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I Want to Sleep With An Older Woman

Personal Stories, Advice, and Support 89 People

    It Can Happen

    Lots of older women would love the attention of younger men! But as they get older they want to have sex with "Friends" not just guys showing up -getting thier rocks off & leaving- they prefer friendships& doing more than just sex! Plus most folks don't get prettier or...
    jettys jettys 56-60 Sep 20, 2011

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    Looking For Greek Woman Or Cpl

    i want t sleep an older woman married or not !!!! older women is perfect for hard sex
    Kostas30 Kostas30 31-35, M Jul 9, 2011

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    Nurse Alert

    I work with several nurses that are older than I, I am am 38 year old and they are in their late fifties and early sixties. They do take care of their bodies and are into Yoga. The two that I am interested on are both single and usually make comments about my looks and wonder...
    ppdap ppdap 36-40, M 2 Responses Sep 15, 2010

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    As I Mature, My Interests Are Changing

    I am 32, and I am finding that the more I mature, so do my interests.  I am finding that more and more I would love to sleep with, and learn from the experience of, an older woman. Any women in the Philly area that want to teach a younger man?  email me at...
    daringtrucker daringtrucker 31-35, M Jan 10, 2010

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    Related Experiences

    I'm male and 20. I really want to experience an older woman. The oldest I've been with is 24, but i can't help but think about having hot sex with someone who's 35+
    deany311 deany311 18-21, M Aug 19

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    I was in love with an older woman and didn't realise it. Yes, that sounds like a dumb statement but it is entirely true and it was mutual. I was just too young and perhaps too na...
    Foreigntraveller Foreigntraveller 22-25, M 2 Responses Sep 5

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    I was just thinking am i cute enough to sleep with woman??
    Bbailey84 Bbailey84 26-30 a week ago

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    I can't take it anymore, I want to be a woman right now and I don't want to wait anymore. It is all I have ever wanted, I can't stop thinking about it anymore, It is all I have...
    wtbwoman wtbwoman 41-45 6 Responses Aug 19

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    I'm not exactly sleeping with him but I want to I actually work for him and his wife...she is the main boss I give him BJ about twice a month and love it and want more He says...
    Steph9598 Steph9598 22-25, F 1 Response Aug 25

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    woman look adorable, she looks as a boon on earth. I respect her too much that even I use to wear like her infact I am known in area for wearing them and living like a lady..but...
    ExUser007 ExUser007 18-21 Aug 30

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    He sleeps with me everynight..3 <3
    XxWolfGirlMidnightxX XxWolfGirlMidnightxX 13-15, F 6 Responses Aug 24

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    I cannot sleep without my monkey. When I'm home I carry it around. It's so fluffy... ;D
    loveVictorandDumas loveVictorandDumas 16-17, F 1 Response Aug 24

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    Yes I cannot sleep without brushing my teeth
    pinkleatherpants pinkleatherpants 22-25, F 1 Response Aug 25

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    I sleep with stuffed animals and Blankie... It helps my Little Ones inside when they're scared and/or in pain or struggling with something or someone. If they feel harmed or...
    ChantelSurvived ChantelSurvived 22-25, F 1 Response 4 days ago

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    my stuffed animals are my best friends i sleep with every night
    ryleerylee ryleerylee 26-30, F 2 Responses 4 days ago

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    I am curious about being with a woman
    kpeveler kpeveler 46-50, F 5 Responses Aug 23

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    ** first, sorry it's so long. I have been waiting to stumble upon a place I could tell my story!! Yes, if that's possible, I am happy in my marriage just missing one piece and...
    LittleTarheel14 LittleTarheel14 22-25, F 1 Response Sep 9

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    I want an older experienced woman who knows what she wants and how to please a man!
    wantayounglady wantayounglady 46-50, M 6 days ago

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    I think I'm done with Diane. I mean the role play is fun and the sex is good. I am just beginning to feel like a sex toy. I really want to connect with a person as friends and...
    AndroTaylor AndroTaylor 18-21 Aug 19

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    Mature woman message me, I have a thing for the older generation of females that's in there 30s to mid 40s
    perkofawallflower perkofawallflower 18-21, M 1 Response 2 days ago

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    38 years was the gap between my lover and Me. We were together over a year when I found out how old she was! My wife was 8 years younger at that time but she only wanted to make...
    marshall24 marshall24 56-60, M 1 Response Sep 4

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    It was a sleepover, he crawled into my bed. He got on top
    lotsoflove12 lotsoflove12 31-35, M Aug 31

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    Looking for younger, gay guy interested in a relationship with an older man, real or on line to start.
    travis43 travis43 56-60, M 1 Response Aug 25

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    PROTECT YOURSELF. Even if a woman says that she is on birth control, put on a darn rubber. And provide your own because some malicious crazy girls like to poke holes in them to get...
    GottaGoo GottaGoo 22-25, M 3 Responses Sep 5

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    It's my first line of defense before my enemies dare enter my quarters. Once they do then glorious battle will take place!! That and I'm a frequent sleep walker and need to keep...
    ValhallaAwaits ValhallaAwaits 18-21, M 1 Response Aug 30

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    I just need somewhere to get this out. I moved house with my family, a long way from where we were, new life started very excited. I started to live, previously I had been very...
    Frankjoon Frankjoon 31-35, M 3 Responses Sep 5

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    When they say,"You have no idea. You'll understand later." It's just bullshit. They used to be the same age as us too. Why can't you just respect what we're thinking right now and...
    DarkLoser DarkLoser 13-15, F 1 Response 6 days ago

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    I wish it were the case that wearing women's clothing would be entirely appropriate and unremarkable because I would be perceived as a woman.
    mistypink mistypink 41-45, T 1 Response Aug 21

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    I have always slept with my doors to my bedroom closed. I don't feel comfortable sleeping in an open room alone, or with my back towards the door if my door isn't locked. I haven't...
    DemonFeyLove DemonFeyLove 18-21, F 1 Response Sep 5

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    I don't actually know if he really wants me or not but I want him I actually work for him and his wife...she is the main boss I give him BJ about twice a month and love it and...
    Steph9598 Steph9598 22-25, F 8 Responses Aug 25

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    Hi want to be here for you online guys
    beth321123 beth321123 18-21, F 12 Responses Aug 28

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    And WOW what a crazy full of energy and sexy woman she is. Don't know if there is a relationship there or not but as far as first dates go.. This one was wild and fun. Not going...
    HeFeedee HeFeedee 46-50, M 1 Response Aug 30

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    Recently left a long dragged out relationship and now after many yrs am out on my own and find myself curious about other women I want to explore one and have them explore me...
    Curiousandlonely Curiousandlonely 26-30, F 4 Responses Sep 4

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    What kind of hetero man doesn't want to see two girls get it on? Specially when there is a high probability of being involved!?
    LifeDispenser LifeDispenser 31-35, M 2 Responses Sep 6

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    I want to put my head to his groin, & use my mouth & tongue to pleasure them!
    MITUK MITUK 36-40, M 1 Response a week ago

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    I want to put my head to his groin, & use my mouth & tongue to pleasure them!
    MITUK MITUK 36-40, M a week ago

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    Israel, Israeli, Cuckold, cuck, Hot wife, mistress, bull, sissy I WANT TO MEET CUCKOLD COUPLES IN TEL AVIV ISRAEL For you Israelis I recommend this blog - I know this couple in...
    IL2014 IL2014 36-40, M 2 Responses Aug 17

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    I can't slp without light! I feel scare and insecure and lonely and depress when the light is off!!! I can't help it, my eyes are puffy as I cried too much. My bf Didnt want to get...
    VolatileMe VolatileMe 31-35, F Aug 18

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    Is it weird that I'm in a relationship and went lingerie shopping with a girl friend of mine.? My girl isn't into lingerie...... i would like to go again ....
    p1mpjuse p1mpjuse 36-40, M 1 Response Aug 19

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    Obvs my wife works very hard with the keeds and this is how I'll thank her for raising my children, working her azz off and suckin' mah deck.
    thelonerinyourbed thelonerinyourbed 70+, T Aug 28

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    I know it's wrong, but I wish my girl was here tonight. Wish my husband was out. I just want to lay with her, kiss her, love her. I miss her smell and her touch so much..,
    LittleTarheel14 LittleTarheel14 22-25, F 1 Response 3 days ago

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    I want my moms breast. To dangle in my mouth
    Trigger777 Trigger777 36-40, M 1 Response 1 day ago

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    "they say that love is forever, your forever is all that I need. Please stay forever with me"
    creepypastafan creepypastafan 13-15, F Aug 24

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    "Could you check my pulse for me To see if I'm alive Cause every time that I am near you Is the only time I feel alright If there were any way I could think to turn back time I'd...
    wouldntulike2know wouldntulike2know 22-25, M Aug 24

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    I'm a person who is turned on a lot of the time. If you are too I would like to share photos or video chat with you. Even if your just feeling bored one night, just send me a...
    captianglaceon captianglaceon 18-21, M 3 Responses Sep 4

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    It is strange to me. I'm married and I'm completely satisfied in my relationship with my hubby. Yet from day one, he has told me I'm bi, because I'm just as into women as he is...
    kitt7 kitt7 18-21 6 days ago

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    I love my husband and I want him badly. He and I have been sexless for a month now. If I'm not crying about a lack of intimacy, I am fantasizing about it. I have places my...
    tristaspuella tristaspuella 22-25, F 3 Responses Aug 29

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