I was 19, second year at university. When I first got really big during puberty, I thought I was gonna be king of the world, but then the few times in high school when I thought I was gonna get lucky, I got the "downgrade" to a blowjob or even the downgrade from a blowjob to a handjob due to my size. That rather deflated my opinion of myself; for a couple of years I was genuinely afraid that I'd never be permitted to perform vaginal intercourse.
The breakthrough came when I ran into the female cousin of a childhood friend, at university, for whom I'd had the hots for a long time. I thought things went pretty well, and was quite pleased that she could accomodate me with no complaint, but the second date never happened. The next two dates were friends of hers, though, I guess the word got out and they wanted to try "it" for themselves. I had become a novelty act. But the third girl, who seemed quite willing enough during the act, later had to be checked into the university health clinic with a bruised and bleeding cervix; I guess neither of us had enough experience to know that you couldn't hit it that hard. I only found out about this after the fact.
So I quickly went from novelty act to pariah, and received quite a bit of verbal and physical abuse from her circle of friends for pretty much the rest of the fall semester. I was tripped in the cafeteria, had my books knocked out of my arm in the hall, was called an "animal," and one even tried to trip me walking down a flight of stairs.
I'm not sure my ego ever fully recovered from that.