Fiveway

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As a gay man, I can tell you that it is a fairly common occurrence to receive an invitation to a friend’s pool party. I mean hell, this is my second pool party story in a row. It is also fairly common that the pool party is going to be clothing optional. And it’s certainly not uncommon for people at these clothing optional pool parties to pair off and find a room to have some fun. Like the room with the sling set up in it. It’s good stuff.

On this particular Saturday, the party I was at was beginning to  wind down. Starting in the early afternoon, and guests began slowly leaving the pool and hot tub as the evening drew to a close. The hosts were friends of mine, and I would be crashing there for the night – something I usually do if I know I’ll be drinking late into the evening. By 10 p.m., the only people left are me, the two hosts, and another friend of theirs. I specify “of theirs” because for whatever reason this individual did not seem to particularly like me.

I’ve written about one of the hosts before, Daddy M, who I tag teamed the sexy Bartender with. At this point in time, he was living with his then-partner Kev, and I would frequent their place to enjoy their pool, hot tub, and sex with the both of them. We had been chatting up a boy earlier, and made plans to have him come over once the party was done. The aforementioned sling was set up in the bedroom, and we were looking forward to getting him strapped in.

Their friend was pretty drunk, and I think the three of us were wondering why he was still there. Then it became apparent that he was sticking around because he heard of the fun we had planned, and wanted to join in. His desire to stay was more than a little strange to me, as I had the impression that this person - we’ll call him Jerk - did not like me in the slightest. He was always finding ways to be rude or a smart ass, enjoyed acting like he was better than me. Just an all around douche. Then it clicked – the reason this guy didn’t like me, was because he like-liked me. Or at least was jealous enough of my sexual relationship with Daddy M and Kev that he wanted a piece for himself.

I’m game – hate fucking can be just as much fun as the regular kind. Sometimes more so. At this point in my life, I had never been involved with more than two other people at the same time, and even that was still something that was fairly new for me. Five people seemed like it was either going to be amazing, or total overkill. This was certainly going to be an interesting night.

We all move into the bedroom once the boy arrives. Kev and Jerk are on the bed while Daddy M and I help the boy undress. Manhandling him between us, one at his front and one at his back, we strip him.  He grabs at our cocks, still out from being naked in the hot tub earlier, as we help him into the sling. Daddy decides to go first, and has me grab him a condom and a numbing lube. He rolled the condom on and applied the lube to his cock and the boy’s hole before wiping his hands off on a towel. If you’ve never used numbing lube before: be careful. If you get any of it on your dick, say goodbye to an orgasmn anytime soon. Just don’t forget about it when it’s on your hand.

Daddy starts fucking the boy slowly, letting the lube start to take effect and letting him get used to the thick beer can of a cock in his ass. I move around towards the head of the sling so I can get my cock in the boy’s mouth. I enjoy it a while a while, but eventually Daddy starts thrusting hard enough to have sling moving too much for me to continue. Thankfully there are other people in the room I can enjoy - I climb onto the bed on the other side of Kev and join him and Jerk.

During literally every interaction I have had with this guy, he has been nothing short of a complete asshole to me. But as soon as I was on that bed, swallowed my cock straight down to the root before I could so much as say “hey.” He was talented, too. Not one to complain about a good blowjob, I lean over and start kissing Kev while I let jerk enjoy himself. I was more than a little tempted to get rough with him - see about putting him in his place for how he normally acts -  but I didn’t want to kill the mood in the room, at least not before I was finished. Let him hate me all he wants – he’ll never be able to unsuck my dick.

Once it’s my turn to fuck the boy,  I remove my cock from Jerk’s mouth to roll on a condom of my own. I lube as Daddy did and get in position, pushing the head of my cock into his hole. Daddy M is right behind me, touching my chest and stomach and kissing my neck. I start to relax and take the whole scene in. My first orgy - anything more than four people is an orgy, right? - and this is just the start. I have no idea the things I’ll get into one day.

I look down and watch as the boy swings in time with my thrusts, the chains of the sling rattling against each other. The boy’s eyes are closed and he’s moaning softly with each thrust. I vary my strokes a bit, aiming for his prostate, to keep him from expecting what might be next. Then I grab the chain and use them to pull the boy on and off my cock, hard and fast, while I stand stationary. I lean back and kiss Daddy M at the same time. This is great.

I look over to the bed, and Kev is sucking off Jerk, his head buried in the pillows and ass sticking up in the air. I pull out of the boy in the sling to let Daddy have another turn – I think I’d rather get inside someone else for a bit. I remove my condom – again making sure not to get any of the lube on my hand or myself – and climb back onto the bed, behind Kev. I grind my cock into his ass as he sucks, and as he pushes back against me he gurgles out a moan around the cock in his mouth. I grab some regular, non-numbing lube and slick my cock up before pressing in.

Kev can’t seem to suck and get fucked at the same time, so while I’m fucking him, he’s got his head in the Jerk’s lap, stroking his cock with his hand, groaning with each inward thrust. I make eye contact with Jerk and give him a cocky smile while I fuck Kev into the mattress. He gives a meek smile back, and I fuck even harder. Still not entirely sure what’s going on in his head, but I don’t care anymore.  I know he’s into me and I wonder what else I can get him to do…

I can hear Daddy still banging away at the boy in the sling behind me, and I move so that Kev and I are both lying on our sides. Jerk is still watching us intently, playing with his own cock now that Kev has become too engrossed in getting his ass reamed. Kev reaches down, any other cock aside from his own and the one in his ass long since forgotten. I pick up the pace, slamming myself into him, aiming to push him over the edge. Just a few minutes later and Kev shoots his load all over the bed and collapses on top of it, incoherent and out of breath. Job well done, me.

Unfortunately, this also means I’m going to need to find someone else to help finish me off – Kev is a bottom who needs a break after he’s spent himself. I can see Jerk staring at me as I fumble with my cock for a moment. I move Kev out of the way and pull Jerk over, kissing him fiercely. This isn’t about sweet or sensual, I want to cum and he’s going to get me there.

I don’t get any complaints, and he takes some initiative and starts to knead my balls. Should have seen that this bitch was into me sooner. I bite at his lip and kiss him harder, inching closer and closer to cumming. To my right I can hear the loud slams from Daddy and the boy in the sling, the clangs of the chains only barely drowning out the slapping of skin on skin. I growl into the Jerk’s mouth, and then I’m cumming all over my stomach, gripping him tightly to my side.

I flop back and relax my hold a little, catching my breath and savoring the warm afterglow. I look over. Jerk looks like he could use a hand.

Meh. ¯\_(ツ)_/¯


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