It was recently, last May, at 21. (I'll be 22 in a few weeks.) Didn't enjoy it, though, was in a lot of pain and then bled for 2 weeks after. My bf (who's 18 now) stopped immediately when I screamed, and I felt bad he didn't get to enjoy much, so I bought him a sleeve to use because now I'm not there. (Long distance relationship of 2 years, now that I'm back home, might be a few more years or so before i see him again.)
I'm not sure if it's something I really enjoy, though. I was abused all my life so people touching me is not something i enjoy and I get very defensive, plus i have an extremly low drive. (I'm not sensual, either.) I don't mind using toys, however, but alone.
He still wants to marry me, though, despite all my shortcomings.... I keep wondering, who's the crazy one, me or him? Lol.