Would you ever fuck your closest (opposite sex) friend, knowing that is as far as it will go.

No I couldn't do it

I did it once and it ruined the friendship, so no I would not do it again

After years of great friendship, we spent the night together. We flirted all night at a party then shared a bed. The evening was full of laughter. The night full of love making.

The next morning all the years of flirting and joking ended as did how close we once were.

Would not do it again.

Yes

Interesting that this question is here today. My BFF female friend and I were just discussing hooking up for the sexual pleasure. We're both divorced and retired (me- dwm 60, she- dwf 59). We've always told the other about sex with other people, so we know what each other likes, has done in the past, etc. We plan on being "travel partners" and we're worried if we do have sex it will mess up our friendship and travel plans.

I would fuck your pet alligator so my female friend has already been done...several times. Do you have a problem with that? She didn’t, we both enjoyed it immensely.

Nope ... still No

Offered him to be in a 3 way with another friend of ours. He declined and went home. Oh well his loss.

Yes have done it when I was younger with friends

The alligator would not hold still…reference my previous.

I don't have any opposite sex friends that I haven't had sex with. Which probably says something about me and/or them.

As compelling an idea that it is, it is a field of landmines. I've done it a few times. Did it once in college with my best friend from high school when I was home for a weekend - while it was hot, scratched a lot of itches and completely fun for about a month - it completely ruined that friendship. Did it in college - it worked out, had a lot of fun, and he demoted himself back to friend, thankfully. Another time, driving some distance with a male best friend - going back to school after a vacation. Stuck in a snowstorm, and shared a motel room with him. After a little bit of discussion and wine, spent a good deal of the night fucking like teenagers ... we're now still good friends, and fuck buddies. That was the only time having sex with a good male friend has actually worked out. I still have a lot of really good male friends that I will not be having sex with, because I value their friendship more than wanting to experience their cocks.