It really was an amazing thing.
Sure, I had played around with a lot of hard young urban studs (boy candy) in my younger days, but here I was, thirty-two years old, and happily married for five years, when this young sprite of a boy gives me "the look."
I was downtown one afternoon looking in specialty stores for the perfect Xmas present for my petite but sexually aggressive wife, and was just finishing up at a really hot lingerie store, the kind with plenty of novelties and toys. As I was putting the silver thong (for me), silky black panties (for her), a leather cock ring and a bottle of poppers on the counter, I noticed another male customer giving me the eye.
Actually, I noticed him because he was so cute. Early twenties, slim build, about 5'8". Topped with a medium length mop of light brown locks that just crested his forehead and ears. The heavy winter coat covered up a lot, but I knew what was inside--- a slim young stud with raging hormones, just like I was a few years ago.
It didn't hurt that the store, and its erotic goods and displays, had every customer, including me, a little more stimulated than usual. He stared from across the store, where he was standing in front of the men's section, a crotch mannequin with a black leather bikini just over his shoulder. The mannequin's bulging sack was not meant as a passive display.
I figured his gaydar might have went off because my eyes were burning through the layers of his winter clothes to imagine my long-ago nights with guys just like him. When our eyes met, he gave me a lurid smile as if he knew just what was going through my mind---"the look" that acknowledges a shared interest in a possible sexual encounter.
But his look didn't lead to anything, and I completed my checkout; I guess he figured I was just one of those married guys enjoying some eye candy.
He left at the same time I did though, holding the narrow door open so that I could rub past him. He smiled again as he followed me out, and said: "It looks like you've got a hot night ahead."
My obviously stuttered answer was positive enough to not scare him away, though. So he went on from just over my shoulder: "Bet you'll look really great in those black panties."
This suggestion was accompanied by a little smirk that invited comment.
This time, my response was a little less verbally coherent, conveyed more by my awkward grin than my words: "So, I guess you would be the stud with the thong?"
"Whatever," he said with a horny grin, and, after a little more small talk, and confirmation that I was a happily married suburbanite, sheepishly invited me to join him at his nearby apartment for a "no strings attached" encounter.
"I don't usually go in for street trade," he quipped as we walked the few blocks, "But my friend is away for a couple of days, and I've just been so horny lately. You look like the perfect "anonymous" friend to help me out without my friend finding out."
We entered the small apartment after walking up three flights of stairs where I followed behind, imagining the tight little ass under the coat, and fantasizing about his "friend," no doubt a hot young stud who kept his needs very well-met.
Inside the apartment, he hung up his coat on the coat rack, and invited me to do the same before moving into the tiny living room. I also left my bag of "treasures" in the pocket of my coat.
There was a picture in the hall of him and a really attractive young girl (probably his sister), but nothing else of a personal nature. The typical young person's cramped and sparsely furnished apartment.
As I entered the small living room, he approached me with a firm hug and a kiss that immediately became a tongue-wrestling event, as we groped each other while standing up.
He broke the kiss to retrieve my bag. As he returned, pretending to rummage in the small bag, he said, "Let's see what we have here," suggestively pulling out the silvery thong which he held up to his crotch, then the black silky panties which he jiggled in front of me. He also fished out the cock ring and the Popper bottle.
"Let's go in the bedroom so we can try this stuff out," he said, walking toward the small bedroom. He reached back to hand me the panties, saying," these should be pretty cute on you. "
Once we got into the room, he opened a drawer full of his "friend's" lingerie, and it was only then that I realized that this was not your ordinary flaming queen. He was, at best "bi" like me, with a girlfriend whose dresses and lingerie filled every available flat surface---just like my wife's stuff.
I thought about getting to know him better, maybe to make some small talk about our common interests, but he had already begun to strip down, removing his sweater and polo shirt, and starting to unbuckle his belt and slide his zipper down.
Here was a really fine young man, light brown toussled hair, medium to thin build and height, who was obviously looking for sex, not small talk. I remembered, too, that horny twenty-somethings were seldom into relationship building.
With his belt and jeans zipper down, he stopped long enough to close the blinds, giving us just the right amount of intimacy. Then he came back toward me, as I was starting to unbutton my shirt, and seductively approached me, eye-to-eye, and parted his loosened pants to expose a green nylon brief-covered lump growing inside.
I got my shirt off and belt unbuckled before we made contact, returning again to our lip-locked wrestling contest. This time, he focused on grinding his hard package against me, until, with his arms around my shoulders, he started to push me downward, along his smooth chest. And further down still until I was kneeling in front of his opened zipper, the purple cock head already sprouting past his waistband.
So, I reached in to the unzipped opening to explore what was bursting to get out. After placing the head of his medium-sized cut cock into my mouth, I used my hands to slide his jeans, then his briefs, down to his knees, and leaned him back on the bed, so I could get serious about licking his cock, while exposing the fine fur of his balls, and tight little ass. He was just laying back, looking at the ceiling, and sort of giggling with each wet lick of his balls^×probably dreaming about how his "friend" never hit just the right places that a man can.
I licked him all over for about twenty minutes while trying my best to wiggle out of my pants. By the time they came off, my cock was tenting my briefs, and his cock was just getting harder and harder, with giggles turning to manly grunts, and his cock forcing back deeper and deeper down my throat.
After all those years, I wasn't sure if I could manage a "deep throat" but when enough pre-cum and saliva oozed out as a lubricant, I felt the familiar "pop" as his head entered the pleasure zone, then gradually found a rhythm. And he was gasping with each pop.
The juicy drippings really made for a great massage oil as my hands reached everywhere, and probed his little rosebud.
Without his cock leaving my mouth we repositioned on the bed, with me laying backward, and him above force-fucking my mouth and throat to the familiar chants which he couldn't hold back: "Ohhh! Ahhh! Yesss! Suckkk Meee!" The image of his hips driving this thing into my throat was as unforgettable as the seet rod sliding down my throat.
My throat was just getting ready for a cum bathe, when he abruptly pulled out, rolled onto his side and reached down to rub my tented briefs. I guess he just didn't want it to end too soon.
Once we each caught our breathe, he started to pull my briefs down so I was looking forward to a 69, and his lips around my cock. But he pulled away, and said with a grin, "Let's get into our new clothes before we forget why we got together."
With that, he jumped up and pulled on the silvery thong until it stretched into place over his dripping meat. God, he was beautiful.
Then after a suggestive little dance which ended when he reached me, he slid my briefs down, and raised me off the bed to slide the silky black panties on. I rose, and we kissed and ground our silky crotches together for a few minutes before he abruptly turned away again---no doubt to flash his sweet ass.
I guess the look and feel of his partner's panties allowed him to transition to bisexuality. It was OK to play with crotch as long as it was wrapped in a girlish façade. He wasn't going to be groveling over a man's cock, but just as always, trying to get into a girl's panties.
There I was with a hard-on bursting in these super-smooth panties, watching in wonder as my thong-wrapped stud reached into a side table and pulled out his own toy collection---lubricant, condoms, poppers and a tight leather cock ring like the new one I had just bought.
When he returned, we ground ourselves together, with him feeling every inch of my satin-covered ass and crotch, and me just rubbing away at his exposed cheeks. Our asses were like handles we used to press our cocks closer and closer.
Almost sheepishly he broke to kneel and savor my pantied-covered cock and balls, licking and rubbing them through the silky fabric for several minutes, as if by so doing he could avoid actually being labeled a cock-sucker.
Still, my dripping rod did snake its way out of the flimsy restraints, and find its way into his mouth, where I knew he was savoring the pre-cum sliding around his juicy mouth. No more pretense that he was just trying to get into a girl's panties. He was sucking cock in the tentative but mystified way of an excited beginner.
Again, though, he broke away, and slid out of the thong. He snapped the cock-ring over his already firm rod, slipped on a condom, and made his way back to me, this time approaching from behind so that his firm prong was tightly pressed in my pantied furrow. He reached, too, for my raging tool, and as he rubbed it, said: " I like it best if you beg me to fuck you."
So, I wasted no time begging. "God, your hard cock feels so great between my ass-cheeks, but I think I need it all the way inside. Won't you fuck me hard, darling," I said as I wriggled my ass firmly against his prong. Finally, he pushed me forward over the bed with my knees still on the floor, and slid my panties down. Then came a wet hand, lubricated from his saliva, and smeared all over my crack and opening. At last, he leaned forward and I felt that slippery thing for the first time rubbing against the entrance to my rosebud, and teasing the opening.
Just as I was about to suggest some lubrication, he slid down and began to lick and finger my ass, slowly preparing me for the main event. His preparation was so delicate that I wasn't sure whether he thought he was trying to foreplay his petite girlfriend, or just fascinated by his first man fuck and what was coming next.
Finally, after five minutes of gentle teasing against my now more than ready asshole, he reached for the nightstand, and handed me the poppers, while beginning a really nice deep lube job with first one finger, and then two. I took a snort as I heard him lubing his rod again, and offered the same.
I was descending into the popper fog, just as I felt the head of his powerful cock start to part my ass lips---at last. He then pressed hard, and I was more than ready---we were each in our own orgasmic world as his cock fully entered me, but soon found ourselves united in a common hump session. Him trying to massage my prostrate as deeply as possible, while I squeezed his cock with my ass-lips, and rubbed his smooth ass, encouraging him to fuck me: "Harder, Deeper! Ohhhh, God!"
The transition from straight to bi was over. This grunting stud knew he was doing man-sex now---not a gentle ritual deflowering of his girlfriend. Grunt, grunt, fuck, fuck.
The cockring was tight enough to keep his rigid prong from squirting out until released, and I hoped, keep him going for long while. I squirmed and squeezed my asslips around his manhood as much as possible while he kept driving in and out. It sure seemed like hours.
Every now and again, he slowed his pace, and reached around for my cock, jerking me in rhythm to his slowly gyrating hips. Grinding my cock in and out of his strong grip created more sensations for his cock, now trapped in my clenching ass lips. I was sure from the surprised tone of his grunts and cries that he never got this much raw sexual satisfaction from any girlfriends.
Every few minutes, we slowed the desperate struggle to share another snort, and wait until the haze reached our groins. Sometimes, he would grind long and slow, all the way in and all the way out, while other times, he pistoned like a dog in heat, grunting away while I screamed for more. He was really getting a workout for his first time experience of full man-to-man sex.
Then, after what seemed like hours of ecstasy, he couldn't take it any more. After pulling out to the end of his stroke, he fumbled until the cock ring snapped. A few more humps and he was exploding into me. It was so hot feeling his desperate little post-cum humps as he tried to squirt the last drops out of his ball sac and into my ass.
Despite that my raging hard-on was trapped underneath, I lay silently as he paused motionless, trembling in post-orgasmic bliss. It didn't feel like his cock got any smaller, but it definitely receded from my ass, with his grunt echoing the sad "pop" as it slipped from the hole.
He fell in a rumple on top of me, kissing and licking my sweat-strewn neck and shoulders. Slowly, too, he snaked down, and I rolled on my side so he could get to my still-raging cock, sucking and licking it until it spurted a long-pent-up reward which he swallowed whole.
Laying side-by-side on the bed, I told him how great his fuck was, and how, after a lot of years of great hetero sex, it really rang my bell. He told me that his wife had been away for three days, but would be gone for two weeks looking after her grandmother. He'd messed around with some buddies before they got married but only done ljerk-off sessions, Since moving into town three months before, he had been itching to try a full-immersion in gay sex. And he really enjoyed it, too.
As we cuddled afterwards, and caressed each other's bodies, our cocks shortly became hard enough for a replay. This time, we tried a sixty-nine, and, from on-top, he experimented a little with "deep throating" but never perfected it. At the same time, I extending my licking from his balls, to start opening up his obviously still-virgin asshole.
You can always tell a virgin by the surprise in their moans. Each slurp, lick or finger prod produced feelings he never had before in erotic zones he never knew he had,
Before long, I had moved from gentle licking, to deep massaging, to tongue-fucking, interspersed with finger penetration---loosening him up for the real thing.. As he got more and more turned on by the new experience, he leaned back so that he could press his ass closer into my tongue, gyrating around on it while he played with his hard-cock.
After I knew he was beyond the point-of-no-return, I sat up and invited him to straddle my cock while we were face to face. I also awkwardly greased my cock and his hole, sliding one, then two, fingers in, until I was sure he was ready.
He crawled up to my lap, and reached down between our legs and took hold of my slippery cock, trying to align it at the entrance to his pucker, but mostly just sliding it around.
I offered him a nother snort from his bottle, knowing it would help cure any hesitations. When it hit, I leaned him forward just a bit, and gradually fit the head into the opening, waiting while he adjusted to the new sensation. In the meantime, we returned to kissing eye-to-eye, as I gradually began small motions until his rosebud could flower.
Eventually we settled into a rhythm between his tentative movements, and my more forceful ones, until, after about five minutes, and a few re-lubrications, he was open enough to really begin to enjoy his first man-to-man fuck. Five minutes later, he was really enjoying it, pushing downward, wriggling around, and cooing to each thrust and wiggle. Since we had already cum once, it was easy for me to enjoy this longer, slower fuck.
After a while though, it was time t o lay my sweat-soaked partner down and give him a royal ass-fucking like he had given me. Without breaking out of his ring, we re-arranged ourselves so he was on the bottom, with his legs pried wide open, and I began some really deep strokes. His cock had shriveled during the fuck, but, obviously, he found this position to be the perfect angle for a deep prostrate massage, and the new experience was driving him wild.
His clenching asshole was too much for me though, and I was only able to keep from cumming for another five minutes or so, ending, as he had, with a machine-gun like rhythm of really tight, hard thrusts.
After cumming with a shattering orgasm, I leaned forward to coo and kiss. I gradually softened, slipped out, and fell by his side, each in an exhausted heap. Soon though, I found his cock returned to hardness. I slipped the bottle under his nose, before descending for a really serious deep throat session, not stopping until, after watching him clench the sheets for a good ten minutes, his last spurts were dribbling down my throat.
Later, he made us some coffee, and suggested we get together again before his wife got home. We also fantasized together about maybe a three-some or foursome, but knew that our wives would never actually go for it, especially if we thought we could hook-up with each other during the event.
On his invitation, I spent a few more shopping trips downtown that week before his wife came home. I even bought him a thong of his own. Now that he was over the transition from "curious" to "experienced" he wanted to try everything, and then "practice" some more, so we did.
We have gotten together once in a while afterwards. Just for quick blow-jobs in the car. Nothing as pleasurable as our first fuck session.
Being young and downtown, I assume he is now exploring everything the neighborhood has to offer (whether his girlfriend knows it or not).