This is another true party story from about a year and a half ago.
A long term play buddy of mine on the Upper West Side had started using his large floor-thru apartment near Columbia University as almost a full-time party location and meeting place. Additionally as time went by, he began to also help guys find the potions and combinations that enhanced and ramped up their sex experiences.
My buddy Jack was a shorter white guy, with a steel grey buzzcut and goatee - he was around 60, but kept a very muscular body with just a bit of belly - he had a nice cock and a beautiful ass. He still liked to play himself, but sometimes was so busy setting things up and dealing with the guys who came simply for favors that sometimes he could not have the sex sessions he planned... and someone else might benefit from what he'd set up for himself. That's what happened to me that fateful Friday.
So one summer friday, responding to an invitation for a play session he'd set up with me the day prior, I headed to his place and arrived around 5pm. Jack figured we'd play a bit early, he'd break for a while to take care of those arriving in the early evening for favors, then begin playing again when he was through - while I could continue with any other guys who happened to be staying for his evening play party. When I got there, he was already mostly naked with some leather, so I also got out my harness, metal cockrings, armbands and the like and pulled on a jock-strap until things really got started.
He had two adjoining rooms, the smaller had a daybed type affair and his computer desk the other larger room a very big bed and most of the porn screens. We sat by his desk, puffing on a huge glass bong and shotgunning while we chatted and he let me know some of what was going on that evening to come. He also gave me a vitamin "v", and I started getting hard watching porn over his shoulder as we chatted and puffed up. I needed to piss after a bit (and as we were not yet playing, I didn't think there'd be any issue with me getting rid of a bit) and he said to just make sure I knocked before going into the bathroom as there was someone showering and cleaning up in there. He also told me to take my time as he still had a few IM's and E-mails to respond to before he could take a break. Cool, I thought, I can wait outside if they're shy and show-off if a bit if they are not.
Headed to the bathroom on the other end of the apartment - down a LONG corridor past the front door, then through the living room, into the kitchen and then to the bathroom which adjoined the third bedroom located all the way to the rear of this long narrow apartment. I knocked on the closed bathroom door, and heard a familiar voice ask who it was... I called out my name through the door and heard "just a minute, then I'll open up..."
While I was waiting, the door to the bedroom opened and Derrick, the guy renting that room from Jack, opened the door naked with a bong in one hand and torch in the other. Derrick was a wiry very white guy with a ripped body, lots of ink and a damn big cock. He was also a very popular DJ and party organizer, and also an escort. "I heard it was you out here, and I wanted to talk to you a second... here" he said, handing me the bong and using the torch to melt the T. As I was shotgunning him, the door to the bathroom opened and he hustled me inside.
The occupant was Craig, a 20-something African American guy with a soccer player type body and nice size cock. He was from the same part of the south Jack was from. Craig was a nursing student, and was staying with Jack partly as delivery man, partly as assistant, and partly as fuck buddy.
I took my piss as we three shared shotgun hits from the bong. Derrick told me he was glad I was there, because he had set up something for the evening that was really special for Jack, fulfilling a fantasy that Jack had been wanting to try for many years. He was glad I was there because he himself could not stay long (escort clients, you know) and Craig would likely be in-and-out, so Derrick was pleased that there'd be someone with real control there who could make sure the scene didn't get out of hand.
Had to admit I was damn curious at that. While Craig pulled out some Testosterone Gel (this was just before they started making an issue about them) and started rubbing some into my muscles and his own, Derrick continued, telling us he had set up a gang bang for the evening with three EXTREMELY hung black top guys. All claimed also to be straight but just liked a walk on the wild side occasionally, especially when lots of party favors were involved.
We all took a few more hits off the pipe while we each took turns giving each of the other guys a quick suck and a quick rimjob. We didn't want to leave Jack alone for too long, and Derrick was "working" in a short time, so he headed back to his bedroom while Craig and I went forward to Jack's two adjoining rooms in the front of the apartment.
Jack and Craig and I got onto the daybed and sex play got started. All three of us are vers, with both Craig and I leaning more to top and Jack more to bottom. Still in our first round, we totally round robin-ed with each of us sucking and rimming each of the other two, each of us getting fucked by the other two and each of us fucking the other two. A very nice start to the evening, let me tell you...
We took a break as John had guys coming very shortly for party favors and Craig was going to need to get things ready for a delivery run. I kicked back watching porn and we puffed the pipe some and a few guys came through... some heading right back out, others hanging a bit to see if they'd be invited to hang for a bit and get into the scene.
After a bit, Derrick came into the room with some guys behind him. Derrick announced that Jack's "birthday present" from him was here, and Jack looked like a kid in a candy shop. One guy, Alastair, was a lean lighter skinned Jamaican guy with dreads and a goatee and appeared to be in his 40s; Pierre was a shorter darker Haitian guy who was neither toned nor flabby but was smooth all over and could have been anywhere from 30 to 50; finally there was Alex who was early 20s, very nicely muscular and looked like the All-American College Jock type. And as they stripped down, they all had cocks that were pretty damn big while soft...
The guys were given a nice big baggie from Jack along with some vitamin-v. We sat around watching the porn and hitting the pipe hard. At first Alastair and Pierre were really quiet, and I guess to some people a bit menacing. Two of the guys who'd hung around slipped out quietly, while I noticed that the next few of Jack's arrivals didn't even bother staying for more than a puff or two. The three guys prepared points for themselves and the rest of us puffed on the pipe. Craig passed around drinks with G and the guys started to mellow a bit. We were down to the three of them, plus me and Jack, Craig and Derrick - who each would be leaving shortly - and a string bean of a white middle-aged top named Jimmy and a cute Hispanic twink, Rico.
The three "friends" of Derrick's started to get hard, and holy shit! I've been a player since I was a teenager, and these were some of the biggest cocks I'd encountered in all that time - almost impossible that three of that size were in the room at the same time. Alex, who did some porn occasionally, had a beauty of 9-incher, and Pierre a slightly longer, and somewhat fatter battering ram that had to be 10 inches. Then there was Alastair. He was slowly fisting a cock that seemed impossibly long - someone whispered "how big IS that thing?". Alastair rather smugly replied "Thirteen inches" to which Jimmy responded "No way."
As proof, Alastair pulled from his bag a goddamn TAPE MEASURE to prove it - said he got tired of people not believing him. Sure enough, it was past 12 1/2 inches long - officially making it the second longest cock I'd ever personally encountered. "Satisfied?" he growled at Jimmy, who looked a bit scared. All three seemed to be getting impatient with waiting for Jack to finish up though when Rico tried to go down on one of them he was pushed away. Jimmy and Rico retreated to the daybed behind Jack's computer and started to fuck around. It was also becoming obvious that Jack was VERY upset about some message he was getting on his phone and he started to curse under his breath. The three guys looked a bit pissed and started whispering stuff to Derrick and then Craig who moved over to them to see what was going on. Craig went back and forth from them to Jack. Finally, Craig and Derrick came over to me and began to talk in a hushed tone, while Jack spoke to the other guys.
Seems Jack was going to have to go out because he was having some problem with a supplier that frankly I didn't need or care to know any more about. He was taking Craig with him. Derrick was heading to paying clients shortly. So I was left to hold down the fort and make sure nothing went wrong and was given a set of keys to the various cabinets. "And there's something else," Derrick mumbled.
It seems his three pals were tired of waiting and wanted to fuck NOW. Jimmy was a top only, and was clearly showing signs of avoiding them at all costs, and they were very much NOT into Rico, whom they found too feminine and girly (odd, for straight guys, I thought, but whatever...). "That leaves YOU," Craig finished for Derrick.
Shocked I looked at them like they were crazy. "You want ME to bottom for three of the biggest cocks on the island of Manhattan?" They both nodded. "You HAVE to, or its not gonna be pretty real soon" whispered Derrick. "But don't worry, we can help make it easier."
See here's the thing. Yes I do like to bottom, and in fact had griped a few times lately that I wasn't getting any bottom time at the last few get-togethers I was at, but really... I could think of 10 friends off the top of my head who would pay a huge amount to be gang-fucked by 3 super-hung black men, but being the subject of ANY gangbang had never been a fantasy of mine. And any of my fuckbuddies can tell you that although my hole is rather talented when it comes to muscle control, I am tight, and usually take a bit of time to warm into being fucked.
Craig got me some G and some K and tossed a sprayer of Maximum Impact on the bed we'd be playing on. The three guys got the points they'd prepared earlier out, and Derrick pulled a tourniquet around my bicep and swabbed my arm. Jack and Craig slipped out quietly, and Jimmy and Rico paused in their play to watch as the three guys administered themselves and Derrick did me. There were several coughs and as I held my arm over my head, Derrick whispered "good luck" and headed out.
I was pulled over to the bed and my ride began. On my knees in front of them as the sat all on one side, I sucked on each of those huge cocks - I could deep throat Alex, and Pierre barely, but I could not get Alastair all the way no matter what. I got to rim Alex for a bit and then they pulled me up on the bed and onto all fours. The maximum impact was sprayed on a cloth and I took a huge suck on that blessed cloth.
Alastair and Pierre knelt in front of me while my mouth went back and forth between two dicks and two sets of balls. Alex climbed up behind me and I was astonished to feel his tongue give me a rimjob! Then the cloth was shoved under my nose and Alex started to sink his missile into my hole.
Thank goodness for all of the chemical assistance, as I was able to take him in with far less trouble than normal. There was a bit of pain at first, and an uncomfortable feeling that lasted even longer but I wasn't in agony or anything. Rico, fascinated by all this came over with the bong, and held it for me to take some huge hits and blow them out on the two cocks I was sucking. After that, I settled into pure pleasure from Alex's fucking.
Pierre's foray into my hole was a bit more difficult and he was far from the best top I'd ever had, but I was one of the first male holes he'd ever fucked supposedly, though he had received many blowjobs from guys over the years.
Eventually it was Alastair's turn. I booty bumped before he began, along with many more hits on the pipe and more Maximum Impact. And amazingly, it was astonishingly good. He was narrower than Pierre, which helped a lot, and he also seemed to know his way around a man's hole. We continued to fuck and suck for hours, with Alex sitting his gorgeous ass on my face a couple of times when I was getting fucked on my back, and even giving me a little sucking action on MY cock every now and then. His buds did raise their eyebrows a bit when he did that. I also gave Pierre his first rimjob ever, though I could not convince Alastair to allow me to do the same thing.
Jack and Craig eventually returned and things broke up. I wound up driving Alex back to his place in Spanish Harlem, and going inside with him. We smoked some more bowls and his cousin arrived during and got high with us - this teenager from North Carolina got quite an education that night, as I wound up sucking and rimming him, getting fucked by him, and briefly allowing the two of them to DP me. Unfortunately, that pushed things a bit too far for my overworked hole and I had to call it quits and head home. My butt was pretty wrecked for about two weeks. I certainly wouldn't have sought this situation out, and I'm not sure I'd ever want to repeat, but I'm glad I experienced something like that at least ONCE in my life.
I have actually hooked up with Alex a few more times, and I'm close to convincing him to let me fuck him!
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