Oldest Person You've Had Sex With

Discussion in 'Free Love' started by Barry Mandelay, Jun 20, 2021.

  1. V0oldisk

    V0oldisk Members

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    You're a lucky guy haha, I'm 18 and I'm a virgin. I promised myself that I will lose my virginity to a woman much older than me
     
  2. maturemale3346

    maturemale3346 Members

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    Blew a guy who was 74
     
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  3. Extreme cougar lover

    Extreme cougar lover Newbie

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    I was 18 at the time I had sex with a 102 year old woman. That is my record of a huge age gap of 84 years. She sucked my dick ans swallowed the jizz. I'd like to break this record though and fuck an even much older woman older than 110 years.
     
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  4. Beck46

    Beck46 Members

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    The oldest woman whom I had coitus with was 64.
     
  5. olderndirt

    olderndirt Senior Member

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    The oldest person I have had sex with is my wife, 62. My wife had sex with a 65 year old doctor when she was about 39.
     
  6. Danny Franks8

    Danny Franks8 Members

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    I was very young she was 56 she craved BBC buxom huge tits. I learnt a lot slept with her sometimes,shame that she went back to Ireland to tend to her sick mother
     
  7. Tonynewyork6969

    Tonynewyork6969 Members

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    I was 18 she was around 40 lived in my building. That of course was years ago . My fwb went to atlantic city with her friend and met three guys one in his 70s and one in his 60s with his 20 year old son. They are both 50. So they fucked them all. The 70ish had a huge cock and she was afraid he would pass out fucking her lol. The 20ish could not get enough of fucking both of them although he kept cumming too fast and didn’t know how to eat pussy.
     
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  8. straightma1e

    straightma1e Members

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    I used to visit this one massage parlor to have sex with one of the providers there. She looked to be in her late 40's early 50's. After a year or so she moved on and set up in another location. I happened across a news report a few months back about a MP bust and there she was, one of the people arrested. The report listed her age as 64 which made her 61 when I was fucking her.
     
  9. Alice in SC

    Alice in SC Senior Member

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    My Husband!
     
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  10. tjr1964

    tjr1964 Members

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    I was 17 and the Woman was a divorced 31 year old.
     
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  11. Lucky 777

    Lucky 777 Members

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    I was younger than I should have been, she was in her late 30’s. Great teacher!
     
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  12. drock69

    drock69 Members

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    I was 17, she was 34. First BJ.
    I was 25 she 40.
     
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  13. Andy Schumer

    Andy Schumer Visitor

    She was 52, I was 44
    One I played with, but no penetration, she was 61
     
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  14. JWTF73

    JWTF73 Newbie

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    When I was 21, I had a some fun with a 39 year old. At 49, I had some real fun with a 65 year old lady. She did not let her age slow her down at all.
     
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  15. scratcho

    scratcho Lifetime Supporter Lifetime Supporter

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    80 when I was 75. My poor Sally is gone now since 2014.:(
     
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  16. 6Sailor9

    6Sailor9 Lifetime Supporter Lifetime Supporter

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    :-(
     
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  17. Tonynewyork6969

    Tonynewyork6969 Members

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    I have written about my fwb and her neighbor who is in his mid 70s. She is 52 and occasionally he will stop by for a quick cum dump. She will let him eat her pussy for a bit and says he is pretty good but she has an amazing pussy and when he starts pumping away she will always worry he may have a heart attack. Sometimes she will ride him to relieve any stress.
     
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  18. regina73

    regina73 Members

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    late 60.s
     
  19. tjr1964

    tjr1964 Members

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    Sorry, to hear about the loss .
    I've been with my Wife for 27 years, if she passed away, a large part of myself would wither .

    My Heart goes out to you fella !!!!
     
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  20. late_bloomer

    late_bloomer Senior Member

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    I'd love to hear how that came about!
     
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