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Author's Note: This is a true story, re-told as accurately as my memory allows (and it's fairly recent, so the accuracy level is high). The names have been changed to protect the innocent, as well as all the people in the story.
TWO FOR ONE
I was in Minneapolis for business . . . on a weekend, which should have meant lots of guys with some free time and the same thing on their minds as me.
It was Saturday night.
I was done with work for the day.
I'd eaten.
I'd cleaned out.
I'd taken half a Cialis.
And I was in my hotel room, on my iphone, striking out again and again, feeling deeply frustrated with the hookup apps in general and the local boys in particular.
So I started browsing an escort app in parallel with the hookup apps. There were two ads that particularly interested me: one a classic muscle daddy top (if a "daddy" can be 30 years old) and the other a hunky versatile Latino. Both of them visiting from out of town, like me. No one else much caught my eye: either they weren't interesting to me physically, or their ad mentioned "partying", or it dwelt on a client's "generosity", or it demonstrated that the writer was either uninterested in or incapable of proofreading.
I mentally flipped a coin and sent a message to the muscle daddy (who was literally young enough to be my son, but let's not go there). He responded promptly and noted that he was only taking double bookings with his buddy. I asked who the buddy was . . . and it was the hunky Latino.
It's possible that I had had a drink with dinner . . . likely, even . . . and equally possible that being slightly tipsy lowered my inhibitions just a touch. I expressed interest and asked their rates and their whereabouts. He named a number, for the two of them, that I could just afford and could almost justify, and he named a hotel that was just around the corner from mine.
Fifteen minutes later I was face to face with Jonathan the muscle daddy in his hotel lobby. He was tall and well-muscled but not freakishly `roided. He had a longish, dirty blond beard that gave him the air of a hunky confederate soldier. His manner was friendly, and he had enough hair poking out of his collar for me to predict a wealth of body hair (the prediction proved accurate, though he kept it close trimmed). He was basically hotness personified.
Two minutes later I was in their room being introduced to hunky Bobby. He was also around 30, from Colombia, about my (average) height but half again my weight, all of it muscle. He had smooth, caramel-colored skin and a handsome round face framed by a tight black beard and black hair in a short cut. TOTALLY my type.
Two seconds later I was in a liplock with Jonathan and we were peeling off each other's clothes.
I felt another set of hands on me, helping my disrobe. I turned around to kiss Bobby, then bent down to take his big fat uncut dick in my mouth. I was still half dressed, but my knees were slightly bent and my soft round ass was sticking out invitingly. Jonathan accepted the invitation, and I found myself in a standing spitroast, with a long white cock sliding in and out of my hole and a big latin dick filling my mouth.
I pulled off the two of them, spun around, and took Bobby's fat dick up my ass (YES baby!) and Jonathan's long cock down my throat. It felt great at both ends, and I loved the idea of these two hot men enjoying my two holes at the same time.
After rotating through this spitroast a few more times, I found myself naked on the bed with Bobby's face buried in my butt. His cock followed, and he gave me a really hard pounding that had me moaning and breathing hard. He was stretching me out and reaching deep inside, and I just relaxed and let him pummel my guts. His hands roamed over me, grabbing my shoulders and then my hips, kneading my biceps and reaching around to pinch my tits as his cock did a number on my hole.
The next ten minutes were a non-stop kaleidoscope of rimming, sucking, and fucking as the two of them traded off, working over my ass and mouth as I sprawled on the bed in various positions. Finally I was lying on my back, legs in the air, with Jonathan's cock stroking my hole. Bobby straddled me and lowered his beautifully muscled bubble butt onto my face, grinding his hole against my lips. I licked and slurped and stuck my tongue in as deep as I could go. The taste of his ass got me rock hard.
I soon found myself lying on Bobby in a 69 position, his smooth chest and belly rubbing against mine. This put his upward-curving cock at exactly the right angle to go all the way down my throat. Despite its length and girth, I managed to swallow the entire thing, my lips pressed against the stubble of his shaved pubes, his fat cock stretching my throat obscenely, making me gag and wretch as I came off it. With my eyes watering and my nose running, I choked myself on his cock again and again before my throat needed a break.
Jonathan was leaning against the headboard, watching me choke myself on his buddy's dick. He made an offhand reference to the load that the guy before me had left in him, and in my brain a little railroad crossing sign that was floating over this head flipped from "TOP" to "VERSATILE". I crawled over to him, hoisted his legs in the air and started lapping at his ass, spearing my tongue into his hole, savoring the earthy flavor. I slid my cock in and gave him a delicious face to face fuck, lubricated by the loads that were already inside. It was so hot seeing him close his eyes and smile in pleasure as I plowed his hole. When I pulled out, Bobby licked the frothy cream of the previous guy's load off my cock.
I turned my attention back to Bobby's ass, eating it out at length as he moaned and muttered obscenities into the bedspread. I crawled on top of him and slid inside, loving the feel of his hot hole rubbing my dick and his firm cheeks pressing against my abdomen. As I gave him a deep and vigorous fuck, Jonathan continued to sit against the headboard, stroking his cock and getting more and more turned on by the show.
I pulled out of Bobby and crawled over to Jonathan, straddling him and impaling myself on his cock. I rode him happily, stroking my guts and enjoying the expressions on his face. After a bit I felt Bobby's warmth behind me. He slid a finger in next to Jonathan's cock, then another, stretching my hole open. Then he put the blunt head of his fat uncut cock next to his buddy's and pushed. I felt my hole opening up as a second big dick joined the first. It was a wonderfully intense stretch, and the idea that I was getting double turned me on as well. They rocked their cocks back and forth in alternating rhythm, rubbing them against each other and massaging my gut as I did my best to stay relaxed and open. The rubbing pushed Jonathan over the edge, and he shot his load inside me.
I licked both cocks clean and switched my attention back to Bobby's ass (which really was a Louvre-worthy work of art) as Jonathan recharged. I pounded him hard, face to face, his moans and grunts egging me on till I blew my load inside him. After I pulled out, Jonathan moved in to eat my cum out of Bobby's hole.
I guess watching us fuck had got Jonathan excited, because his tongue went from Bobby's ass to my mouth, and his dick went back inside my hole to fuck me again. And I guess him fucking me got me excited, because Jonathan was soon on all fours on the bed with my dick thrusting into his hot hole again.
I mentioned to Bobby that I love taking a fist (hint hint) and he greased up his hand and worked it into me. The lube wasn't the best for the job, and my hole was a little . . . worn . . . at this point, but I never say no to a hot guy's fist in my butt. He stroked my insides for a bit before I asked Jonathan if he wanted a go. His hand was big, a real muscle daddy paw, and his technique was over-reliant on forceful pushing, which made my hole clamp protectively shut. I gave him a little coaching, which he took with good grace, and with a slower, constant pressure and a little patience his big fist was soon buried in my gut. The stretch and fullness were super intense.
Bobby decided to stretch me even further (this may have been his idea, or I might have . . . perhaps . . . just maybe suggested it to him). He greased up his fat hooded dick and lay it on Jonathan's forearm and pushed it into the non-existent space between Jonathan's wrist and the lips of my tightly stretched hole. My ring expanded, and his thick morcilla popped inside. Bobby pushed in deeper and deeper, stretching my hole to an insane extent, till Jonathan could wrap his hand around his buddy's cock and stroke it. Inside me. It was so hot, and so intense, and so . . . too much . . . but in a wonderful way.
At that point my hole needed a rest . . . maybe . . . reluctantly . . . I guess . . . so the guys caught their breath as I buried my tongue in Bobby's perfect ass, licking and probing and tasting his delicious saltiness. I slid in a finger or two and massaged his insides, fingering and eating and eating and fingering his hole as he stroked his cock and got increasingly excited. Finally, he shot a huge load all over his tight belly as I stroked and stretched his insides with three fingers. My eyes were glued to his handsome face and I loved watching his mouth contort and his eyes scrunch up as he blew his load.
As I licked the cum off his smooth brown skin, Bobby confessed (almost apologetically) that when I'd first walked in the room he'd thought I looked so "proper" that he'd expected nothing more than plain vanilla sex. He said he was really surprised and happy that I threw myself into things with such enthusiasm and so little restraint. I told him that with two such sexy guys I wasn't about to hold back.
Technically, escorts are paid for their time, so I made a point of not overstaying my hour . . . by too much. As I dressed, I thanked them effusively for a fantastic time. We chatted pleasantly and kissed goodbye, and they thanked me for the best sex they'd had in a long weekend filled with sex. From most professionals I would interpret that as courteous exaggeration, but in this particular case I'm willing to take the compliment as literal truth.
I was there. I know what we did. It was a MEMORABLE hour.