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Sharing out the boy at resort


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My partner and I did a long weekend down south to get away from the cold. We try to do this as often as possible in the winter. Stayed at a gay resort in FTL, clothing optional, with a nice pool and hot tub area. The weather was pretty decent while we were there, so the pool area was active most afternoons and evenings. There was a nice mix of guys in their 40s, 50s and 60s at the resort, and it appeared some men came in on a day pass. There’s no playroom at this place, but that doesn’t slow down the sexual energy. There’s plenty of friskiness to be enjoyed. Some guys are very friendly, while there are always a few who just keep to themselves.

One afternoon they hosted a little happy hour out by the pool. Nothing fancy, but still a nice opportunity to have a few cocktails and chat with other guys. My partner Shane and I threw on our bathing suits and joined the milling crowd. I chatted with a couple guys from Texas and MInnesota who were spending a couple weeks down there. I also appreciated the bartender was a heavy pourer and I was starting to enjoy a little buzz. Shane was chatting it up with some guys near the hot tub. He looked hot standing there in his blue speedo, his ample cock filling out the front nicely. There were casuals pets and tugs happening around the happy hour as guys flirted with one another. About 45 minutes into the event, I noticed an older bearish guy, silver-white hair, husky, with a trim beard wearing an orange speedo come up behind Shane and start rubbing his shoulders. I recognized the guy as someone who had been around the pool last night, and had chatted with Shane and a few others. He was charismatic and humorous, as I remembered, though I couldn’t recall much about him.

I grabbed another drink and joined another conversation. I noticed that the daddy continued rubbing Shane’s shoulders, but was now also slowly grinding against Shane’s ass. Shane for his part had stopped participating in the conversation near him, and was slipping into his non-verbal sexual state. His hands reached back and touched the silver-haired daddy who was methodically seducing him. He started grinding his ass back against the guy’s bulging speedo, which was no longer completely containing the hardon. Finally I saw the guy lean toward Shane’s ear, say something, and Shane silently nodded. They quickly disappeared through the foliage, and then I caught of glimpse of them making their way to the guest rooms. It looked like they may head to our room.

I chatted a few minutes more as the bar was closing up for happy hour. Guys were discussing dinner plans. I took that opportunity to slip away and head toward our room. I listened at the door, and thought I heard noise inside — tough to always tell through these metal doors. I unlocked the door quietly and stepped inside quickly and silently so as not to disturb anything. There was an intense sexual energy in the room. Shane was already impaled on the guy’s cock, the bear laying on his back on the bed while Shane bucked and bounced on his thick meat. He was riding hard, grunting and breathing heavy as he took that cock. The bear pushed a bottle of poppers under Shane’s nose — “Take a good hit, boy.  You’ll need it.”  Shane’s face was a total cock lust — a look I’ve seen plenty of times.  I knew he was totally captivated by this guy’s dick inside him, and was going to do whatever he told.  The bear obviously figured that out, too.

”Ride it, boy.  This is what you wanted.  Daddy’s cock in your hole.”

i started jerking off,tucked behind a screen off the side of the room where I wouldn’t be intrusive.  I love watching Shane get fucked, and this promised to be a hot show. Shane leaned forward, bracing his arms against the bear’s chest. The guy started thrusting upward hard and deep, driving grunts and gasps out of his bottom boy. They fucked intensely for nearly 10 minutes as I watched. Then Shane slowed down and slid off. The cock that emerged from his ass was like a torpedo — no wonder he was making so much noise getting fucked!  It looked to be 7 1/2-8 inches long, and was girthy all around the middle before tapering to a nice head that could penetrate the tightest hole. Shane collapsed onto the bed, rolling onto his back.

The bear was up and kneeling in front of Shane. “Show me your hole.”  Shane complied, raising his legs and spreading them to expose his hole. The bear positioned himself and plunged inside, driving a gasp from Shane. “That’s it boy. It’s supposed to hurt a little. You knew you wanted this cock down by the pool. Now take it.” 

The guy proceeded to fuck Shane senseless. He was pounding hard, his balls slapping against Shane’ ass — I could hear it across the room — using the younger man’s ass for his pleasure. I could almost feel what Shane was experiencing in his ass. The thick raw cock stretching his hole wide, filling him with each plunging thrust, feeling empty each time it pulled out, and desperate to have it inside him again. He was completely given over to the ecstasy being fucked, and anticipating what more was to come. “I’m gonna mark your ass, boy. That’s right. You’re gonna be bred.” Shane looked up excitedly, breathing heavy with his hot body spread wide open for the pounding he was taking. 

The bear was grunting, a deep, growling sound. “Oh, boy.  You’re gonna be my cumdump. That’s what you wanted down by the pool. Wasn’t it?” Shane was beyond being able to speak — he just nodded excitedly, breathing heavy, and looking with total surrender at the guy using him. The bear pounded into him, his thrusts fast and powerful. He was going for the gold here. He let out a string of grunts, his body slamming hard into Shawn’s spread ass, holding it there for a second, and then thrusting again as he grunted. He was unleashing streams of cum inside Shane’s waiting ass. He gave a feel final thrusts, relishing the tight, warm hole he’d been using. Then he pulled out, shuffled up the bed to Shane head, “Clean off Daddy’s dick,” and he pushed his raw cock into Shane’s open mouth. “ That’s it. Clean every drop of cum off it. Taste your ass on my dick.” Shane moaned his agreement, never taking his mouth off the cock that had just bred him. “That’s it, boy. I knew you were a cum whore.  That’s eat. Show me how much you loved Daddy’s cock.” 

The energy in the room was fading. Shane would not cum, and the bear had no further use for him at the moment. He’d seduce Shane again the next night, and take him to a friend’s room where they would both breed his hot ass. Shane would describe to me how they passed  him back and forth, fucking his face and ass until they both filled him with their cum. 

This is one of the reasons I love staying at gay resorts and on gay cruises.

If you enjoyed this story of our exploits, let me know with a message and/or an uprating. I’ll keep sharing so long as people are reading — and hopefully getting off to them.

Edited by drscorpio
Title changed to avoid allusion to escorting
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  • 2 weeks later...
On 3/25/2018 at 10:42 PM, cumhole1919 said:

I think we all want to hear more about Shane's adventures in cumdumpery, but the question is, why don't you have any stories of your own adventures?

A few of my own stories are posted on the site.

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  • 3 months later...
17 hours ago, BottomsUp said:

Holy fuck is this a hot story! I’ve always wanted to go to a resort like this with my ex and have him watch me get pumped full of raw cock. Such a fantasy of mine.

Love having my partner watch

me take loads 

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