Guys, Oldest woman you had sex with?

[Lenanolena]

And how old were you?

[Lliam]

When I was dating, the oldest was 31 or 32 when I was 34. The next one was 30 when I was 36. Before that, my girlfriends ranged from 14 (when I was 16) to their mid 20s.
I met my wife when I was 40 and she was 2.5 years younger. We've been happily married now for almost 26 years.

[Leapfrog00]

When I was 24, I had sex with a girl who was 33. Weirdest sex I ever had. It was a girl I was dating. I thought she'd be more mature. Hell no! She cheated on me all the time and the sex was odd.

The first time we had sex, she said she liked it if both of us shower every time before we have sex, so we don't get stinky.

Then she made all kinds of weird demands. Age definitely has nothing to do with maturity!

[MrOracle]

My current girl is the oldest - by 1 year. She is 36 and I am 53. Back in 2009, when I was 39, I dated a 35-year-old.

[BoopBoopBeep]

In college, 40 years

[TheThingALing]

When I was 22, had sex with a 48F with fake tits. Horrible experience. Her breath smelt of cigs, her skin was not very soft, and her fake tits consisted of one being noticeably higher then the other.

[slatyb]

My wife. Every day, the oldest woman is a day older.

[Avicenna]

I was 47, she was 58. Before that 39 when I was 32.

[Bricealan]

In my 30's with a woman in her 60's... she was about the same age as my mother.

[Bricealan]

P. S. She was a woman I worked with, and talked to her daily. She knew I was sexually active with other women at work, and I was surprised at her sex drive and her interest in sex. I am encouraged by that... as I get older,... but in retrospect, she was not interested in men her age as she said they were slobs and snored in bed, so I guess that is why she liked me at 30.

[AviatorTom]

She was 61, I was 49. It was a one-time thing. No condom and she asked me to cum on her tits, which I did.

[Finchie40]

I fucked a 36 year old girl when I was 21

[exitseven]

I had sex with someone who was 4 years older than me. I was 22 and she was 26.

[FunkyMonkee]

girlfriend 1 was 18, a week shy of 19. I was 24, 3 weeks shy of 25
girlfriend 2 was 23, about a month shy of 24. I was 26 as of 5 weeks before.
girlfriend 3 was 34, 7 months older than me. The last time we fucked, we were both 39 and, in 3 weeks, she turned 40.
girlfriend 2 came back a few years ago and we tried to fuck several times but I just couldn't get into it, or her. I just wasn't IN love with her, anymore. We were both in our 50's.