I’ll start.

I had a [F]riend in college, we’ll call her B, that I had a major thing for from day one. The feeling was mutual but timing just never worked, one of us was always dating someone else when the other was single. Finally, senior year, we were going to a wedding together as mutual friends dates (I went with her roommate, B went with my roommate). Wedding ends and we head back to my house. The college bar scene was in my backyard (literally) so our roommates went off to the bar and we said we’d catch up with them.

B and I went into the house, to my room, and started to fool around. Mostly PG-13 stuff to start. Her roommate called and as B was talking, I pulled her dress up and started to eat her out. Struggling to focus, she hurriedly got off the phone and said “you have 5 minutes” and our clothes came off quickly.

My friends, when I say I had been waiting for this moment for years… B lay under me and slid me inside. 1…2…3 pumps. Done. Over in 10 seconds flat. I was mortified. B was…well…disappointed.

We sort of drifted after that and needless to say, the opportunity never arose again. I know the saying is “doesn’t matter, still hit” but damn, I wanted to deliver for her and missed my moment.