For me it was that day years ago when I was married to my ex wife and we had just come home from a funeral. We were both in our large bathroom undressing. It was just the two of us in the house, the kids were in school at the time. Out of the silence she walked over, somber mood and all, unzipped my dress slacks, went to her knees and literally murdereded my cock sucking it. She was going at my cock like a whore and that's what made it so hot. She sucked me until I was about to bust, then I put her on the floor and gave her what she wanted, hard dick in her hungry pussy. It was one of the most memorable sexual encounters we ever had.

Spur of the moment are the hottest.

Was friends with a guy I knew from a national band that are this day a cult phenomenon. He invited me back stage on a big tour festival
We literally fucked and siucked in the hay. I loved how he spanked my ass!o

About four years ago I was working as a maintenance guy at a hotel. I was called up to one of the rooms for a minor lighting issue. I had to replace a bad light switch that only took a few minutes.
When I finished, the guest and I ended up making small talk for over a half-hour. He was a few years younger than me, good looking, and in town for a job interview.
For whatever reason we had hit it off immediately, and it was like we had known each other for years.
After I left his room I found myself thinking about him for most of the evening.
At about 11pm I was sent back up to his room for another lighting issue. When he answered the door he was wearing only a tee shirt and dark blue boxer-briefs. He invited me in and then apologized for calling me back, telling me that everything was okay with the lights but he just wanted to see me one more time before checking out in the morning.
It then became obvious to both of us where it was heading.
He brushed the back of his hand on my crotch, getting me instantly hard. In turn, I lightly cupped the bulge in his briefs.
I was nervous as hell and actually almost backed out, thinking I would lose my job if I was caught. Fortunately that notion quickly passed.
I asked him what he wanted and he asked me to go down on him. I motioned him over to one of the chairs and he pulled down his briefs, letting his rock hard cock spring free.
He sat down and I knelt between his legs. He had a beautiful cock - cut, 7 inches or so, nestled in a nice thick patch of dark brown pubes.
I went to work, kissing the tip and licking off some pre-cum, then kissing and licking my way up and down the shaft. He was moaning softly, tugging at my polo-style work shirt. I stopped mouthing his cock just long enough for him to pull my shirt off, then I went back to work licking, kissing and finally taking his cock in my mouth. His legs were spread wide and he ran his hands over my back, shoulders and hair as I worked his fantastic dick. He would take hold of my head with both hands, asking me to stay still while he fucked my mouth. It was a huge turn on for me, and judging by his moans it was for him as well.
I sucked him for several minutes, and when he finally came he shot a huge load in my mouth and I swallowed fast and hard to get it all. A few minutes later he jacked my cock while I was still kneeling, shooting a huge load of cum on his cock and stomach.
The whole encounter was over in about 25 or 30 minutes, but it was one of the hottest times I had ever experienced.
Before I left the room we exchanged emails and actually kept in touch for about a year after that.
He got a job in another state and I've often wondered what it would have been like if he had gotten a job here.

A few years ago I was cycling to a farmer’s market in the Grassmarket in Edinburgh. It was a warm Saturday summer’s day and I needed to pee. I stopped off at a multi storey car-park. I chained my bike up and went into the toilets there. Not exactly a cruising type of toilet. I had no expectation of anything and besides did not have much time.
There was a lad at the urinal and I could see he was stroking his cock. He looked young and I was a bit concerned it might be a set-up, either a mugging or something involving a police sting, but then I thought it unlikely they would do it in a car park toilet. He caught me looking at him and dropped his gaze to his cock then looked at me again. I knew he wanted me to play with him
Even so I intended to walk away as I was in a hurry. But as I washed my hands I was thinking he would probably cum lots being young and I was sure his cock would taste nice. My urges got the better of me and I thought no harm in giving him a quick wank. I began to wank him and noticed he was trembling with excitement. I so wanted to watch him shoot his load but I also wanted to suck him too and taste his cum. I got to my knees. He was wearing white briefs. His cock was beautiful. About 7” and quite thick for a young lad. It smelled so fresh. I eased his foreskin back to see a lovely pink head with a dewdrop of pre-cum. His pubic hair was soft and dark. I cupped and kissed his tight balls, ran my tongue up the length of his shift and licked the pre-cum from his cock, savouring the taste. Just as I was about to take him in mouth he groaned, his cock started to jerk and he spurted a stream of hot cum onto my face.
I quickly got my mouth round his cock and swallowed as much of his cum as I could. And there was plenty. I squeezed his balls gently to get it all out. I licked the all the cum from his cock head. After gently kissing his beautiful young cock I tucked it back into his briefs.
I said I had to go but would be happy to suck him properly same time next day. I did go back but he never showed.
For me what had been a routine piss turned out be the most satisfying bj I have ever given.
I hope he enjoyed it.

Mine was last October, I was getting the late-night bus home after a night out, it was a about an hours drive home and after a few stops I was alone apart from the driver. Halfway home the engine died, after a few minutes fiddling with the engine he asked to borrow my phone to call the depo,
He told me they couldn't send anyone out for 2 hours. As he handed the phone back he noticed my wallpaper which at the time was a big black cock. He chuckled and said I think I've got a new picture for you. And pulled out his giant cock, I just stared at at. He chuckled and said "wait till you see it hard" I kept staring amazed that it could get any bigger. "well it's not going to get hard on its own" I reached out and grabbed it, I stroked him until he was rock hard, at the time it was the biggest cock I'd ever seen in real life, easily over 10 inches and thicker than a can of red bull. he pushed me to my knees and slaped my lips with his heavy cock head until I opened wide foe him. I could only get a third of that monster in my mouth it was just too thick for me. I used my hands on what cock wouldn't fit. I sucked and pumped that monster for a good 20 minutes. When he was ready to shoot I jerked him into my mouth and guzzled down as much cum as I could, I must've swallowed about 8 times before be finished.
I sat back exhausted and content as he pulled up his jeans.
Sat next to me smoking a cigarette and started stroking me through jeans,
He passed the cig to me and pulled my cock out before swallowing in in 1 go. It only took me a couple of minutes before a came. He sucked every last drop from my cock before kissing me feeding me my own cum.
Best breakdown ever

Hot!

With a guy who lived two doors down from me. Ran into each other in a porn shop. he got out fast. A few days later I ran into him near my house and we then talked and found out we should do more.. We did and had a great time for two years before I moved

When I was in college I went to a party at a friends house. I'm a pretty quiet guy. I do more listening than talking. But somehow I found myself in a conversation with a guy and his roommate. We talked for a fairly long time. The party was starting to wind down. He suggested we pick up some beer and go to his apartment. We did, and drank and talked some more. But I had one beer too many and wasn't feeling well. He said I should go to his room and get some sleep. Get undressed and get in bed if I would be more comfortable. The next thing I knew the sun was coming up. I was in his bed wearing only my underwear. He was laying behind me with his hand on my ass. I honestly didn't see that coming. But it felt nice. When he knew I was awake he started rubbing it. Without thinking I reached behind me and touched his cock through his underwear. Then he reached for mine. A few minutes later he pulled his underwear off, then mine. He got up on his knees between my legs and reached for a bottle of lotion. He smeared some on his cock, then slowly pushed into me. I was scared as hell, and it hurt a little at first, but after a few minutes it really started to feel good. At one point he laid down on me and tried to kiss me. I had never kissed a guy and didn't want to do that so I and turned my head away. Not long after that he got back on his knees and got the lotion again, this time smearing it on my cock. He jerked me while he fucked me. I couldn't believe how good that felt. It didn't take long for me to cum. He took a rag and wiped me off then laid back down on me and humped away until he came inside me.

This wasn't a full sex encounter, but sort of counts I think. When I was in school I went to the library a lot to study. One day I was at a study carrel, the kind with the partitions. The guy on the other side had his shoes off. I took mine off and kept arranging my socked feet near his so we would "accidentally" bump. When he did not pull away, I started playing footsie with him. We played socked footsie for a bit and were both obviously hard.

Since we were in a very deserted back part of the library, I went around to his side of the carrel and we began kissing. We eventually began to give each other handjobs, which led into blowjobs. We didn't go any farther in fear of getting caught. From where we were we could hear people coming and could zip up quickly if we needed to, but couldn't get completely dressed that fast! So we ended up giving each other blowjobs in the libary and we both shot our loads. It was unexpected and fun!

i have afew. my girlfriend was driving us a coupel of hours to a cabin and we started getting horny, she loved to rub my crotch and tease me as we drove. I get hard and depserate and then we'd always fuck when we got to her folks' cabin. I was surprised as she rubbed my bulge in my jeans that she pulled off into a rest stop, put the car in park, unzipped my jeans and started sucking me. I always loved the sight of her long blond hair drapped over my lap ands the sound of her slurping my cock. when i was close she lifted her head up, and couldn't help laughing at my ecstasy and she finished me off with her hand. i blew all over, including splattering the inside of the windshield. when i was done we noticed a truck had parked next to us - she smiled, made a little wave and started driving again

Wow, this is a hot thread. I need to give some thought and add my own. Right after I shoot this load.

Well my first was a virgin when we got married by her choice we lived together for 6 months but I did not stick a dick in her
We did go nude around each other and things got way hot at times. I. Was shocked one time when she ask me to stick a finger up her ass!

I went to a adult video store to rent a Lesbian VHS tape. I was in the back. I saw a man I knew at the counter.After he left I went to the counter to see what type of porn tape he rented. He rented a All male porn tape. I was shocked. He was a married man and I knew his wife and son.
He still was a nice person and I had talked to him on various occasions.
He was a closeted bisexual. First one I knew personally. He grew up in a different time. This was a long time ago. I think society has changed. Since then.

My first unexpected experience with a man has a few unexpected firsts in it.

I think I'd just turned 21, and was in a large apartment complex doing something. I can't remember why I was there. It was the kind with many small units. It had an elevator, and I got on. There was one other person on it. He was an older 40-ish crossdresser. I said, "I never met another crossdresser before." It was a slow elevator, and we made small talk. He invited me over to talk about it. I couldn't right then, but he gave me his #. I'd talked to crossdresser before on the phone, but always noped out for various reasons. A lot had to do with drinking/drugs or being creepy hags. He was seemingly normal other than wanting to be a woman and wearing women's clothes openly.

Later that day, I called him and he invited me over. I didn't think much was going to happen other than chit chat, so all I wore was pantyhose and panties.

He had a tiny 1 bedroom apartment and a tiny sofa.Clean and girlish. We talked for a while and sat down over Pepsi, and he talked me out of my jeans. My heart was about ready to explode because no one had ever seen me in women's clothes before. He told me I had girlish legs and admired my pantyhose. By that time in my life, I always kept my legs shaved and I did have girlish legs, so it was a nice compliment. I got hard instantly and tried to sit back to hide it, but he'd seen it.

He had a nice boner too, and it glimmered nicely under his pantyhose. I thought I'd give a handy to ease into the whole gay sex thing. I gave him two pumps and couldn't resist. He had a nice cock with a shining red and pink head, and his cock felt incredible in my hand.

I'd been wanting to suck cock for a long time, but never got the circumstances lined up, but there I was. The moment his cock slid across my tongue, I was hooked. It was at that moment I became a cocksucker forever. I gently worked him for a few moments, and I head the phrase that I'd hear thousands of times in the years to follow.

"I'm going to cum."

I kept sucking him, and he spurted hard and fast. I kept going until he was done. It wasn't a perfect BJ, and he came all over my face, but it was a great start.

I had taken my own cum many times, but this was different. Feeling the cum spurt into my mouth in hot wet waves was very fulfilling. By the time he was done filling my mouth, I was a cum addict.

He pulled my pantyhose down, and my cock popped out like a loaded spring. A few sucks, and I went off like a cum rocket.

I'd gotten quite a few BJ's from women before, but they weren't lovers of the act, and I had to work at it to get them.

Not with this guy. He was a cock and cum lover and kept blowing and sucking and licking, spurt after spurt. The pleasure was incredible.

Afterwards, he asked me if I was going to be ashamed and vanish. I looked at him like he was insane, and said, "Are you kidding?" I polished my tongue with my cock once more, also to a creamy finish that I had no problem taking.

That's the most unexpected sexual experience I had. In one day, I went from being a closet crossdresser with no homosexual experience, to being a confirmed cock and cum lover. On his end, he went from being a lonely outcast with no sex for 10+ years to having someone worshiping his cock.

Thank gods for slow elevators.