Biggest age difference

I was 14 she was 39.

That was awesome... at the time. It wasn't so awesome later in life when I had to deal with those emotions.

Younger than me. I was 28 she was 19.
 
They were older than me by 10 years; I was 19, he was 29. An excellent way to ring in the new year, heh.
 
She was 12 years older than me. I was 32 and she was 44.

One of my current gfs is 18 years younger than me, and another is 8 years older.
 
I was 40 and he was 62. We teased a lot, he massaged my feet and legs. I caressed his erection through his pants with my feet, he kissed me goodnight... We would have probably done a lot more, but neither of our spouses knew and we weren't going to cheat...
 
She was 25 he was 48 ! He fucked her rotten, Big fat hard cock, tight small pussy.
 
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older than me

She was 45, I was 22. What a wild 6 months we had. Then we both moved on. . . I still remember her fondly!
However, it was not my smartest move, she worked for me. But that did not seem a problem at the time. We didn't let the sex get in the way of work, or vice-versa.
 
I wonder what my largest age difference will end up being before I die. I plan on working at a college until I retire, and those virile, young college guys are going to keep on coming in new batches every year. I'm considered a MILF these days, but will I remain one when I'm 64?
 
Clerk

She was my clerk at work, I was 45 and she was 19, She had beautiful white skin, pale almost yellow nipples, sweet blond pussy, also beautiful pink-yellow color. Special for an old man.
 
Older: I was 19, she was 36.
Younger: I was 33, and she was 19.

And I'm blown away by some of your age variances! :)
 
I was 21, she said she was 35, but as I look back now with a bit more wisdom of age, she was +40.
Incredible experience that solidified my special appreciation for "mature" woman.
 
im 24 and most of the men Ive been with are much older as I have an older man fetish.

Perhaps my oldest would be a Lit daddy who bought me a ticket to Sydney to spend a weekend with him and his friend. They were both 50+ and I was 22.
 
don't get mad ...

being the dirty old man that i am and having a thing for young (legal) guys (yes, guys) .. i don't remember my exact age, prob around 60 ... he was a hot cute 18 y/0 asian boy who had a thing for teachers .... he asked me to put on a suit and tie which i did ... we role played for a bit then got down to business ... he wanted me to leave the suit on .... i thought i was gonna die from heat exhaustion hahaha ... i saw him twice and then he cut it off .... but still one of my favs.

now that i think of it, i am currently messing around from time to time with a 19 ... i am 67 ... he is a horny kid who loves to suck and be sucked :))) and he kisses like no one else :)))

damn, im all horny now :))
sam

please don't judge; at 18 one is a legal adult who can choose who he likes to be with.
 
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