Last year I attended a party with a couple of friends.
I was their designated driver.
As the night wore on I was approached by a girl I had met once before.
She and I began talking about the poor choices for a hook up at this party.
As we were chatting she asked me if I wanted to take her home and enjoy an evening together.
As she was talking she opens her purse and with a smile on her face showed me a pair of fuzzy handcuffs.
I couldn’t believe my luck!
However I was the designated driver for my drunken friends.
She ended going home with another friend of mine.
Two days later I saw my friend and asked him what happened after the party between the two of them.
His response was “It was the greatest sexual experience of his life!!!”
What was your missed opportunity?
Source: reddit.com/r/eroticliterature/comments/f7tfaq/what_was_your_most_regretted_missed_sexual
There are so many. AIDS put a damper on sex in the 1980s and 1990s. By 1998, the scare was lifting as drug therapies became available. I finally felt free to explore my bi side. I met a couple on Usenet who lived an hour away. We exchanged text descriptions and met up for dinner at Applebee’s. It was pleasant. He was a little dorky and she was a little plump, average but not ugly. We went to a motel, got naked. She watched and fingered herself while he and I sucked each other. He got me into position to fuck me. A few pokes and I stopped it, too painful. They gave up easy and left. Looking back, I should have prepped with plugs and lube. He should have gone slower and used more lube. Neither of us had access to all the information on the web available now though. I’d love a do-over. I think it could have been so much better than it was.
My former next door neighbor invited me to a concert that I didn’t think I would enjoy, but I did, but when she dropped me at my apartment I turned down her offer. Still bugs me. She’s gorgeous now.
When I was 13 I went on a cruise with my family. I joined the “teen club” and met a cute boy. We really hit it off and made out a bunch of times. When the cruise was over, we exchanged MySpace / Facebook / aim & called it a day. We kept in touch here & there for awhile. He lived in Florida & I live in PA.
Fast forward: we are now 26 and both in serious relationships. He messaged me that he was in my area for the first time (ever) for work, and if I had any recommendations on what to do that evening. Turns out he was at a bar a block away from my apartment, and I went to meet up with him. We chatted & the chemistry was STRONG. My heart was pounding the entire time. I wanted him to take me home so badly, but I knew it would be short lived and what I had with my boyfriend was more important. We did stay loyal to our partners, but damn was it intense. He kissed me on the forehead when we left the bar & haven’t spoken much since, but I still think about that night now & then.
I was in bed with a friend from work, watching a movie after helping her study for her commercial pilot’s exam. Her room was one of those contemporary setups with the bed on a pedestal in the center of the room. Inefficient use of space, but perfect for hot-ass movie scene sex.
Things started getting heavy.
We progressed through the bases until hitting go time.
Then we realized neither of us had a condom. Raw dog was not an option for either of us.
We fell asleep instead.
I was sweet on this girl in high school. I joined the Navy right out of HS and we lost track of each other. She got pregnant and got married and divorced during the time I was in the Navy. After 4 years I was discharged from the Navy
A friend and I had made plans to go to Europe. The before we left we were out at a bar. This girl that I was sweet on.in high school came over to me and said hi. We sat at a table and caught up on the last four years. She told me her parents had died and she got the house. It was.about half a mile from were my parents live. She said why don’t you come home with me and we can have a drink there. We got there about 2am and was drinking the next thing I remembered I woke up on the couch in my shorts. It was 7 am and my friend was picking me up at 8am. I looked for the girl and found her on her bed.just in her panties fast asleep. I wrote her a note telling her I was sorry and I walked to my parents house cussing at myself for passing out.