Have you ever passed up sex with a woman because it was the smart thing to do, and then you fantasized about it for the rest of your life?

There was a girl I knew at the pizza place where I used to work. She was very, very pretty with a souther-bell-esque voice, freckles, short brown hair, and still the best butt in real life that I have ever seen.

I was 20 or 21 at the time; she was 16 or 17.

I had an immediate crush on her the day she started, and being very out of character for me, she and I kind of hit it off from her first day. I trained her on some things, and I hated training people. I was able to make her laugh somehow, and I can't make anyone laugh.

I had never been on a date before, and I always assumed no one would have any interest in me. I had lost weight gradually over the course of about two years at this point in my life, but I still thought I was morbidly fat. No way petite, perfect Kayla would have any interest in fat dumb-ass me.

One night, as we were closing out the night, she and I were alone on the pizza make-line. She turned to me and said, "Aqito, will you go on a date with me?"

Now, she liked to fuck with me a lot. With a lot of people at the store, really, so I thought she was just joking around. So, in my infinite virginness, I took the initiative to not be the butt of her joke and said as sarcastically as I could - "HELL NO!"

Her jaw was left agape like no other. I don't think she'd ever been 'rejected' before.

I still don't know for sure if she was serious, or if she actually meant it as a joke. Looking back, I feel like an idiot for not saying yes just to see what would've happened.

To fit with the theme of the topic, she was underage and I was not, so it was 'wrong' I guess to have ever thought about pursuing a relationship of anything more than friends. So it was probably 'smart' of me not to take it any further if I'd had a chance with her. However, she is the one girl I wish I had followed through with since I met her. Who knows, it might have turned out great.

/r/AskMen Thread