I Have Slept With Someone Twice My Age

Personal Stories, Advice, and Support 733 People

    Hoffferch Hoffferch
    46-50, M
    Aug 16, 2015
    katherinehudson katherinehudson
    1 Response Sep 15, 2014
    deleted deleted
    5 Responses Mar 10, 2016

    I had sex with my mom's best friend,

    she was 46 and I was 20... she was very kinky she knew how to pleasure a young buck like me it was awesome!!
    deleted deleted
    1 Response Apr 12, 2016

    I've slept with a guy twice my age

    and honestly I would do it again given the chance.
    deleted deleted
    5 Responses Aug 12, 2014

    I was dating a married woman

    who was 10 years older than I. I was 22, she was 32. One night I went out with her and her aunt. Shelly had to go back to her house since her husband had to leave for work, but I stayed at the aunt's to talk and have a few beers. Shelly had hoped to come back shortly. Half hour...
    ctreve511 ctreve511
    51-55, M
    2 Responses Mar 10, 2016

    I was 22 and she was 44.

    .. Probably one of the earlier "Internet dates" Now I'm 37 I can fulfil a fantasy of going half my age!!
    kingofdiamond kingofdiamond
    36-40, M
    1 Response Feb 18, 2016

    Real story I had made out with someone

    who was 34. I was 18. We made out in the elevator going up & down. Worst mistake of my life. I don't know what was I thinking. I was soooooo hornnyy back then. My cousin told me to stay in the house I didn't listen to her. I went anyway. I found out he used to rape girls 5-17...
    staystyleandsmile staystyleandsmile
    22-25, F
    1 Response Nov 22, 2015

    he is 30 years older

    than me...and older than my own dad. I have never felt so satisfied thinking about him still makes me wet (currently). Best sex hands down, I've never felt so good...I'm craving it again and wouldn't reject his offer if he asked...
    trvshbaby trvshbaby
    18-21, F
    4 Responses Oct 21, 2015

    When I was young I was having sex with men 5

    times my age! And they were my best lovers!
    deleted deleted
    1 Response Dec 19, 2015

    He was 18 when I was born.

    We now have 3 children together. I always knew I was an old soul.
    KateO2014 KateO2014
    26-30, F
    Nov 18, 2014

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    bestriven74 bestriven74
    22-25, F
    1 Response Nov 23, 2015

    I actually lost my virginity like this.

    I was 18, in college, and working in a bar. She was 37, married, and had 3 children - one of whom was OLDER than me. She was on a business trip in New Orleans.... Ended up sending me a postcard with all of her phone numbers, email addresses, and home address, "if I ever was in...
    MarxistLuciferKongJr MarxistLuciferKongJr
    26-30, M
    1 Response Nov 17, 2014
    Regan7778 Regan7778
    22-25, F
    11 Responses Nov 21, 2015

    One of my teachers it was my first experience

    and my first experience with a girl she tasted so good and told me she loved my taste as well
    moongirlashlyn moongirlashlyn
    16-17, F
    1 Response Oct 5, 2015

    I was angry at my mother

    and always had a thing for older men and they way they take charge, so one night I seduced him, my step father and I were alone. I showed him what I had and he really liked it... We did it all night long he was always on top, he gave it to me long and hard at every angle until I...
    saxxygal saxxygal
    26-30, F
    1 Response Jan 31, 2015
    dawayne420 dawayne420
    22-25, M
    1 Response Dec 22, 2014

    And I can still remember my dad coming home

    from night shift and toting me to my own bed :)
    deleted deleted
    2 Responses Nov 8, 2015

    Well I'm not sure if it was twice my age lol.

    But she was 26 and I was 16. She was hot as hell too haha.
    dvkota dvkota
    18-21, M
    3 Responses Feb 24, 2015

    My roommate is 32, I'm 18.

    He thought I was at the very least 20. I thought he was mid 20s. I was drunk one night and needed a ride home, so he picked me up. Went to hangout and we ended up sleeping together. Well like 5mins of s*x because he didn't last long at alllll. He sexy though. I couldn't hell...
    ShadowedLover ShadowedLover
    18-21, F
    2 Responses Jan 24, 2016

    And I'm completely in love with him!

    I think that's what makes it absolutely amazing! One time was even in the middle of the woods by a lake. I wouldn't change a thing about that man!
    JosieP1116 JosieP1116
    2 Responses Nov 21, 2015

    This was a long time ago.

    1991 or '92, which meant I was 21 or 22. I was living in Yellowknife, and it was pre-internet, so the long nights got to be real lonely. Well, one night after work I went to the bar. It was a long weekend, and a lot of people from other communities had flocked to the city...
    UnderEli UnderEli
    46-50, M
    Dec 12, 2015

    This is something I couldn't share with my

    friends or open minded parents but I went through a phase of spending nights and weekends with older men and I have never regretted it. I am settled with a boyfriend who is only two years my senior but before I knew who he was, I was having the time of my life with men, some who...
    deleted deleted
    2 Responses Nov 23, 2015

    I was 18 and they were 42.

    I had my mind blown...
    deleted deleted
    4 Responses Feb 10, 2016

    It's honestly better then anything else I have

    ever experienced. Totally addicted to it.
    littlemissjackie littlemissjackie
    26-30, F
    6 Responses Jun 16, 2015
    iwilltravel2 iwilltravel2
    61-65, M
    Dec 18, 2015

    I wanna get pregnant by an older man.

    ..I love that my 49 year old lover c*** in me but its a shame he had a vasectomy.
    trvshbaby trvshbaby
    18-21, F
    2 Responses Nov 22, 2015

    My husband was four times my age

    when we made love the first time, we've been together for 35 years now :)
    bustybobo bustybobo
    46-50, F
    10 Responses Mar 19, 2016

    I've had it both ways.

    .. slept with a couple of women significantly older than me - both great experiences - I actually ended up in relationships with them and I learned a great deal from them. But I've also had relationships with women much younger, like early 20s when I was in my 40s etc. Great...
    Riffster Riffster
    51-55, M
    Dec 11, 2015

    He is 66 and I'm 36. We have been together

    almost 2 years. He is AMAZING, in bed and out!
    Wanderlust1903 Wanderlust1903
    36-40, F
    6 Responses Nov 23, 2015
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