gurlsynthia
Literotica Guru
- Joined
- Sep 3, 2019
- Posts
- 629
Bump, don't want this thread to go away
opportunities lost or missed
- Thread starter muycurioso
- Start date
irishblade
Dirty Little Secrets
- Joined
- Dec 24, 2012
- Posts
- 2,315
About ten years ago or so, I was slightly more inexperienced than I am now. Lol. A married woman I was fooling around with invited me to the beach for a weekend seafood festival with her and her husband. They were swingers. I didn’t know it at the time but we would share a two bed hotel room. She had bragged about his dick (considerably bigger than mine) so all I could think was they would be drunk fucking with me in the room. I was very excited. I jacked off to that scenario a lot but when the time came, I chickened out and bailed the day before. It still turns me on and I regret 100% not going. I was such a dolt.
Brandi69cd
Experienced
- Joined
- Dec 2, 2018
- Posts
- 89
A few years back when I was single I was chatting with an older man that would be in town for a week or so. He was a total top and voyeur. The plan was for me to come over and dress up for him. I would spend the afternoon/evening getting used by men one at a time as he watched and filmed. I ended up not being able to make it over to his hotel room. Have regretted that everyday since then.
Sunnyade
Really Experienced
- Joined
- Feb 10, 2012
- Posts
- 1,190
In my mid 20s I lived in a cabin at the back of a holiday park. It was just two cabins intended for staff way at the back of the site. Next door to me was a guy who worked on the site. He was a little younger around 22-23. I didn't see much of him, I worked odd hours but when we did meet he was always friendly enough. I went out to my car one night to get something. As I passed his window I spotted him sitting stroking his cock. I stopped in my tracks and watched. I couldn't help myself even when he spotted me and turned slightly to give me a better view. He eventually pumped a load out and sat back. On the way back from the car I noticed he had left his door slightly open. I had never had any gay thoughts and was too nervous to knock on the door. That incident featured highly when I began to explore my Bi side later in life.
Sales rep
I do purchasing and go out of town to several conferences a year. I ended up meeting a female sales rep from a company that I do not buy from. We hung out together outside several of the conferences. At the end of one of the evenings I decided to call it a night. She said she was going to her room that was in a different tower than mine and asked if I would walk her to the elevator. As we walked she took my arm and leaned against me. As we waited for the elevator she turned slightly so her breast pushed against my arm. When the elevator stop and the door opened she looked at me and said I guess this is good night. She got in turned and as the door closed she winked at me and puckered her lips in a kiss then the door closed. I thought a about calling her but I just went to my room and jerked off. I still she her at the conferences but we do not hang out. I asked her about it and she said it was a good night kiss
I do purchasing and go out of town to several conferences a year. I ended up meeting a female sales rep from a company that I do not buy from. We hung out together outside several of the conferences. At the end of one of the evenings I decided to call it a night. She said she was going to her room that was in a different tower than mine and asked if I would walk her to the elevator. As we walked she took my arm and leaned against me. As we waited for the elevator she turned slightly so her breast pushed against my arm. When the elevator stop and the door opened she looked at me and said I guess this is good night. She got in turned and as the door closed she winked at me and puckered her lips in a kiss then the door closed. I thought a about calling her but I just went to my room and jerked off. I still she her at the conferences but we do not hang out. I asked her about it and she said it was a good night kiss
Astroman72
Really Experienced
- Joined
- Jun 27, 2015
- Posts
- 1,016
I've told this story here before, but what the heck.
My biggest lost opportunity stands out clear in my memory. In my twenties, I was a bank teller. I had a coworker named Jim who was about my age. We were both on the short side but in pretty good shape--he was more thin and wiry, and I was more athletic.
We became pretty good friends and would occasionally go out for a drink after work. Jim had a girlfriend at the time, and I was single. We got talking about sex and our experiences (or in my case, lack of) and we both liked porn and had a high sex drive. He suggested that we got to a porn shop in the area (yes, the days before the internet) and we went a couple times, and bought some videos and magazines--just straight and lesbian ones.
Jim had joked that he had a pretty big cock, but I could tell he wasn't really joking. Jim also mentioned that his brother was gay, and that it was no big deal. One time I was with Jim and another one of his friends, and we got talking about porn, and the friend said "did you every see any all-male videos? Jim and I watched one, and it was gross!" Jim laughed and agreed, but it got me thinking "wait a minute, ONE of them must have been interested enough to get a gay video in the first place."
Jim also told me he had a great homemade video of his girlfriend giving him a blowjob that he'd show me. He sort of jokingly suggested that I should come over when his girlfriend wasn't there and we could watch porn together, and kind of hinted that we'd be jerking off. I half-jokingly said "sure," but never took him up on it. A while later he left the job and we fell out of touch, and I didn't think much more about it.
Looking back on it now, though, I'm virtually positive he wanted me to suck his cock, or at least we could have got into a situation where he would have let me if I had asked. And I sure wanted to suck it! But at the time, I was so nervous about letting anyone know about my gay desires, so I didn't really follow his leads at all.
It could have been an ideal situation, too--a nice, stable guy who I trusted, and who had a girlfriend and wanted to keep things totally discreet. And a guy with a big cock and a really high sex drive. A missed opportunity for me, and he might have missed out on hundreds of blowjobs, too!
My biggest lost opportunity stands out clear in my memory. In my twenties, I was a bank teller. I had a coworker named Jim who was about my age. We were both on the short side but in pretty good shape--he was more thin and wiry, and I was more athletic.
We became pretty good friends and would occasionally go out for a drink after work. Jim had a girlfriend at the time, and I was single. We got talking about sex and our experiences (or in my case, lack of) and we both liked porn and had a high sex drive. He suggested that we got to a porn shop in the area (yes, the days before the internet) and we went a couple times, and bought some videos and magazines--just straight and lesbian ones.
Jim had joked that he had a pretty big cock, but I could tell he wasn't really joking. Jim also mentioned that his brother was gay, and that it was no big deal. One time I was with Jim and another one of his friends, and we got talking about porn, and the friend said "did you every see any all-male videos? Jim and I watched one, and it was gross!" Jim laughed and agreed, but it got me thinking "wait a minute, ONE of them must have been interested enough to get a gay video in the first place."
Jim also told me he had a great homemade video of his girlfriend giving him a blowjob that he'd show me. He sort of jokingly suggested that I should come over when his girlfriend wasn't there and we could watch porn together, and kind of hinted that we'd be jerking off. I half-jokingly said "sure," but never took him up on it. A while later he left the job and we fell out of touch, and I didn't think much more about it.
Looking back on it now, though, I'm virtually positive he wanted me to suck his cock, or at least we could have got into a situation where he would have let me if I had asked. And I sure wanted to suck it! But at the time, I was so nervous about letting anyone know about my gay desires, so I didn't really follow his leads at all.
It could have been an ideal situation, too--a nice, stable guy who I trusted, and who had a girlfriend and wanted to keep things totally discreet. And a guy with a big cock and a really high sex drive. A missed opportunity for me, and he might have missed out on hundreds of blowjobs, too!
OlderBtm4U
Literotica Guru
- Joined
- Mar 30, 2020
- Posts
- 1,186
I had several opportunities when I was young, none of which I took advantage of.
One was when I was in college. I went to another school to visit a couple of friends. One of them asked me if I could give him a ride home. (He doesn't drive.) He gave me the address and when I got there it was a gay bar. I joined him at his table. We chatted a bit and at one point he put his hand on my thigh under the table.
I wish I hadn't pretended not to notice.
Other stories to come?
One was when I was in college. I went to another school to visit a couple of friends. One of them asked me if I could give him a ride home. (He doesn't drive.) He gave me the address and when I got there it was a gay bar. I joined him at his table. We chatted a bit and at one point he put his hand on my thigh under the table.
I wish I hadn't pretended not to notice.
Other stories to come?
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