texture, and the feeling of it flowing into your mouth then slipping down your throat are like nothing else."

There was a look of shock on their faces. There didn't seem to be judgment but definitely shock. I don't know if it was the action or the blatant, matter of fact admission that shocked them more.

I carried on getting more out before I lost my nerve, "I honestly don't know how people are so against swallowing or at least taking a load in the mouth. It was amazing."

I wasn't surprised to see Trish nodding her head. She was always enthusiastic when we had time to play.

"In case you didn't catch it, I REALLY liked it."

They just stared at me with their mouths open, so I continued to carry the conversation.

"Things are a bit of a blur to me now. I think I finished knocking one such punishment out, and I was still on my knees under the table. So, I looked across and the sight before me was all I needed to make up my mind. I crawled over to where Simon was sitting, and then not too much time passed before I was swallowing my second load of the night." I closed my eyes momentarily while thinking about it. "They were different, but both delicious!"

"Oh my god PJ. I never would have guessed."

"Yea, you and me both!"

Trish wasn't going to let up, "So what, you guys were all spent from a nice round of bjs and decided to just go to sleep on the couch?"

"Not quite. There were more abbreviated rounds, more punishments all around...more of the same, some rimming, some other stuff," My cock stirred a little as I got lost in my thoughts again, "and next thing you know, I'm waking up to the sound of your voices in my kitchen..."

"Other stuff. Hmm"

"Yea, other stuff. Finally, we quit playing and Jeff went to bed, then Simon came over to sit on the couch, I cautiously followed shortly after, then there was more...other stuff."

"Wow. Okay, I'm still hung up on the phrase 'other stuff'."

"Man, you're dying over there aren't you."

"You could say that." She was relentless, "so, what the heck was it?"

"Fine, last hint then. The rimming and fingering felt really good sooo..."

"Oh my god, really?!"

"Yep."

"And it must have been good for you, because you did 'other stuff' more than once."

"Let's just say that I now realize how much I've really been missing out, and Simon is a bit like the energizer bunny, a substantial bunny if you know what I mean."

Almost as if on queue, Simon started to stir. You could see a little movement under the blanket as his hand found its way to my cock. The girls couldn't see anything other than that there was some movement, but that was enough for them.

"We just wanted to check-in and give you guys an update after last night. We'll catch up more later." She smiled as she made her last remark, "Maybe the four of us can hang out soon."

By the time the door clicked shut I had swelled to almost full size under Simon's soft grasp, and I could feel the heat of his growing rod between my cheeks. For the first time since we fell asleep Simon spoke, "How long were they here for?"

"They got here before I woke up. That's how we got the blanket. How much of that conversation did you hear?"

"I was drifting in and out of sleep so the first thing I really heard was the game ending and Jeff going to bed. Seems like the cat is definitely out of the bag on what went on though, especially since they saw us before we were covered."

"Yea, it definitely is for the most part. I tried to be vague about some of it. Hopefully the really interesting parts distracted them enough that I didn't get Jeff into any trouble."

"Interesting offer Trish had before they left."

It was something to be explored, at another time. "That's for sure. I'm a little more interested in something else right now though." I punctuated the sentence by pushing my ass back against him.

He gripped me more firmly, "That's what I like to hear."

"I need to hit the restroom, and I really need to brush my teeth, then maybe time for some morning fun. Bedroom?"

"Sounds like a great way to start the day."

I went to the restroom first, so I got to the bedroom well before Simon. I pulled the covers back and then crawled into bed. I wasn't sure of all the details, but I knew where I wanted things to start. To encourage things to start my way I left the covers off and laid on my stomach. My feet were spread just enough so my legs would funnel his eyes right up to my still slick pucker. Hopefully the next step was as obvious to him as it was to me.

Link: https://www.literotica.com/s/poker-fail-when-girls-leave-or-not