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

I was in college 18-21 and they were in there 40s-50s.

Now I am seeing a 20s and he told me I am the oldest he been with. Not sure how I feel about that.
Like you need to do things that he won't experience again in his lifetime and leave him wishing he could find someone like you in the future but he won't, maybe 🤔
 
I was 20, she was 58. It was wonderful. I would do it again. She was married at the time, and sought the opportunity to revisit an experience she had, prior to getting married. Very beautiful woman.
Please tell us more sounds like the mature woman taught you a few things.
 
She was 67 and that was 2 years ago, he was 69 in May of this year. I have just turned 48. I had sex with her twice and it was wonderful. I might have had sex with men with a greater age gap when I was in college, but I really didn’t keep up with it. My wife has definitely had sex with wider age gaps than I have.
 
The biggest age gap was a year ago when I hooked up with a 25 year old guy and I was 65. He had just gone through a bad break up and needed some attention. Sexual and otherwise. I had sex with a 45 year old man when I was 23. Not my fault. He had a nice sailboat and his wife did not like to sail. Too good of a deal to pass up. Sex on a gently rocking boat can be really amazing.
 
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
 
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