Has Anyone Who's Young Had An Affair With A Mature Woman?

[drumstyck]

not quite an 'affair', but a 'one-niter'

i was 25, she was 45. i forget where we met, OKCupid? Myspace? something simple like that, she contacted me first. we decided to meet at a diner, went to her place afterwards. i was trying to be a bit more 'gentlemanly' and not just tear her clothes off, but she knew what she wanted and she got it

nice body, amazingly sensitive nipples. she came, i came. we talked a bit after that, but i met a girl i really liked shortly after, and we never got together again.

 

[docilej]

When I was 22 I paid a hooker (in her 50's) to take my virginity. It wasn't the greatest experience of my life, but I was growing tired of not having sex.