Oldest Person You've Had Sex With

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

  1. CarlaK

    CarlaK Guest

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    10 years older than myself.
     
  2. cpasslama

    cpasslama private

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    He was 56, I was 24.
     
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  3. Uncle Miltie

    Uncle Miltie Members

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    Tell us more about the future MIL. My mind is already racing!
     
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  4. Tonynewyork6969

    Tonynewyork6969 Members

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    I am 63. My fwb is 53, a friend is 50 and a few encounters recently are in their 40s. My wife is 62 and fb is 61.
     
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  5. Whirlwind83

    Whirlwind83 Members

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    I like older guys, so usually 7-10 years older then me at any given time. My current boyfriend is 10 years older. We've been dating since i was 23 and he was 33. Older guys are usually patient, experienced, and more sensual.
     
  6. bichbo

    bichbo bi boy

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    Oldest woman 40's, Oldest man 50's.
     
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  7. MrCeee

    MrCeee Newbie

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    Oldest so far was 61 I was 43.one of the best blow jobs and fucking I have done. I have a date with this 69 year old that doesn’t look anything like her age I’m 52 now so I’ll see what that experience is coming up.
     
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  8. DSRider

    DSRider Supporters HipForums Supporter

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    Does my hand count?
     
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  9. MojoToto

    MojoToto Members

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    My former gf was 12 years younger than me. The previous one was 14 years younger. I only fucked one woman who was older than me and she was about 16 years older (I was in my early 20's at the time. ) I can only guess the age of some I had one offs with but none were older than 40 ( if that)
     
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  10. matic

    matic Newbie

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    i had been striped by two girls around 19 y,i was then 10 y i go to visit my friend to his home and open his sister and her friend girl they striped me then i forsed to lie on bed and she lie on me also naked and rub on me and kiss me on all my body and later the other girl same
     
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  11. JoeFirstin

    JoeFirstin Members

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    Youngest was my first wife, barely legal. Second youngest was a hot 23-year-old when I was pushing 50. Oldest is 43, I think. The love of my life is roughly 20 years younger than me.
     
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  12. Fundude

    Fundude Members

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    24 years older. And to flip it 34 years younger
     
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  13. KinMT

    KinMT Members

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    I need up with a very interesting and satisfying situation. I am currently in my 60's but in my late 50's I started to help out, volunteer etc at an assisted care facility. It is one of those places where people need some help but basically live on their own. It is filled with folks, mostly single who are in their 60's, 70's and 80's. I know almost everyone and help out with different tings as needed/requested. I learned what they say about these kinds of places are true! They may be old but they still have fire.

    I have had a variety of experiences from being jerked off, to blow jobs, to all the oral sex I want to give or relieve and good old fashioned sex. Best volunteer job ever !! Age difference is a few years to as much as 20 years difference.
     
  14. Bocci

    Bocci Members

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    Interesting. Were they just openly on offer or did the ladies there just take an unusual liking to you? Did the tell the others or even recommend you to them?
     
  15. KinMT

    KinMT Members

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    I was very surprised at how open they were. My thought is at that age they don't want to waste time??
    All were widowed. The amount of sex around there was way higher than I would have thought.
    Its nto like every one was having sex but those who do/did didnt miss too many opportunities .... lol
     
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  16. Genji23

    Genji23 Members

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    The oldest i have sex with is 64 years old, she has grandma looking, still active in bed.... She always horny, she is like unlimiteed pussy I have, I like to play rough with her, cum inside... She is really nice woman
     
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  17. Bocci

    Bocci Members

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    So did they just approach you and offer a bj or ask for sex or was it offered some other way? I have found older women generally aren’t shy about asking for what they want when there’s obvious opportunity to get it (swinging). I’ve just not been in the context of a facility like you describe where one would generally not expect it.
     
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  18. straightma1e

    straightma1e Members

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    Not all were widowed. My father in law was quite the Romeo at his assisted care facility. Even though his wife slept in the bed next to him he would roam the halls having fun with other women at the facility. But then, we found out at his funeral (he outlived my mother in law) that they together were swingers in their younger years. Seems there was a pretty large group who swapped on a regular basis in their subdivision. This was revealed by a neighbor who attended the funeral. She had seen him and her coming out of her parents bedroom several times in the middle of the night. Looks like some habits can't be broken.
     
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  19. KinMT

    KinMT Members

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    They would come onto me. I never started anything because I never wanted to be accused of "starting something". But yes the word traveled around in-house so to say.
    They might ask for help of some kind and then start with a casual touch or caress or compliment on how bit(tall) I was etc and then go from there.
    They certainly talked amount themselves !!
    To answer the question of this thread, the older person I have ever had sex with was 82 , that was oral.
    More traditional sex, she was 78.
    I have always loved older women and have sex with a few women who were twenty years older than I over the years but those were years ago.
     
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