My buddies, Carl, Roger and Dan and I, of course, get together every third Friday of the month for a weekend of poker playing, drinking and just having guy time. We always meet at my place as I am the only single guy. We’ve been best buds for over twenty years and, if I am being honest, I’ve had a crush on each one for that long as well. I’ve also been very vocal about my crush on them, which they’ve always taken in good stride.
Carl is our bear daddy. He’s beefy, has a bit of a beer gut and is as hairy as hairy can be, at least judging by the hair that sticks out of his shirt collar and is on his arms. Roger is our nerdy stud. Tall and lanky and a bit awkward at times, he is always reading some sort of book about engineering, outer space travel, etc. Dan is the jock in our group. Also tall, but of the four of us, he is the most muscular and is happiest running in marathons and competing in iron man style competitions. I am Jeff and am the down to Earth, practical, voice of reason in the group, most times. I am average height and have a bit of a dad bod.
Shortly after everyone arrives and stows their stuff for the weekend, we begin setting up for our poker game. Carl and Dan set up the table while Roger and I make margaritas, taquitos and quesadillas. Roger makes a mean pitcher of margaritas. They go down super easy but pack a powerful punch. With drinks poured, food plated we start our first hand of poker. I can't help but notice that tonight, there's a certain electrical charge in the air. Something feels different, but I can't quite figure out what.
One pitcher of margaritas into our poker games, we take a break. Roger makes another pitcher of margaritas and I put out more food. Carl comes back from using the bathroom, adjusting his crotch.
“Did you wank off while you were in the bathroom Carl? You're grabbing your crotch like you're trying to hide something!” Dan says.
“Fuck you Dan, I’m adjusting my snake, wanna see it?” Carl fires back, grabbing his crotch again.
We start laughing and get back to our game. I'm just getting ready to shuffle a new hand when Dan stops me and says he has an idea.
“Let's make the game more interesting. Let's play some strip poker and the first one who is naked has to jerk everyone else off”, Dan studies everyone's faces for a reaction.
“You serious Dan?”, I ask.
“Shit yeah”, Dan responds. “I’m so fucking horny, I’ll let any one of you jerk me off. Linda hasn’t put out in a few months, says she's starting the menopause and she's putting me on pause.”
“I hear that”, Carl chimes in. “Anita won't even touch me anymore, says she's too tired and just not in the mood. What about you Roger? How's things with you and Deb?”
“Same as you two. Jen is dealing with menopause as well and wants nothing to do with sex”, Roger sighs.
The three of them look at me. This explains the weird vibe I picked up on earlier in the evening. I look at each of my buddies and start hatching a plan. If the boys want to play, we’ll play.
“OK, so, I have an idea. But first, whatever happens here, stays here, and at any given time anyone can back out, no questions asked, no hard feelings, nothing. Got it?”, I say. Everyone looks at each other, then back at me and nods.
“Fine, first, we're going to go straight to the strip part. Everyone, get naked now.”, I say as I begin removing my clothes, quickly. I admire each of my buddies' bodies as they begin to remove their clothes. I quickly check out their cocks, to find all three men are plumping up already.
I lead us downstairs to my theater room. “Grab a seat on the sectional men and sit down.”, I instruct as I walk over to a cabinet and retrieve a bottle of lube, a joint, and poppers and a couple of DVDs I like to jerk off to.
I pop a bi-sex DVD in the player, hit start and watch the guys as the movie opens up with two guys and a girl starting to make out. I watch the men begin to stroke their cock as they get involved in the movie. Carl truly is hairy, and has a thick mat of hair covering his chest, crotch, legs and ass. His cock is about six inches hard and thick, with a nice plump head on it. Roger has a long and thin cock, that leaks ample amounts of pre-cum. Dan’s cock is also long and thick, with a slender head. Dan waxes all of his body hair off. I have some body hair on my chest but keep my pubes trimmed. My cock is about seven inches long and has a thick head.
The men begin to pant and moan as they watch the two guys start to fuck on the screen while the girl watches the two men, egging them on while she strums her clit. I light up a joint, walk over to Dan, straddle his crotch and take a hit. I then place my mouth over Dans and shotgun him my smoke. I also snake my tongue out and begin kissing him while he inhales. I feel his cock twitch and a spurt of pre-cum lands on my crotch. I hear Roger moan next to me and glance over, he's watching Dan and I as we start to make out. I then move over to Roger and straddle him. Again I take a hit and shotgun it in Roger’s mouth. He's all too eager to inhale my smoke and return my kisses. Carl takes the joint from my hand, inhales and pulls me to him where he shotguns me and is even more eager to kiss me.
“Move closer together you three.”, I tell Roger, Carl and Dan.
They move closer, Roger is in the center with Dan and Carl, on either side. I begin licking the head of Rogers cock, running my tongue all over the glans, dipping into his piss slit and lapping up his pre-cum. I then slide my lips over the head of his cock and slowly down the length of his shaft. I deep throat him, using my throat muscles to milk his cock while my hands fondle his balls, my finger searching for his hole. Roger moans and bucks his hips as he fucks my throat. Dan and Carl watch, mesmerized as they wait their turn. I pull off Roger’s cock and move down to his balls. I suck each one in my mouth and run my tongue all over them. Roger moans louder and begs me not to stop. But I do, as I turn my focus to Dan.
I stand up and straddle Dan again. Grabbing his nipples, I pinch and twist them, Dan moans and bucks his hips. I lean forward and nuzzle his ear and whisper, “Tonight, I’m going to fuck your sweet hole”, Dan moans again, his cock twitches and another spurt of pre-cum shoots out. I move down Dan's body, kissing and licking my way to his cock. I slurp up the pre-cum that has now pooled at the base of his thick cock. Running my tongue up the underside of his cock, I also swirl my tongue around his head before swallowing his cock hole and milking it with my throat muscles. Dan's cock is beginning to swell, telling me he's close to orgasm. I pull off his cock, I don't want anyone cumming just yet, and move over to Carl. I nuzzle the thick fur of Carl's bush, relishing the smell of his musk as I lick my way up his cock. I no sooner wrap my lips around the head of his cock and it erupts, filling my mouth with the sweetest tasting load I’ve ever had. I work his cock with my tongue and lips, milking it, making sure I get every sweet drop. His cock remains rock hard as I pull off it and sit back. I want to keep sucking these delicious cocks, but I know Dan and Roger are close and I want to at least cum in someone's ass.
“Need a break?”, I ask.
“No, I need to fucking cum!”, Dan whines.
“You will”, l chuckle, “Now, all three of you, present your asses to me.”, I state. All three men turn over and drape themselves on the back of the sectional, asses out, showing me their beautiful holes. I take my time looking at each and everyone of them, noticing that Dan’s looks a little puffy and red, as though he's had some action lately. I wonder what Dan is doing to or who Dan is doing, but I have asses to eat and a weekend to find out.
I move behind Carl. Leaning in, I inhale the musk from his ass making my cock harder and ooze a little more pre-cum. I spread his furry cheeks apart, Carl moans as the cool air of the basement hits his hot hole. The ring is dark colored and covered in hair. I swipe my tongue up the crack of his ass. Carl moans and shudders as my tongue glides over his hole. I start playing with his balls while I start tongue fucking his hole. Licking and inserting my tongue in his hole, getting him wet and loose.
“Fuck, that feels amazing. Keep going, keep eating my ass.”, Carl moans as he writhes and bucks on my tongue.
I move over to Roger and start eating his hole while I start fingering Carl, sliding two of my fingers in and out of him, slowly finger fucking him. Roger moans and whimpers and also bucks up and down as I tongue fuck him and play with his balls. I remove my fingers from Carl’s hole and insert them in Roger’s hole while I move to Dan. I begin to slurp and tongue his hole and he goes crazy. Dan cries out, moans, shudders and grinds his ass on my tongue, begging me to eat his manpussy. Satisfied I have them all warmed up and ready to go, I move to the next part of my plan.
“Carl, take a long hit in each nostril with this, it’s Poppers”, I hand the bottle to Carl and start applying lube to his ass and Rogers cock. I motion for Roger to get behind Carl and I line up Rogers cock with Carl’s hole. I hear Carl moan and I instruct Roger to enter slowly. Carl cries out in pain as the head of Roger’s cock breaches his virgin hole, but then as his cock passes over Carl’s prostate he begins to moan and start grinding his hips.
I then apply lube to Roger’s hole and have him take a couple of hits of the poppers. I motion Dan to come over and I lube his cock up and press it against Roger’s hole. Roger moans as Dan begins to slide his thick cock inside him, grunting as his hole is stretched. Roger takes Dan’s cock easily and clearly isn’t an anal virgin. I then offer Dan the poppers while I apply lube to his hole and my cock. I slide my cock in Dan’s hole with no resistance and watch as Dan shudders as I bottom out.
“You’ve had your hole fucked before, haven’t you Dan?”, I whisper in his ear.
“I’ll tell you later, now fuck me, I’m so close!”, Dan pants back.
We just start to get our rhythm going when I hear Carl cry out that he’s going to cum. I watch as he shudders, moans and then screams out as his orgasm hits him. His ass clenches and starts milking Roger’s cock, triggering his orgasm. Roger cries out he’s going to cum and stiffens as he bottoms out in Carl as his orgasm hits. Carl cries out again as he feels Roger filling his ass with cum.
“Fuck, oh fuck, gonna cum, gonna cum!”, Dan cries out from Roger’s ass milking his cock and triggering his orgasm. Dan bottoms out in Roger’s ass, shudders and starts pumping Roger’s ass full of cum. Roger moans and grinds his ass on Dan's cock as he feels Dan filling him up with his cum.
“Cum in me Jeff, let me feel you fill me up with your cum!”, Dan pants. To further hasten my orgasm's arrival, Dan begins squeezing his ass muscles, milking my cock. Between that and the thought I'm going to cum in his ass, my orgasm hits. Slamming into Dan, I yell as I start filling his hole full of my load.
My softening cock flops out of Dan’s ass with a wet squelch and with it, some of my cum. I get up to get a towel and when I come back into the room, Carl is curled up on the floor and Roger is stretched out on the couch, both softly snoring. Dan is sitting on the floor, slowly fingering his hole, eyes closed, a look of post sex euphoria on his face. I toss him a towel to wipe up and nod for him to come with me. I turn and head back upstairs to the living room and start putting the poker stuff away. Dan soon joins me and we clean up in silence.
Once everything is cleaned up, I ask Dan, “Wanna fill me in on what this was all about? And dude, who’s fucking your hole? You gay? Bi? Curious? Spill it Dan. And what the hell is up with Carl and Roger?”, I ask.
“You'll have to ask Carl and Roger. I have no idea what got into them, except that like me, they're super horny. Dan sighs and begins to fill me in on the fact he's been having prostate issues for the past couple of years, hereditary he tells me. He goes on to say his urologist suggested prostate massage and gave him information on prostate massagers.
“I bought the one that had the most reviews.”, Dan continues. “The first couple of times I used it it was OK, I didn't think much about it but then, it started feeling good. I had some alone time for a couple of days and so I left it in longer one day and had my first hands free prostate orgasm. It was amazing! I came hard and loud and shot the biggest load since I was a teenager. I started playing with my ass more, every chance I could get. I bought a dildo and started using it as well. Then I started watching bi and gay porn and started wondering if a cock would feel better. That's when I hatched my plan for tonight, as far as the strip poker went anyway. You took it and ran the rest of the way with it. Fucking loved it too buddy. Thanks! No wonder you love anal sex, it feels amazing.”, Dan finished and I noticed he was chubbing up again and starting to play with his cock.
“I don't love anal sex, I mean, I don't bottom as much as you think I do. Very rarely actually, I prefer to top. And you're welcome, glad I could help scratch an itch. But I still don't get it. Are you going to want to start sucking cock? Drinking cum? What? Help me understand this better.”, I say.
“Well, no, at this point I have no desire to do any of that. Could I be a bottom slut and let another guy fuck me again? Yeah, that felt pretty fucking awesome and I dont care what that makes me. As far as kissing you back, I was in the moment and gotta say, youre a fucking great kisser. I'd definitely kiss you again for sure!”, Dan says, chuckling
Dan pulls me to him and we start kissing again, my hand wrapping around his now hard cock and beginning to stroke him. We hear someone clear their throat, turn around and see Roger and Carl standing there..
“We all need to talk”, Carl says. Dan and I agree and we all head to the living room to talk about what happened and where we go from here.
