By JR

Next I felt my hands being brought in front of me and cuffed again, with lighter cuffs than I wore previously.  The cuffs were chained to a loop on the front of the chastity shorts.  The blindfold came off so I could see Tyler in front of me again, and better hear the music and people downstairs.  Glancing around, I found we were alone in this makeshift dungeon.  He smiled and asked me if I was having fun.  How quickly I forgot how much pain I had been in as I nodded yes.

Taking in his bare torso and evil smile, it was hard to complain.  “You’re going to be our bartender.  So I am going to allow you the bare minimum of freedom to make that happen.”  With that he grabbed the gag again, which I had not noticed lying on a table nearby.  It was huge and still wet from my saliva.  Had I seen it before, I would not have believed it would fit in my mouth.  Tyler brought the gag to my face and I started to back away shaking my head side to side, before be grabbed the back of my head and shoved the gag in.

It felt even more overwhelming now that I had seen how large it was, this rubbery veiny engorged cock looking thing penetrating my face and sealing my whole mouth behind its unyielding rubber strap.  He roughly buckled it again behind my head and added a small padlock to the buckle.  Tyler then added mirror-finish swim goggles over my eyes and then leaned down to fit some sneakers on my feet followed by cuffs on my ankles with a short chain between them.  The last item he added was a rubber harness, strapping its wide straps tightly over my upper torso so my pecs stood out and sore nipples were on full display.  My attire complete, Tyler led me downstairs by the metal collar.

I shuffled into the kitchen to some applause.  The lights in the house were dimmed and the tinted goggles further obscured my vision.  I strained to see if I could recognize anyone, or if anyone recognized me.  I was led through this crowd outside to a poolside tiki bar.  It was small but looked well stocked, missing only a bartender.  Above the bar I noticed a TV, which showed an image of the upstairs bedroom where I spent the previous hours.  I then understood the applause, as the men here surely witnessed my torment broadcast poolside.  The added humiliation factor knowing my punishment and captivity turned on this group perked me up, made me strangely proud to provide them a show.

Tyler connected a chain from the back of my collar to a hook in the ceiling of the bar, then left me there to tend his guests.  I had enough freedom of movement to mix drinks, though bending down to retrieve ice from a cooler was a lesson in strangulation.  I manned the bar for a couple of hours, mixing simple drinks and opening beers for the guests.  I could observe various activities around the pool, some guys swimming and drinking, others giving and receiving blow jobs on the patio.  Most of the guys were in swim suits or just shorts, a few naked in the pool, and a couple of beefy guys wore harnesses.  And of course there were the obligatory twinks in the tiniest Andrew Christian bathing suits they could find.  Apparently out of their element, they were almost afraid to ask me for drinks, as if I would or could bite them.  Until they got drunk, and wanted to take selfies with me.

It was a hot night, leaving me sweating and dehydrated.  My ass was aching from the plug still inside, my jaw was on fire, and my vision increasingly clouded from condensation built up inside the goggles.  Occasionally I would trip up on the chain between my ankles, stumble, and feel the chain attached to my collar pull tight as I gasped for air.  With my wrists cuffed and chained to my shorts, there was no chance at relief from the goggles or gag until Tyler let me free.  Twice during this time behind the bar did I got some relief when he came to release the gag and feed me some beer, making me down a full bottle each time before locking the gag on again.  The beer ran through me until I inevitably pissed myself.

One muscular guy in a harness got off on soaking me with his beer.  He reached across the bar and pulled me close to it before jamming his beer bottle into the waistband of the chastity shorts and emptying its contents inside, leaving me wet and sticky and adding beer to the smells of sweat and piss.  He spit on me and walked away.

It had to be about 2 AM before Keith returned to unchain me from the ceiling.  I had not seen Tyler in a while.  He told me I stunk and needed to rinse off as he led me to the pool and pushed me in the deep end.  The rush of water felt great, working in between the layers of rubber and skin.  I sunk to the bottom and enjoyed the coolness before swimming as best as I could with hands and feet cuffed, back to the surface.  I relaxed for a bit in the pool before Keith led me out and dried me off with a towel.  I kept focusing on his hot body, made hotter by the small red swim briefs he wore.  The party was thinning out.  It was dark except for the moon and some string lights by the bar.  I was tired and aching, ready to get out of this gear and just sleep.  Keith removed the goggles and led me back into the house, back upstairs past the few remaining guys inside and the mess of cups and wet towels all around.  He found the keys to release the gag and finally gave my jaw some relief.  He asked me nicely if I wanted the plug out of my ass, and I nodded in the affirmative.  Keith unlocked the three buckles of the chastity shorts, pulled them down, and slowly worked the metal plug out of my ass before drying off more pool water that was trapped inside the shorts.  But he told me how much he liked seeing me in the shorts tending the bar, and that I was not ready to take them off yet.  He pulled them back up, buckled the straps, and applied the locks once more.  And he asked if was comfortable.  I was more comfortable than before, but still cuffed at the wrists and ankles, hooded, collared and stuck in two layers of chastity.  I just whispered, “Better.”  “Comfortable enough to get some sleep?” he asked.  I thought about this for a minute.   I would surely sleep from sheer exhaustion.  My circulation was good and I could breathe just fine.  I nodded.  “That was a slow response.  Maybe we’re missing something.”  Keith looked around and found the blindfold that was previously strapped onto the hood.  “How about this to keep the rising sun off your eyes?”  Good idea, I thought, and nodded a little more enthusiastically.  “And just so you don’t get any idea of searching around for keys, let’s add some mitts.”  So on went the blindfold and rubber mitts, followed by the sound of padlocks clicking on each.

Keith then led me to the bed in the middle of the room, set me down on the rubber sheet, and cuddled beside me.  He found a blanket and pulled it over us both and we just laid there trying to sleep.  I felt Keith’s erection through his briefs, rubbing against me as I lay on my side, his hands massaging my chest and pinching my sore nipples.  He was clearly too aroused to sleep.  I tried to ignore this hard dick and hard body next to me, to be a good boy and go to sleep.  But I could not help myself from rubbing back against him, pressing my rubber clad ass into his crotch.

I took some initiative turning over to face Keith so I could run by hands over his body, hoping to feel something through the mitts and careful not to rattle the chains between the handcuffs and ankle shackles too loudly.  My mouth, so relieved from the removal of the massive gag moments earlier, suddenly felt empty.  I felt an uncontrollable need to be filled, to taste Keith’s lips, or dick, or cum, or even his piss.  I kept imagining those moments running behind him and longing to lick the sweat off of his ass, even fantasizing about this hot runner using his sweat soaked shorts as a gag while he paddled and used my ass.  And while I was lost in this thought Keith broke the silence to ask what I was thinking.  I figured by this time I had nothing left to hide, no humility left, and I revealed that exact fantasy.  He laughed a bit, telling me he had no idea what a twisted whore I was.  And then he told me that tomorrow he could accommodate that fantasy after a run, but “How about a piss soaked Speedo for now?”

Before I could answer, Keith jumped out of bed and headed for the bathroom, returning a couple of minutes later to shove his wet bathing suit in my mouth.  He pushed it all of the way in and wrapped my head with some rubber tape to hold the piss soaked nylon in place.  “Now let me see what I can do about a paddle…”  Tyler must have heard the noise from this bedroom, as I heard him come in to investigate.  I heard Keith relaying my fantasy to Tyler and the two of them laughing about how I could not get enough abuse for one night.  “Well if he wants to be paddled, let him have it!  Make it count, because you woke me up for this show.”

I bit into the warm wet salty cloth in my mouth hard as Keith went to work on my ass.  He positioned me standing and bent over the bed while Tyler pinned down my neck and arms.  First he paddled over the shorts before Tyler suggested he remove them for better contact.  The shorts’ padlocks came off and they were pulled down to my ankles exposing my ass for the full force of the paddle.  They switched places as Tyler declared it was his turn to “fuck this ass.”  I felt his lubed up dick slide in and big balls smack against mine as he aggressively pounded my ass.  My head pinned down, all I could do was thrust back towards Tyler as he pushed deeper and deeper inside.  After this relentless pounding he pulled out and shot his load across my bare back.  He then unwrapped the tape holding Keith’s suit in my mouth, removed it to wipe the cum from my back, and shoved it back into my mouth to “suck clean” as he reapplied the tape.

Next it was Keith’s turn to cum, but he didn’t want to just fuck me as I lay there.

“Let’s get him into your sleep sack, and I will fuck him just before closing it up for the night.”