
18+ ADULTS ONLY: What has been your most exciting/memorable or surprising/unusual one night stand experience, and why?

Long ago, when I was single and in between serious relationships, I ran off with a guy I just met in a wedding we were both invited to overseas. We enjoyed dancing together during the wedding but didn't like the band and the songs they were playing. So, we mutually bolted outta the wedding to a nearby night club with awesome dance music. We spent the rest of the night together dancing, talking, laughing & eating 'til the sun rose. No sex, just clean fun. Apparently, we were both heading home separate way to our countries the following afternoon. Plus, he's gay. He told me later on when he called me after he returned to his home across the globe. We're still in touch once in a while. He took up more dance lessons in case he gets a chance to dance with me again.
So you danced at a wedding with a guy you met and “spent the rest of the night together [with him] dancing, talking, laughing & eating 'til the sun rose. No sex, just clean fun”…Very nice. You said you found out later that he was gay, so how did you feel when you were with him—were you expecting him to “make a move on you” physically? And how would you call your one night experience with him: most exciting, most memorable, most surprising, most unusual, or other—perhaps “most unique”?
Throughout our long night together, I started seeing signs that he's gay. However, I didn't feel disappointed. I wasn't after sex anyway. I love dancing and encountering another good dancer makes my day. The interesting conversations and all the laughter were pleasant bonuses.
I’m glad you had such an enjoyable time with him. So how would you sum up your one night with him?… most exciting, or most memorable, or most surprising, or most unusual, or perhaps… most unique (or something else?)
Work sent me to upper New York for a whiny complaining customer. After working all day, went to local bar and picked up a guy. He had ecstasy and that was a most unusual experience, very memorable.
You picked up the guy, how did you do that? And was it your first (and maybe) only experience with taking Ecstasy? And I guess you were in NYC from out of town…weren’t you scared at all hooking up “in the City”?
Walking into a bar, club, pub or whatever. When your out of town everyone stops talking and looks at you. Your the center of attention, as everyone else is a regular. People tend to be extremely friendly to me this way. I know this is cause I am a woman, I know guys do not have the same experience. I get talking with some, visiting and after awhile it can work one of three ways. A. Nothing happens, I leave B. I ask him if he wants to go somewhere else C. He asks if I want to go somewhere else. if its a busy place though, I am not noticed as much but there is still guys that want to buy me drinks or visit. It is and will always be my only experience taking it. I don't want to do drugs again ever. As always, I insist all guys wrap it up. This city was Buffalo, upper NY state.
Its very modest/reasonable of you to focus on you being an “out of towner” and a woman which attracted the attention you received. And it’s interesting that those “three ways” you mentioned always seem to be available for most ladies when they/you are out, but only options A & “us asking” seem to be available for most of us guys :)…and getting drinks bought by women almost never happens for almost every guy. It was and will be your only experience taking drugs—ok…what made you take some drugs that time? You were in Buffalo—in “upstate NY”, and you used a condom—ok; I thought you were in “uptown” Manhattan, and I was wondering why you weren’t intimidated by hooking up with a stranger and getting alone with him in the “Big Apple.”
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It was on a trip as well. We were on a road trip and on the way I asked her if she had any fantasies she'd not gotten to live out. She told me one was getting picked up in a bar by a stranger and done very roughly. We're quite kinky so the rough part was par for the course. Our scenario was that I was in town on business and her boyfriend had abandoned her for a night out with the guys and she went to the bar for revenge.
On the night, I put her in the shower first after telling her that I wanted her gone when I got out of the shower so her attire would be a surprise. Once I was ready, I made her wait for 25 minutes or so before I went down.
When I got there she was perched at the far end of a U-shaped bar. I looked around and there was a guy sitting alone at the curve in the bar. I joined him and while we were talking, this really pretty girl in a gorgeous dress came up and sat down beside him. They were friends in a wedding together and we all talked. Then she went back to her party.
While all this was going on, my partner gets up to go to the bathroom. She wasn't walking--she was strutting her stuff. She was in a tight shortish skirt, low cut top, and 4" black patent classic stiletto pumps. As she strutted by, every man in the place was watching her like cats and a canary. I absolutely loved it!! After she got back and was settled, I leaned over to my new friend and said, "I think I'm gonna go over and knock off a piece of that!" He laughed and wished me good luck.
I walked slowly over to the bar stool next to hers, asked her if it was taken, and sat down, studiously ignoring her for a little bit. I then turned and started a conversation. It's absolutely amazing what golden bullshit flows from one's mouth when picking up a girl where the outcome is predetermined. A few minutes into the conversation, up walks the girl in the gorgeous dress who sits down next to me and starts hitting on me like a drum. Almost simultaneously, a young Latino walked up to my partner and started hitting on her, hard. I'm sitting there trying to not choke on my beer watching her try to fend off the dude and while keeping an eye on me and the other girl. Eventually both gave up and I asked her if she'd like to go upstairs for some rough sex. She agreed and we headed, her strutting, for the door. I saw at least two guys get elbowed in the ribs by their dates for leering at my date. I winked at my new friend as we went by. He was agape that I'd succeeded having watched all that transpired.
I pushed open the door for her and, as she walked by, I gave her a very hard swat on the ass. She yelped and jumped and I think every guy in the bar laughed.
We were all over each other on the elevator ride up and when we got to the room, we couldn't get her naked fast enough. I'm a complete Dom and I yanked her over my knee and gave a very hot, hard, long bare bottom paddling for being such a slut. I then proceeded to thrash her soundly with the cane and, roughly throwing her over the sofa back, roughly and ruthlessly fucked her up the ass, dry. We went on to have the best sex of our lives.
As we're lying there in the afterglow, she begins to confess. It takes me a minute but then I figure it out: I'm now the cuckolded boyfriend. I react with righteous anger and she gets another hot and sexy beating and fucking. By then she was sore and was crying out which I absolutely loved. I came so hard I thought I was going to turn inside out.
How's that for great sex?
Nice story about a roleplay experience, but not a real one night stand.
It was a day...
That counts:
“A one-night stand is a single sexual encounter in which there is an expectation that there shall be no further relations between the sexual participants.”
https://en.m.wikipedia.org/wiki/One-night_stand
I hooked up with a guy once who narrated everything he did in the third person like as if he was writing erotic fiction. I don't know if it was his attempt at dirty talk or what, but it was pretty bizarre and a little obnoxious in the moment, but pretty hilarious looking back
Yeah? Lol. I guess that falls under “most unusual.”
Horrible disgusting disaster I regret it big-time
Why was it such a disgusting disaster that you regretted doing?
Most memorable and exciting was the one time I was walking home from a long and stressful school day so I was really horny already and needed some relief. But anyways there was this homeless guy asking for money and basically I asked him if he would like to fuck me (I know gross but he wore a condom of course). I know it was so wrong but that's what made it more exciting and memorable for me.
You had sex with a homeless guy asking for money?…why did you post your opinion anonymously? JK You were walking home from school…how old were you and about how old was he? And since he had no home, where did you go to have sex?
I was 20 and I don't know how old he was I didn't ask. We just had sex in an alley and it was a long time a lot longer than I was expecting.
You didn’t ask—ok, but you surely have a guess how old he was…So what do you think—30, 40, or older? And in an alley and fir longer than you expected, huh?…about how long do you think sex with him lasted?
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