Well, there have been instances where I've been at a bathhouse or sex party and been fucked by nine to ten guys in one visit, but the most memorable gang bang I've experienced was some six years ago, the first time I agreed to be an anon cum dump for a voyeur.
The voyeur in question was a cute Russian guy in Brooklyn, New York, in whose apartment I was staying at via Airbnb. He realised that I was predominantly a shy guy and took time to open up, so he suggested that I let him arrange a gang bang with the choicest of his horny top friends who he would invite over on a Saturday evening, letting me know I wouldn't have to be a part of any awkward introductory conversations or chit chat. All I had to do was to clean up, take a shower, blindfold myself and be on all fours inside the bedroom. As I don't drink nor smoke he suggested I sniff on poppers, suggesting they would help me relax. I took a whiff one night before the gangbang and felt a warm rush taking me over for a few minutes which I quite enjoyed.
So ... the evening was planned. He didn't tell me who was coming, how many guys, let alone what the guys looked like. Nothing. He simply asked that I trust him, and I did.
At 6:30 P.M. on the designated Saturday evening, I took a shower, and afterwards moved into the bedroom where I lay on the bed. I purposely left the bedroom door slightly ajar. Around 6:40 I heard the doorbell ring and the voyeur buzzed someone into the building, stepping into the bedroom to tell me to be ready. I put on the blindfold and got on all fours. My heart was beating fast as I was super excited and extremely nervous. I heard a couple of voices including that of the voyeur. The wooden floor boards creaked as an unknown number of guys entered the bedroom.
A couple of hands started feeling up my body, one exploring my ass and teasing my rosebud hole. One of the men exclaimed "Ooooooh. so tight."
Another voice advised "Don't be afraid, boy. You'll have a good time."
As I heard the quiet rustle of clothing being removed and the muffled clang of belt buckles, the voyeur whispered into my ear "Don't worry, but unclench when the guys enter your ass." He even assisted me in taking a huff of poppers by shutting one nostril of mine and offered my a whiff of poppers. Again I felt that (now familiar) warm rush. "Good boy, open up and take in these meaty monsters. I'll keep making you sniff on poppers and sip on water every now and then," he recommended.
I nodded in agreement as several fingers lubed my hole, and for better or worse, before I could totally take in the sensation of my hole being caressed by those thick fingers, I felt a salty thick sausage-like cock rubbing on my lips. I took it in.
The cock was, I think, a nice seven incher. In any event I could easily deep-throat it, although when he began ramming his cock into my mouth I braced myself against the guy's beefy thighs. Meanwhile, as all of this was happening, I felt a big cock enter my ass - slowly and patiently. While the poppers were wearing off, still I fully enjoyed the sensation of being stuffed simultaneously from both ends. About that same time, while I am not sure I heard the doorbell ring again, but I was definitely aware when I heard a couple of new voices. The guy who was fucking me took this opportunity to announce "I don't wanna come so soon," withdrawing his cock from my ass. However the cock in my mouth blew a nice warm load into my throat. As I swallowed the load, enjoying the taste, the guy I had just blown patted my head saying "You are so good boy." Undoubtedly as intended, I felt confident and appreciated. I was also excited at the prospects of what was to come.
The voyeur/host came around to provide me with poppers and just as I inhaled a HUGE cock plunged into my hole. I screamed and in the upset the bottle of poppers was accidentally dumped on the bed, so we were surrounded in a cloud of popper vapors.
"Don't worry, man, just relax and enjoy the new cock inside your hole," my host advised, with several other voices offering similar suggestions. A hand on my head slowly positioned my face so I was immersed in the popper-soaked mattress. I took a huge sniff. Fuck, I didn't realise how strong and hard that big sniff would hit me.
After that the whole evening was somewhat of a blur. Cock after cock entered and pounded my ass and / or my mouth. One after the next. An hour into the session the voyeur asked me if I wanted a break. I replyed saying I needed to piss. One of the guys in the room remarked "You don't actually need to piss, it's just a phantom sensation because so many of our cocks have been hitting onto your bladder."
Still I asked for a break and one of the guys held my hand, walking me (blindfolded) to the bathroom, telling me to knock on the door when I was ready to rejoin them, and one of the guys would guide me back. He also recommended I drink more water. As soon as he shut the door, I took off the blindfold. The light made my head spin a bit. I sat down on the toilet, feeling cum dripping down my leg. I cleaned up a bit, took in a few deep breaths and looked at myself in the mirror. I had hickies all over my neck and chest and arms although I honestly didn't recall any of the guys sucking and chewing on my nipples. Speaking of my tits, they looked like a sexy sea of red marks. A broad smile born of being very pleased with myself crossed my face.
Getting to the task at hand, I quickly washed my face, re-doned the blindfold, and gave the signal I was ready. In the few seconds that passed before the door opened the doorbell sounded. A new group of guys had presumably arrived, ready to stretch my hole. When the door opened the voyeur asked "You ready?" as he took my hand and led me back into the bedroom. A new voice spoke-up, apparently that of the new arrival, who also apparently needed to use the loo.
"Whoa! This boy is cute. I need to fuck him up."
He pinched my nipples which caused me to squeal. He laughed in his sexy deep base voice and kissed me. In that quick kiss I could taste the cigarettes and alcohol on his breath. The voyeur host snickered as he pulled me away towards the bed. The new guy smacked my ass as I stepped away from him, apparently his mark of approval.
Once back to the bed I got on all fours. Someone's cock promptly entered my mouth, but after a few strokes withdrew, as if it had been asked to take a pause. I realised the host wanted me to sniff a new bottle of poppers one of the guys had provided. A few sniffs, and I was back to sucking the latest cock. The deep voiced new guy came to the bedroom and greeted the other fellows. I am not sure how many guys were in the room at this point but I heard at least five voices, one of which was the host. The new guy was an Alpha Male who openly declared he wanted me all to himself for a few minutes, although he graciously invited the other guys to watch.
The guy I was sucking withdrew from my mouth, whereupon the Alpha Male turned me around, instructing me to lay on my back. To my surprise the Alpha Male opened by sucking on my nipples like he was milking them. This drove me insane. He followed-up by passionately kissing me. Again I tasted more of the cigerette / alcohol combination. Now the Alpha Male was on top of me, his big, hairy, bulky body holding me in position. I loved being submissive to him. Placing my legs on his shoulders his cock violently and without any foreplay entered me violently. Now, I'd cleaned up the lube and loads from earlier, so my ass might have been a bit dry, and to be sure, my ass was sore, so although the Alpha Male had a cock was probably a seven incher, it stung like a nine incher.
As I screamed and instinctively tried to push him out, but the Alpha Male snapped an instruction to another guy to control my arms. Now my arms were being held immobile above my head. Mercifully the Alpha Male considerately paused in pounding my ass, instead licking my nipples, his cock still lodged in my hole, effectively calming me down as my ass adjusted to his cock. Within a minute or two my ass muscles had relaxed, and, his cock still deep in my hole, the Alpha Male invited the other guys to join in. My arms were released and we got back to business. Once again, I sniffed on the poppers like my life depended on it. I felt both a major rush and an incipient headache. My mouth was also quite worn-out as I had been deep-throating almost non-stop since the first guy.
At some point I found myself back in doggie position, having taken load after load from at least four guys.
Approaching complete exhaustion I announced "Hey, guys, I'm really out steam. Can we stop?"
The deep-voiced Alpha Male, however, wasn't having it, and enticed me by caressing my whole body and suggesting "Let's do one last thing. How about a DP?"
I was too tired and honestly intimidated by the prospects of trying to take two cocks in my ass simultaneously, so I took a deep breath and answered "Would you mind if we tried that another time?" The guys were super sweet about it, and recommended I rest while they all cleaned up. The voyeur offered to escort me to the bathroom, but I declined, and lay back, promptly falling asleep. Sometime later I awoke and, removing the blindfold, saw I was alone. I could, however, hear voices in the hallway. A glance at my phone told me it was 11:00 P.M. Texting the voyeur I asked if I could come out.
"No, I'm coming in," he replied, adding "please put on the blindfold if you're not wearing it." I complied, and seconds later he entered the room explaining they had checked on me a couple of times, and as I was sleeping peacefully they thought they would let me rest a bit.
"How long was I out?"
"About half an hour," he answered.
That meant the gang bang had been going on for four hours.
"Hey, look, all but three of the guys have left, but we've ordered pizzas. Why not get a shower and afterwards join us for a bit?"
Pizza sounded really good. I showered, dried-off and stepped out to the hallway. Three burly black Brooklyn guys were seated with the rather puny-looking Russian voyeur host. All four guys gave me a comfortable smile, and welcomed me. One of the guys asked "How's that ass feeling, boy?"
I recognised the deep voice of the Alpha Male. I smiled, and may well have actually blushed. We enjoyed the pizza and, as I washed my face and hands one of the two Brooklyn guys left, leaving the Alpha Male, another black guy, and the Russian, all of whom were sipping on a beer.
The Russian then asked the question for which, I think, everyone was waiting: "Would you like to go for another round with these two?"
My only question was "Do we have more poppers?"
All three guys smiled.
"Give me two minutes and I'll see you in the bedroom. No, I'll feel you in the bedroom.
P. S. - According to my host, the total number of guys who opened my hole that evening: 11 .