Guys, what is the oldest woman you slept with?

How old were you at the time and what happened?
0 0

Most Helpful Guys

  • Well my girlfriend is about 6 months younger than I am. Just looking at age she would be the oldest. Although there was a girl a few years ago who was two years older than me.

  • They've all been at my age, give or take a year or two.

Scroll Down to Read Other Opinions

What's Your Opinion? Sign Up Now!

What Guys Said

(18)
  • She was 50!

    (I was 47, so NBD I guess.)

  • No woman. Women don't like me. :'(

  • I was 17, she was late 20s.

  • She was 42.

  • I was 5 and she was 6, w... naah thsts a song

    I was 25 and she was 35, it was in her car both times

  • 55, I was 21. She was my boss and grabbed my dick under the table at a work dinner one night. She whispered in my ear that she wanted it inside her. So I obliged.

    • That's creepy. Your boss is such a old slut lol. Tbh if i knew this i would never date you let alone touch me. This scares me so much lol

    • Think of me as a horror movie. You'll be scared shitless, but you'll keep coming back lol.

    • @jordan90 Oh believe me i wouldn't even look at you baby. Some people are offended by big age gaps and to be honest what granny goes after 20 year olds without looking slutty? i chose me partners according to their ethics and morals and also WHO the person they had sex with were. In this scenario none of you sound incredibly smart. Not my cup of tea, but to each of their own.

  • 34. She was 10 years older that time.

  • 31! I win age difference wise!!!

  • had this year for the first time sex with a woman older than me... she was in her early 40s, not sure it was just a quick hookup. not my usual target but she looked great and was very straight forward... couldn't resist

  • casual sex with a 37 year old but i mean she really really looked after herself :)

  • Show more from Guys (8)