Missed Opportunities

[HornyLittleDevil2026]

Anyone have any missed opportunities they still beat themselves up over? I have more than a few. To start off one time me and two buddies were at a diner at 2am after a night of drinking when we noticed a table with three girls at it. We ended up at their place and paired off. I did absolutely nothing with the girl I was with even though she was the one I hoped to get with. All we did was hug and talk, not even a kiss. Anyway, the two studs I was with, one claimed to have fucked his girl and the other said he got a blow job. I guess I just wasn’t aggressive enough.

 

[Nicefella]

Anyone have any missed opportunities they still beat themselves up over? I have more than a few. To start off one time me and two buddies were at a diner at 2am after a night of drinking when we noticed a table with three girls at it. We ended up at their place and paired off. I did absolutely nothing with the girl I was with even though she was the one I hoped to get with. All we did was hug and talk, not even a kiss. Anyway, the two studs I was with, one claimed to have fucked his girl and the other said he got a blow job. I guess I just wasn’t aggressive enough.

Missed opportunities are a bitch but honestly do you believe these two alleged studs?!

 

[HornyLittleDevil2026]

Missed opportunities are a bitch but honestly do you believe these two alleged studs?!

Probably not

 

[HornyLittleDevil2026]

Another was shortly after starting a new job I struck up a flirtatious back-and-forth with a coworker who lived near work. I walked her home one afternoon and she invited me inside her apartment. It was a tiny studio, and I sat in a chair as she went through her end of day routine, which seemed to also include stripping down to her bra and panties, and then getting into bed. I remember her saying “as you can see, I’m not very shy”. I don’t know what I was thinking, but all I did was continue the conversation and then after a while I left. It was sort of awkward between us from then on. And she was a sultry Latina with long wavy black hair and dammit what the hell was I thinking?

 

[fdashes]

Anyone have any missed opportunities they still beat themselves up over? I have more than a few. To start off one time me and two buddies were at a diner at 2am after a night of drinking when we noticed a table with three girls at it. We ended up at their place and paired off. I did absolutely nothing with the girl I was with even though she was the one I hoped to get with. All we did was hug and talk, not even a kiss. Anyway, the two studs I was with, one claimed to have fucked his girl and the other said he got a blow job. I guess I just wasn’t aggressive enough.

his oppotunity; not mine

 

[Subrich08]

Anyone have any missed opportunities they still beat themselves up over? I have more than a few. To start off one time me and two buddies were at a diner at 2am after a night of drinking when we noticed a table with three girls at it. We ended up at their place and paired off. I did absolutely nothing with the girl I was with even though she was the one I hoped to get with. All we did was hug and talk, not even a kiss. Anyway, the two studs I was with, one claimed to have fucked his girl and the other said he got a blow job. I guess I just wasn’t aggressive enough.

There have been two opportunities that I wish I did not miss! I think both would have been absolutely freaking amazing!

 

[HornyLittleDevil2026]

I mentioned in a previous post another missed opportunity I had when I gave two girls a ride. One was an ex-girlfriend, and one was an ex-FWB and they were friends. They were sitting at a bus stop when I spotted them and gave them a lift where they wanted to go. A year or so later corresponding with the ex-FWB she told me they would’ve enjoyed a threesome with me that afternoon if I had only asked them, as compensation for the ride. Son of a bitch.

 

[HornyLittleDevil2026]

The ultimate in my missed opportunity experience was my one and only opportunity with a particular girl that I was absolutely in love with for several years, but she hardly knew I existed. Anytime I talked to this girl I became confoundedly tongue tied. I always seemed to make a complete ass of myself and never could relax. But she was my dream girl. Anyway, after several years since I had last seen her, I bumped into her at a mutual friends wedding reception and we ended up spending the entire evening together, including back at her place in bed. I had been drinking so much to try to relax myself which actually worked because the conversation flowed, but I was too drunk to get it up and all I could do was eat her out. It was some of the best pussy I ever tasted, but I could not fuck her and since that was the one and only opportunity she ever gave me, I was hard to live with for quite some time after that.

 

[Blasia_X]

Early in college, I was figuring out my sexuality. I was starting to realize I was attracted to women, but I was afraid to admit I might be a lesbian (eventually I figured out the obvious, that I'm bi).

I met a very sexy girl at a party, and it was just explosions and fireworks and chemistry and we talked and danced and kissed and made out. We were all over each other, still at the party, with people watching and ogling and laughing and commenting. Her caresses and groping gave me two wild public orgasms.

She wanted me to go back to her room, and she would've been my first female lover. But I was conflicted and said I wasn't ready and blahblah.

Yeah, I regret that. I saw her around after that and she just kind of ignored me