Unexpected encounters

I was on my way back home after a camping trip. It was late and I was dog tired and pulled into a rest stop to sleep. The next morning while driving into the Bay Area on I-680, I was in bumper to bumper traffic and noticed a guy in the car next to my truck smiling at me. I smiled back and for a couple of miles we went back and forth with smiles, licking our lips and him grabbing his bulge. He rolled down his window and asked if I wanted to follow him home, I said "HELL YEAH". As soon as we got inside, we had our clothes on the floor and he bent me over his bed, slide his dick inside my tight ass and slowly fucked me GOOD and DEEP for a LONG TIME. One of the best morning fucks I've ever had ;)

Craig
 
Once when driving back from college, I stopped at a really busy rest area around lunchtime and pissed in a stall. As I was shaking it, a tall Black man dressed in a suit and tie peered over the divider from the next stall and glanced down at my cock. He looked like a sexy dark-skinned basketball player with a shaved head and a handsome, knowing face.

I realized immediately that he wanted to blow my cock and get blown (he had that approving twinkle in his eye), so I went and washed my hands and waited at the sinks for all backs at the urinals to be toward me, all stall doors to be closed, and no one walking into the restroom. I quickly went over to the curious guy's stall, pushed it open quietly, and stood there while he sampled me. (It didn't take long, even though guys were walking in and out; the taboo of having sex in near-public was enough to get me off.) Then we traded positions, me sitting down and sampling him.

I almost couldn't get my mouth over his circumcised cockhead, but when I did, I soon realized that all I needed to do was use my tongue and lips to give him some amazing sensations, judging from the expressions on his face and the trembling of his legs.

He filled my mouth full when he came, with a pleasantly nutty (no pun intended! ;)) flavor (he whispered under cover of another guy washing his hands that he was a vegetarian, when I asked why he was so tasty). He had to sponge the sweat off his face before he left the stall.

Fortunately, we weren't caught, but MAN my adrenaline was high as hell while we were in that stall together--and afterward, when I left.

NCbear (who took chances when much younger that I definitely wouldn't take today; I've got too much to lose)
 
Ok, I've got two that will fit in this category. Hope you enjoy them as much as I do thinking about them!

Quick backstory - I worked for a summer as a valet at a hotel. As the summer went on, I went on third shifts, where instead of being outside at a valet booth, I was stationed in the front office overnight, and would come out when the bell rang.

So, I was outside one afternoon, and dude pulls up in his car. Really hot guy - Latin, probably 5'6" (I'm 6'3"), and I could tell from his tight shirt and jeans he had a killer body. Do the thing, get his keys, smiling and catching his eye the whole time. He smiled back at me knowingly - and his accent was making me weak. He gets his bags, takes off into the hotel.

Sometime later, he comes back down, in a different shirt that shows off his body even nicer. His jeans were filled out nicely as well. He needs something out of his car, and says he doesn't need me to bring it around, if I can just walk him to it. Cue accepted! My other valet was there, so I follow him to the parking garage, staring at the most perfect ass on this guy. He turns to look at me, catches me looking, and smiles. He asks if we should take the stairs (an outdoor, covered stair that was pretty secluded), and I said absolutely. We get about six flights up, and he stops and turns to me.

He says "Hi" in his sexy latin voice, and started adjusting himself. We make a bit of small talk as I'm growing in my shorts, quite noticeably. He's in town to judge a dance competition - hence the killer body, which I made mention of. I should mention at this point that I was still REALLY new to hooking up, and was quite nervous. He sensed this and offered to let me undo his button down shirt. I do so, as he's rubbing through his jeans - his cock was quite hard at this point. I rub his smooth chest with my hands and tweak his nipples just a bit, and he lets out a coo. We're both clearly hot at this point, and I have to adjust myself.

He says, "Let me see" and puts a hand around my waist. I undo my belt and shorts as he swoops one hand and unbuttons his jeans. He's gone commando - looking back, I think he did it for me (thus cementing my love for guys commando), and pulls out and easy 8.5 inch hard rock. Uncut, beautifully tan, and I can see thong tanlines. I ask about them as I'm stroking his cock, and he says he's from Miami. He starts leaking a bit of precum as I'm stroking both of our cocks...and asks me if I want to take a taste. Of course I did.

I get down on my knees, and sensing I was still new to this, he gently fucked my mouth until he was sure I was comfortable, then started pumping a bit harder. Gagging on his cock, he blew his load down my throat. I had one hand on his firm ass, the other jacking my own cock, and I came in the stairwell.

I got up, and he gave me a sloppy kiss, taking some of his cum back from me. We smiled and made some more small talk as we went back to the front of the hotel. We didn't get to meet again, but I often think about it, even though it was more than 10 years ago.

That wasn't the only encounter I had at the hotel, nor the hottest...
 
I was pretty naive at the time.

At 19, I had joined the army and wound up in Ft. Bliss Texas. As a private, you were in a squad room with 8 to 10 other guys, so no privacy. Being young and horny this presented a problem, while I'm sure everyone had the same problem the last thing you wanted was to be the guy caught jacking off. Just outside the front gate were bars, and I'd strike out with women. Strip clubs, I'd give all my money away to the women and a couple x-rated movie theaters. We had an x-rated theater back home but I'd never gone in, so I decided to check it out.

I loved watching the porn but didn't know what to do about my raging hard-on, I was too nervous to look around to see what everyone else was doing. After a while, I started slowly rubbing my cock through my jeans and it didn't take long and I shot a huge load in my pants, this was great! I'll be here every weekend I thought. Next time I went, I had the same plan, relax, enjoy the movie, get good and horny and rub my cock through my pants. Had a couple guys sit near me so I had to stop rubbing on and off but in the end great orgasm again.

Next couple times went about the same, guys sitting by me would cause me to wait or move. I was young, from a small town and had no idea what was going on. This time I just couldn't get off, too many distractions, frustrated I left. As soon as I got to the street, a guy my age pulls up and asks if I need a lift. Not thinking anything of it, I said sure and hopped in. By the haircut, he assumed I was heading for the main gate and I said yes.

A little small talk and he asks if I want to fool around. This caught me by surprise and I initially said no, but my still hard cock was telling me to say yes. I had been sucking a friend’s cock before joining the army and enjoyed it, a lot. But had never given any thought to doing it with anyone else. As we got to the front gate, I told him I had changed my mind and wanted to. “Great” he said and off we go. He drives for a while and pulls over on the side of the street, shuts the car off and reaches over and starts rubbing my cock, felt great having someone else rubbing my cock. He unbuttons and unzips me and pulls my cock out and starts sucking my cock.

After a couple minutes, he stops, sits up and pulls his cock out and leans back. It must be my turn. I was horny as hell and grabbed his cock and started stroking it, remembering how much I liked the felling of a hard cock. I leaned over and started licking his cock then took it in my mouth, that magical feeling of so hard and so soft at the same time, I hadn't realized how much I missed it. Just as I was really getting into it, he pulled his cock out of my mouth and said we needed to go. So off we go, while he was driving, I leaned over and started sucking his cock again but he kept saying I had to stop or he'd cum too soon. My thoughts were go ahead, we can just start over.

We pull up to a house, he tells me to wait here while he goes in. A couple minutes later, he comes back out mumbling something about it won't work. Off we go again and pull up to another house. The lights are on. Again, he says it won't work. Next house, he goes in and a couple minutes later, he comes back out and he says come on in. He keeps all the lights off and kneels in front of me, pulls my cock out and starts sucking it, man it feels great. I undress while he's sucking my cock and work my way to laying on the floor. He starts undressing and I get to suck his cock for a while then we trade off back and forth. It wasn't long and I can feel my cock really throbbing and I tell him I'm going to cum and he quickens the pace and I blow my load. While I'm cumming in his mouth, I can feel it spilling out of his mouth onto my belly. Right after I’m done, he jumps up and says he'll get a washcloth to clean up. He comes back with a warm washcloth which feels great, I'm laying on the floor relaxing when he comes back and straddles my chest and leans forward so I can suck his cock. He's really hard and leaking precum like crazy and after just a couple minutes, he tells me he's going to cum, what do I want to do? I always swallowed my buddy when I sucked his cock and enjoyed it so of course I'm going to have him cum in my mouth, so I just kept sucking his cock. Soon his cock was throbbing and he started pumping a huge load in my mouth, it must have been good for him too as he was grunting non-stop. After he finished cumming, he laid down next to me and my head was spinning over what had just happened. We had laid there literally only for a couple minutes and he jumped up and said we have to go, this is his bothers house and we need to get out before he gets home. I was disappointed, I had hopes we could start over after a short rest. When we got back to the front gate, he asked if I wanted his phone number, which took, we left for maneuver a couple days later and I lost his phone number. I tried the x-rated movie theater a couple times but never found him again, too bad, nice guy and a great cock.
 
Few days ago I was walking home at night (around 11 pm) when I made eye contact with a guy passing on the same sidewalk.
After we passed each other, we both turned to look at each other.
We stopped, he grabbed his bulge, I grabbed mine... few words and in less than a minute we were in a dark alley, pants down, kissing roughly and stroking our cocks. We unloaded our balls, said goodbye and leave.
 
nothing became of the encounter. I posted the story on another thread . I think "Missed Opportunities". I had stopped by Wally world on my way home from work. I clock out a 3am. As i was walking across the parking lot ,. A tall blond curly head guy ask me for a ride . Which i did. He gets in my car , we make small talk. The the next thing i know he is pulling his cock out and playing with it. i did not pay attention to what he was wearing. But it turned out it was sweat pants . He possess a nice looking cock . But i was in no mood to play.