What is something that you tried but should have remained a fantasy?

Had this friend in college that was really into the cuck thing. Talked me into fucking his girlfriend and letting him watch. Well for one thing, though I have had sex with girls, I'm MUCH more into guys. I'm pretty much a REALLY gay leaning bisexual. In fact, I only said yes because I thought it might turn into a three way with the guy. Second, the girl wasn't really my type, the girls I have had sex with are the boyish "Tomboy" girls and this girl was a real girly girl type. So there I was fucking a girl I barely knew and wasn't attracted too while the guy I wanted to be fucking was sitting on the dresser jerking off as he watched. For the first time in my life I realized what prostitutes and porn stars must go through. Just grin and bear it and hope it's over soon. Not to mention I just felt like a trained circus act with the guy just sitting there wanking off as he watched.

Needless to say, not a fun experience. Wouldn't recommend (unless that's your thing I suppose). :(
Meaningless sex and the feelings I'd have for days afterwards caused me to swear off sex for several years. Then I met my future wife, sex had meaning and it was great, better than before.
 
Sex on a deserted beach. Sounds romantic, but the reality was salt water, scratchy sand, crawling crabs, and lizards running around. Got it done, but definitely not the fantasy.
 
lol, I thought I was the only one that could not do it. I hate those morning woods when you have to pee really bad but you can't until your erection goes down a little.
Exactly.
When I noticed I tried hard to be able and it took quite some time and still, as you say, only when it is not fully hard.

Also, you need to fully relax so it flows, so when I tried to pissing somewhere I shouldn't, my mind said, go but my brain said no, so, no. Not a game I could earn a living myself.


Oh, and ontopic, things I shouldn't... I renember some years I kept exploring what most extreme videos people was able to upload online. Those were the wild internet times, and I was sort of testing my own hardening.

Not I really repent, as I did get quite hardened, so it could be discussed if I shouldn't. But I can say some of them really burned my retines and a few even ate my soul.
 
If I'm being completely honest, I couldn't feel anything before the burning really. I didn't mind it though, since it made him happy I let him do it a few more times before we sort of grew out of all the piss kink stuff
That's surprising, I would have expected the volume to be pretty noticeable. Watersports isn't high on my list but that might be something I'd like to try once just to experience it. Did he return the favor and let you try anything weird on him?
 
That's surprising, I would have expected the volume to be pretty noticeable. Watersports isn't high on my list but that might be something I'd like to try once just to experience it. Did he return the favor and let you try anything weird on him?
He probably would have let me do whatever, but I didn't have anything on my mind to try.
 
This is sort of a fantasy that came true but with consequences. I was in a fraternity at college, and while visiting a remote chapter, I saw the most beautiful girl I had ever seen. I asked my roommate about her. Well, he knew her, and she was a little sister of that chapter. While at a party, I got to know her, and we hit it off but didn't have sex. A couple of weeks later, he told me she wanted to see me again and that we could meet at his parent's house, which was about halfway between me and her. I agreed, and we met at his parent's house. She met us there. I think about five other brothers also made the trip. They told me she wanted to fuck me and that we could use his parent's bedroom. Well, I thought this was my lucky day and had sex with her. Well, come to find out a couple of months later that those fuckers had set up cameras in the bedroom and recorded the whole thing and sat around and watched us, and she was in on it! Moral of the story...When Something Seems Too Good to Be True...

Thankfully, this was back before the internet, but I have yet to learn what happened to the tape.
 
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