The oldest person you’ve had sex with...

[TageRyche]

I was 37, they were 65/66.

 

[Canadian1968]

I was 18, just barely. She was 40 and married. We met where we worked, carried on an intense 3 year relationship, which included me seeing her daughter behind her back for awhile.

Check off the box for mother-daughter. There are a rare combination. I have not checked off

 

[69plus1]

How old was the oldest person you had sex with?

I'm 77, does jerking off count?

 

[Smoothshavendad]

I was 22, she was 63… and the mother of a good friend

 

[Unapologetic_Bull]

I was 29 and she was 68. Her husband watched

 

[ICantLeafYou]

Somewhere in his 70s, I think? I was in my mid-20s and prostituting.

 

[miss_moon_beam]

I was in my mid 20s and he was in his mid 50s. It was insanely good

 

[Bigboobbabe]

I was 58, he was 63. I had met him about 25 yrs earlier. He was teaching a program my husband was taking.

My husband was hired as the 2nd teacher. They shared on office more than 20 years.

We were friends and we know his family.

3 Years after my husband and I separated, when it was clear we wouldn't reconcile he visited for coffee.

The coffee needed to be reheated by the time we went to drink it.

 

[cureustoo]

As a male when I was around 57 and he was 71.

 

[EmmAgain]

As a regular partner? To this day, a sugar-daddy I acquired(?) in Argentina while I was an exchange student. He was 28, which seemed positively ancient at the time!

 

[cadman7777]

I honestly think I was always the older one.......largest age gap was 25 years younger I think

 

[MileHighBlackDiamond]

I was 49, she was 64