Oldest Person You've Had Sex With

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

  1. UnveilingGirl

    UnveilingGirl Members

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    81 although he needed a break after because of his pacemaker
     
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  2. Jumper58

    Jumper58 Members

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    Lmao, I guess that means there is still hope for me!
     
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  3. MasseurNaturel

    MasseurNaturel Members

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    A lady in her late 70s, so she told me. I never found out her actual age, or her name, it was casual sex on a cruise ship in a sauna then in her cabin while her husband was at the bar. She was very active and kinky for her age!
     
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  4. SantaCruzRob

    SantaCruzRob Supporters HipForums Supporter

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    When I was nineteen a thirty two year old woman picked me up at the grocery store. Class was in session for a few weeks!

    Oldest age would be sixty five.:p
     
  5. PamelaNT

    PamelaNT Members

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    81. And it was GREAT
     
  6. suolsu

    suolsu DM me!

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    I remember he was 65 at the time.
     
    Last edited: Mar 30, 2024
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  7. Lovnflman

    Lovnflman Members

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    60, but I was 58. Married forever.
     
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  8. Aussat

    Aussat Members

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    When I was 18 I slept with a 58yr old married woman, it was amazing sex, she was the next door neighbor so used to come over in the middle of the night and we would fuck for hours, one morning her husband seen her come out from my place... lot's of excuses were told... I don't think he really believed her story but it didn't stop her.
     
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  9. carpetbagger

    carpetbagger Member

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    In the 1970s I was a 16yr old virgin (legal uk) apprentice decorator and she was of all things an undertaker, mid 40s attractive in a mum sort of way and freshly divorced from a sexless marriage. I was decorating the top floor of her house. It was red hot up there and ended up just wearing a pair of shorts while I worked. She brought me up a cold drink. After chatting and discovering I had never had a girlfriend she came on to me hard. I was clueless but one thing lead to another and she ended up riding me round the room like an national hunt jockey.
    We had sex most of the rest of the day and I had to come up with an excuse for my boss the next day when he saw I had barely progressed the job.
    A mid 40s man taking advantage of a 16yr old girl would be frowned on but looking back I would say I was lucky to fall into her hands and most lads my age would have been made up for it to happen to them.
     
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  10. FriendlyCock

    FriendlyCock Members

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    I know you would revv his engine up PamelaNT
     
  11. jsworxtrux

    jsworxtrux Members

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    62 when I was 18. I was doing some electrical work in her house, she slid her hand up the leg of my shorts and it was on. One of the best sexual experiences of my life. Amazing skills and so sensual.
     
  12. bimale69101

    bimale69101 Members

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    56 and I was 34. We lived together for 7 years. I was 27 when we had sex the first time and she was 49
     
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  13. FriendlyCock

    FriendlyCock Members

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    I was 48 she was in her 60's. My wife even knew. I am very open about that.
     
  14. Andy Schumer

    Andy Schumer Visitor

    What ended the relationship?
     
  15. bimale69101

    bimale69101 Members

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    i met and fell in love with a woman 7 years younger then me.
     
  16. pinoy62

    pinoy62 Members

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    when I was around 18 I had sex neighbor she was around late50. I think 58
     
  17. PamelaNT

    PamelaNT Members

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    How did you meet?
     
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  18. pinoy62

    pinoy62 Members

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    we was neighbor for years.i used help her around her home.like mowing lawn and gardens.since I was old enough to notice. I would see her in skimpy clothes or less.so I visit lot.our windows was across each other. so sometimes I see her walking nude.then I started doing it so she could see me too.after a while we started masterbating while other could see in window.then one night I stop to visit her.she was drinking.we talked while she drink more.then I asked her if she wanted play strip poker.to my surprise she said yes.by end night we had sex.
     
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  19. Gatch71

    Gatch71 Members

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    I've had a gap in both directions. I fucked my future mother-in-law when I was 27 and she was 53. A few years ago when I was 48 I fucked a college girl in her dorm who was 20.
     
  20. PamelaNT

    PamelaNT Members

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    Nice!!
     

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