Private Visit
It took me a while to get myself cleaned up to a point where I was comfortable enough to get back to the movie screening room. I was still learning how to take cock in my ass, and getting another guy’s spent cum out of it was a whole other thing. I didn’t want to run back to the showers and make it too obvious what had just happened so I used a copious amount of toilet paper and some running water in the nearest bathroom to clean myself up as well as I could. I just hoped I didn’t leak any of Tyler’s cum onto the fancy sofas in the movie room.
God, how embarrassing that would be.
By the time I got back, the movie was mostly over, thankfully, and when I got up, to my relief, I hadn’t left a wet spot.
With the shitty action film behind us, we retreated to the bar to finish out the night. The rain had mostly died down but everything outside was still wet and the pool wasn’t looking particularly appealing for the evening.
Tyler set up behind the bar, concocting libations he determined were ideal for the night’s festivities, then called me over to dole them out to the guys who were grouped in pairs on different ends of the room.
I served the drinks off a tray, feeling more like their slave in this act than I had in almost any other. I took the last one for myself and slugged it down quickly, aware of Tyler’s penchant for overestimating his mixology skills.
The drink was strong, and I felt the alcohol coursing through me within a few minutes. I was popping again, and Tyler came over to join the group and set up the music, as usual.
Apart from my nudity and the cage wrapped around my cock, the night carried on pretty normally for a while. We reminisced about old times. Stupid stories about people we used to know but hadn’t seen in ages. More drinks from the bar. A few jokes when I threw a hardon for no reason and didn’t notice.
Grant did.
He pointed it out and then all of the guys got in on it. Tyler asked who I was imagining sucking off or bending over for. I turned beet red at the comment. In truth, I hadn’t been thinking about any of them — or sex at all — my cock had just betrayed me in the moment. I was 19 and three days in chastity had me throwing wood randomly. Could you blame me?
Not to mention the fact that I’d been having the hottest sex of my life, non-stop, since I got here. Of course, I was going to get hard in my cage.
The teasing didn’t last too long though. The guys were pretty drunk by then and the jokes drifted into something else pretty quickly.
Aiden did keep to his promise about making me drink his piss again though, and he didn’t make me wait. After Tyler’s shot, or sludge, or whatever it was, he went right back to beer and within an hour he had to go again.
This time it wasn’t a private scene out in the hallway. He just motioned his head in my direction drunkenly, indicating he wanted my service, then stood, unsteadily and found a clear spot in the middle of the floor where I could kneel at his feet. He pointed at the floor in front of his feet and started to undo his shorts again.
I was a bit surprised he was going to do this here, in front of everyone, even after the group shower I’d received from the guys the other night, but I was drunk too and beyond caring so I got on my knees and crawled to my destiny.
Aiden seemed intent on putting on a show this time. The alcohol might have had something to do with it. He aimed his cock towards my mouth and let his stream go leaving just enough distance so the boys could see it entering my mouth. He’d stop just as my mouth filled up, leaving me enough time to swallow before starting again. Through it all, he kept a firm grip on my head — as if I were planning on going anywhere.
Connor, Tyler and Grant all watched with loose fascination, like they were seeing something they couldn’t believe.
Bryson reacted with his usual distaste, heckling me from a distance as I consumed Aiden’s recycled beer.
“Awww, c’mon, Tommy,” he whined. “You gotta do that here?” he asked, as though it was my choice. As though I’d made the decision to drink Aiden’s piss there and then in the middle of the room.
I just kept on drinking, his words making no sense, but etching a new level of shame into my memory, nonetheless.
When I was done, I got up to head back to the group and Aiden gave me a solid smack on the ass as a sign of a job well done.
“That one was for you, Bryson,” he joked.
Bryson threw him a twisted smile, but it was clear Aiden’s act had the desired effect because Bryson couldn’t help but snort out a muffled laugh.
The night carried on pretty much like that. I tried not to get too much drunker, knowing that any one of the boys might make use of me before the night was through and throwing up wouldn’t be fun for any of us.
Bryson was the first to head to his Villa, followed by Grant. Connor headed off next, leaving just Aiden and me. Apparently, he stayed late so he could give me his last piss of the night before he headed off to bed. He was really getting into this.
He had me down on my knees, outside his villa, guzzling his yellow fluid for the third time that night like I was a piss-drinking machine but it was so watered down by that point it barely had any taste. More than that, I was so mellowed-out from the booze, and so used to it by now, I almost didn’t care. I was so out of it, I even thanked Aiden for his piss when he was done, which got a pre-bed laugh from him I wasn’t expecting.
He sent me off to my Villa, drunk and full of piss, wondering what the next day would bring but also hoping Aiden wouldn’t expect this level of service every day. It seemed unsustainable on a regular basis. Could I really drink that much piss every day? I didn’t think so.
I headed into my villa and that was when I noticed my own need to piss for the first time. It came like a crashing wave that assaulted my crotch all at once.
I ran to the toilet and began the awkward ritual that had become peeing since locking myself in chastity. I sat down and pointed the cage in the direction I’d determined was best for avoiding any spills or mess on my balls and let loose.
The stream went on for what seemed like days. It felt like extasy to let it all out and I was washing my hands, contemplating a shower when I heard the door to my villa open.
It was Grant.
I walked out of the bathroom and saw him peering around, looking for me, I assumed.
“Tommy?” he called.
I walked into the bedroom area and caught his attention.
“There you are,” he said.
It seemed my night wasn’t over yet.
Grant closed the door and ambled towards me. It was obvious he was still feeling the effects of whatever he’d been drinking all night, but I wasn’t sure what he had in mind. Grant hadn’t really explored any of his fantasies with me at the resort yet but I knew they’d all said they had some. Was that what he was here for. Did the alcohol give him the courage to finally try whatever it was out?
Grant tip toed towards my bed and gestured that I should join him. He collapsed down on the king-sized mattress and patted the space next to where he was sitting. I sat down, my nudity contrasted against his expensive clothes, and waited for him to speak.
“Tommy,” he began drunkenly, “you still having a good time?”
“Yeah,” I answered, “a really good time.”
“Good boy,” Grant stammered as he threw his arm around my exposed back. “I wanted to talk.”
Talk. Not what I expected.
“I’m Bi!” he exclaimed.
No preamble, no follow up, just those two words and then silence.
“Ok,” I said.
“Yeah,” Grant followed up. “I like girls more, but sometimes I like dudes too, you know?”
He wasn’t explaining things the best in his drunken state, but at least he was getting it out.
“Yeah, I get it,” I said, trying to sound understanding.
“It’s not a secret,” he continued. “The guys know.”
Apparently, I was the last to know then, and this was not the big reveal I thought it was. I wasn’t sure where he was going with this after all.
“This thing with you… it’s a lot of fun,” he went on. “I thought about it a lot before too…”
Grant was starting to lose the thread so I did the only thing I could think of and put my hand on his thigh. It seemed to steady him and he carried on.
“The chastity… That was my idea. I wanted to see you like that. I— I… get off on it?” he said, part statement, part query.
I was about to ask my own follow up question, but Grant had more to say.
“And yeah… I’ve been getting off on watching all of this more than I thought I would. And knowing that you’re enjoying it too…”
He paused.
“Maybe you would want to do it more. After the vacation? When I’m home from college?”
My chest throbbed and my cock followed suit. Grant wanted to keep having sex with me, in some form or other, after we left Kāhea.
I didn’t hesitate to respond.
“I would.”
Grant lit up.
“Good boy,” he said again.
Those words sent something magical through me. I’d heard them in porn so many times but never understood what they could do to a guy. Fuck.
Then he asked me a question I wasn’t expecting.
“Would you stay in chastity for me? Long term? It would be so fucking hot. That’s what I really want.”
The request hit me like a softball square in the face.
“You mean, all the time?” I asked.
“Yeah,” he answered plainly. “Whenever I tell you to,” he added.
Suddenly it became clear I’d been indulging Grant’s fetish this whole time. He was really into this shit.
I wasn’t sure what to say to him. I wanted what he was offering, but the idea of being locked up all the time, even when he wasn’t around was extreme, even for the new Tommy.
“Can I think about it,” I asked.
“Sure,” Grant replied. “But the idea of you locked up and waiting for me all the time has me really horny,” he said nodding to his now engorged crotch. “Why don’t you take care of this for me before I go to bed?”
I slipped to my knees without thinking. Grant wasn’t the only one who was horny thinking about the arrangement.
His shorts were at his ankles in an instant and his boxers followed. My face was pressed against his crotch soon after and I inhaled the masculine scent of his cock and balls after a day of partying and drinking without relenting. It was intoxicating, heightened all the more so by what we’d just discussed.
Grant heard me breathe him in and pressed my face into his balls. I took another deep breath and he told me to lick his balls. No objection from me.
I tongued his sweaty sack, savouring the taste. I alternated between short and long strokes along each nut, taking in the sound of his moans, relishing them.
For his part, grant kept one hand on the back of my head, directing my movements, instructing me with his strength instead of his words. I tasted every part of his balls from top to bottom, going underneath, all the way to his taint, before Grant pulled me up to the tip of his cock which was leaking a shiny drop of precum that looked irresistible to me.
He held me there, staring at his cock for a moment, as though he were debating something, before throwing his legs back in the air, exposing his puckered, pink asshole to me for the first time. I saw tufts of the same auburn hair clustered there, making his hole look even sexier to me and I wanted to dive right in, but I waited for his command.
“Let’s see what all the fuss is about,” Grant said. “Eat.”
My tongue got to work before my mind could process what I was doing. I think I had learned to love the taste of ass at this point. When I made contact with Grant’s asshole, I learned that the taste of every hole was a little bit different too. Grant’s was somehow more masculine than Connor’s, though I couldn’t say why. It was riper than Connor’s had ever been too, but I was so eager to serve Grant now I didn’t even consider stopping.
The second my tongue made contact with Grant’s hole, he made a noise that changed my life. It wasn’t quite a moan, it wasn’t quite a sigh, it wasn’t quite a squeal, it was a combination of all three that connected with my core. At that moment, I wanted to drill into Grant with my tongue like I was burying my face into precious gold. He sounded like he was experiencing extasy. He sounded like he enjoyed it more than Connor did.
I lapped at his hole like an obsessed puppy, tasting him, worshipping him, pleasuring him and listening to every sound he made like it was better than the music Tyler had been playing all night. I thrust my tongue into his hole until it got sore and still kept going because I knew it was making Grant happy.
Even as my jaw got sore and my tongue started to freeze up, I was a little bit sad when I felt Grant’s hand pull my head up forcefully and direct it back onto his now rampant cock. He’d been stroking the entire time I’d been licking and his shaft was lubed with a generous amount of precum and his spit.
He didn’t give me a second before shoving my mouth down on his pole and then I was sucking his glorious dick again. Even compared to the cocks I’d seen in porn, Grant’s was really pretty. I wish I could show you a picture of the thing, he could make a killing as a porn star, seriously.
I’m not sure if it was the alcohol, or the revelation of the rimjob he’d just received, but Grant hammered my throat harder than he ever had before. His hand was a constant presence in my hair, and his cockhead found the back of my throat every few seconds.
I gagged and sputtered, choking up saliva as tears streamed down my face, something I’d become accustomed to the past few days. Grant hunched himself over, trapping my face between his thighs and his pecs, giving himself even more leverage as he humped and I just stuck right through it.
As Grant continued to assail my throat, I felt his sweaty balls start to tighten against my chin. Slowly he started to pull back less and less on each down stroke, claiming more and more of my throat with his cock. His single-handed grip on my hair turned into a two-handed bear hug of my skull and soon my whole world was consumed by Grant’s body and his cock’s relentless in and out of my throat.
Then I felt it. The first spurt of cum as it shattered his rhythm and ruptured forth from his shaft colliding with the back of my throat. Grant started to make some strangled sounds of pleasure that I could only envy and held me tighter as he launched volley after volley of goo into me.
Just when I thought the volume of cum was about to get unrealistic, Grant stopped, slowly released me, and sat back, looking down at me with a satisfied look on his face.
He patted me on the head, post-nut clarity seemingly setting in as well as he stood up and pulled up his shorts.
“Think about it,” he fumbled, as he started to head to the door.
“I will,” I said enthusiastically, still on my knees, trying to keep him engaged.
As Grant opened the door and stepped through the threshold he turned and looked at me, on my knees, sweaty faced, cum dripping from my lips and he spoke again, softly:
“Think about it.”
This story is currently in its 30th chapter on my site.
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