Oldest Person You've Had Sex With

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

  1. Tendillo

    Tendillo Members

    Messages:
    44
    Likes Received:
    65
    I wouldn't have missed it for the world.
    It was physically, mentally and emotionally intense, and such an amazing connection. It felt as though she gave me everything, each time we were together, and that inspired me to want to give her everything in return.
     
    Joe90 and 6Sailor9 like this.
  2. Kwilla

    Kwilla Senior Member

    Messages:
    255
    Likes Received:
    331
    I was nineteen years old when I slept with a 42 year old teacher. I was working at an apartment complex when I met her. We went swimming in the pool at the complex when we went back to her place. She praised my oral talents bro g the best “this old lady” ever had. She had a magic mouth. She couldn’t take more than a couple of inches into her mouth but what she did to the fat head and shaft was incredible. I thought the head of my dick blew off into her mouth! As I was showering in her place one day I overheard her talking to her sister telling her that I was the biggest she ever had. We fucked each others brains out for about 8 months when she wanted me to move with her. I miss that magic mouth..
     
    6Sailor9 likes this.
  3. Joe90

    Joe90 Supporters HipForums Supporter

    Messages:
    1,982
    Likes Received:
    1,938
    I am not sure if that counts...lol.

    Wednesday to both of you, and keep it up:)
     
  4. Danny Franks8

    Danny Franks8 Members

    Messages:
    399
    Likes Received:
    445
    She was 65 gorgeous body great ass huge tits her husband watched me fuck her she said I was her first BBC. I spent a weekend with her and loved the way she wore her suspenders and black stockings in bed. I gave her a aggressive fucking
     
    Beeelr73 and jimandjan like this.
  5. jimandjan

    jimandjan Member

    Messages:
    2,837
    Likes Received:
    2,949
    I bet she liked it.
     
  6. Downonthemuffin

    Downonthemuffin Members

    Messages:
    482
    Likes Received:
    737
    When I was 49, I had a lifestyle playmate that was 60.....and she loved to fuck, good times !!!
     
    6Sailor9 likes this.
  7. Downonthemuffin

    Downonthemuffin Members

    Messages:
    482
    Likes Received:
    737
    LenaSilk likes this.
  8. KDaddy23

    KDaddy23 Lifetime Supporter Lifetime Supporter

    Messages:
    2,960
    Likes Received:
    5,100
    Wow, I understand why the letter got censored! He pretty much told the guy, "Put a bag over her head and enjoy fucking her!" I don't know if his 'logic' would work on today's women, but it probably did way back then.
     
    Downonthemuffin likes this.
  9. Downonthemuffin

    Downonthemuffin Members

    Messages:
    482
    Likes Received:
    737
    Lol, like I said, I'm not sure about some of the points he made, but it WAS interesting to read !!
     
    6Sailor9 likes this.
  10. Danny Franks8

    Danny Franks8 Members

    Messages:
    399
    Likes Received:
    445
    Girlfriends cousin 55 years she felt good to be fucked by a much younger stud
     
    6Sailor9 likes this.
  11. Danny Franks8

    Danny Franks8 Members

    Messages:
    399
    Likes Received:
    445
    She called me her young stallion and asked me where did you learn how to fuck like that your so aggressive
     
    LenaSilk and 6Sailor9 like this.
  12. brunettebabe01

    brunettebabe01 Members

    Messages:
    39
    Likes Received:
    160
    I’m 23 he’s 54
     
  13. Scharff

    Scharff Lifetime Supporter Lifetime Supporter

    Messages:
    2,218
    Likes Received:
    3,757
    In the past, or in the present for you two?
     
    LenaSilk and 6Sailor9 like this.
  14. brunettebabe01

    brunettebabe01 Members

    Messages:
    39
    Likes Received:
    160
    Currently. The first time was almost 6 years ago
     
  15. Scharff

    Scharff Lifetime Supporter Lifetime Supporter

    Messages:
    2,218
    Likes Received:
    3,757
    Nice spread! Love it...
     
    LenaSilk and 6Sailor9 like this.
  16. LenaSilk

    LenaSilk Nutted

    Messages:
    469
    Likes Received:
    1,889
    Cool.... when I started my relationship with my baby I was 27 and he was about 50. And 14 years later we're still as close as ever.
     
  17. BJintheUK

    BJintheUK Members

    Messages:
    436
    Likes Received:
    385
    Back when I was about 27, I had sex with my girlfriend's mum. She was around 48 - 50 at the time. My girlfriend never found out as far as I know. To compare them, I actually preferred the mother.
     
    6Sailor9 likes this.
  18. Rana04

    Rana04 Every Day Girl

    Messages:
    87
    Likes Received:
    429
    80 and I was 20…he actually wasn’t too bad!
     
  19. JoeFirstin

    JoeFirstin Members

    Messages:
    149
    Likes Received:
    390
    Good to hear! ;)
     
    Jenna1995 likes this.
  20. drock69

    drock69 Members

    Messages:
    477
    Likes Received:
    472
    Of course! Experience is the best teacher!
     
    6Sailor9 likes this.
  1. This site uses cookies to help personalise content, tailor your experience and to keep you logged in if you register.
    By continuing to use this site, you are consenting to our use of cookies.
    Dismiss Notice