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I Want to Sleep With An Older Woman

Personal Stories, Advice, and Support 87 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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    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 finally managed to meet a very sexy much older woman, 57 years with large silicon breasts and a great body. We had an amazing long licking session and made out like I have not...
    Olderthanme Olderthanme 22-25, F 4 Responses Oct 7

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    hey, I have a strong attraction to older women. i just can't get into it with younger girls. but I'm really wanting some advise on coming onto older women. I've never been with an...
    brandonhuston brandonhuston 18-21, M 1 Response Oct 2

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    she was 42 years old, European type ,170 cm height, she was really experienced one , i enjoyed with her a lot so i like older women.
    newlife30 newlife30 26-30, M a week ago

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    I am dating a older woman who is 10 years older then me. We have been going out for 1.5 years and we stayed together for a while but not anymore we are staying in different...
    burnoutchanu burnoutchanu 22-25, M Oct 1

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    I not 100% sure on this but i honestly getting tired of you girls xD. Yes they have nice body and cute face to look at but honestly that all I want is to look at them but the have...
    EBestest EBestest 18-21, M 2 Responses Sep 24

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    Why is it fun to want to do this? Looking for an older woman to share with...
    deleted deleted 26-30 1 Response Oct 5

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    I have wanted to become a woman more than anything else in my life and have been wanting it for a very long time, more than want would LOVE to be a woman.
    wtbwoman wtbwoman 41-45 1 Response Oct 6

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    I sleep with a pacifier and I'm 28. I can't sleep without it. I recently told my mom that I wanted to be treated like an adult. I had a pacifier at my mom and dads house and I...
    deleted deleted 26-30 Oct 8

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    I have always had a fantasy of sleeping with a friend. Not in a sexual way at all. I just would love to hug them and know that they are there for me when I sleep.
    tesseract49 tesseract49 18-21, T Oct 9

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    I've always wanted to get a woman pregnant. To spread my seed as I should and give her a baby she wants. I'm 6'1", hwp, caucasian, hazel eyes, brown thick hair, disease free. NI...
    hpd963 hpd963 22-25, M Oct 15

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    Love sleeping with my white tiger sooo fluffy :3
    JasminR1448 JasminR1448 13-15, F 1 Response Sep 27

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    I wana sleep with someone...who hold me under her arms and give me immense pleasure of love and fantasy...👌💓
    gautamkeshu1989 gautamkeshu1989 22-25, M Sep 29

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    There's this one plushie I have, Flower the meerkat. I've had her since I was 7, and it's still a little hard to sleep without her.
    WinterSoldierBucky WinterSoldierBucky 13-15, F 3 Responses Oct 13

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    Wow, I got a dream last night, I was with a Virgin... Omg I am so thrilled, I wanna sleep with a virgin, I wanna be that special guy :) for her special moment.
    santees santees 26-30, M 6 days ago

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    I'm really bi-curious and I was wondering if there are any girls who were wanting to trade pics and stuff?
    mazegirl mazegirl 16-17, F 1 hr ago

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    I wanted to punished by strict okder lady .. Just like mom used to do ,, maybe your belt or hairbrush .. Will u make me pull Down my pants
    frogg40 frogg40 36-40, M Sep 25

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    Would love to find a woman, here in Las Vegas, that would like to dress me like a woman. I love to look and act slutty.
    bcvegas4u bcvegas4u 66-70, M 2 Responses 1 day ago

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    If I'm too childish, guys won't like it. But if I'm a woman, won't it be boring and too serious?!
    KarinaLin KarinaLin 18-21, F 6 Responses Sep 29

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    So I believe one man with two females ate perfect! My points,,, 1. I get a best friend to talk, go shopping or go see a girly movie. 2. House shores are split so I don't have to...
    MyRueToday MyRueToday 36-40, F 1 Response Oct 15

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    I want to befriend people 35+ . I think it's healthy to be exposed to various type of people and I feel I need that bit of wisdom.
    HigherCalling HigherCalling 22-25, F a week ago

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    I'm in his house right now. He's sleeping right upstairs with....her. She's supposed to be my best friend. But I just lay here on the couch watching the clock tick bye waiting...
    Gothika88 Gothika88 18-21, F 2 Responses Oct 7

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    there has to be a background noise when im sleeping.. idk why
    aud30 aud30 13-15, F 3 Responses Oct 12

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    I have to. My bed is set up so that the light that would shine in from the door will hit my face directly. Plus I don't want people to walk by and look into my room. It's my room...
    Raptax231 Raptax231 18-21, M 1 Response Oct 2

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    I want to be with a really beautiful curvy brunette at least once
    Sincerely77 Sincerely77 36-40, F 1 Response Oct 6

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    I want to get a girl fat. I think its sexy. Watching her body expand and get bigger.
    didnhaveparents didnhaveparents 18-21, M 5 days ago

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    Who wants to swap some naughty pics. I have very hot ones of myself.
    ilikeitiloveit ilikeitiloveit 36-40, M Sep 27

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    I want her to watch us me andwife get really freaky incentives how to do it
    titoandloco79 titoandloco79 31-35, M Oct 7

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    Just once at least I figure you only live once just one with a curvy body well taken care of brunette like a size 10-16 would be perfect tall busty
    Sincerely77 Sincerely77 36-40, F 2 Responses Oct 9

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    Life is better when you have someone to share it with, someone to back you up when you have problems or are feeling bad, someone to have fun with, someone you can always count on...
    StraightShemale StraightShemale 18-21, T Oct 16

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    I will forever be in love with SWS :)
    Navysweetheartxo Navysweetheartxo 18-21, F Sep 24

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    I just started having sex with my mom a few months ago after we caught each other ************ one day. She now invites me to take her to bed every night for sex and she asks for...
    Braxxenn Braxxenn 18-21, M 1 Response Sep 26

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    When I was little my Gran Dad won me a big teddy bear on the boardwalk. A couple of months later he died which made me very sad, even now. So I've always cuddled my Big Bear when...
    jerseyjade jerseyjade 16-17, F 1 Response Sep 30

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    I have been having s3x with my science teacher for 4 months now. It started in a detention. I sat there waiting for miss and when she came out she was naked. She took off my pants...
    Oliverb123123 Oliverb123123 26-30, M 1 Response Oct 4

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    It goes back to when I was a kid to avoid the sounds of snoring and heavy breathing from parents with apnea. Now I use it to drown out crickets, ghetto life, and everything else.
    drgraffenburgmoe drgraffenburgmoe 22-25, M Oct 5

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    I've had sex with all 3 of my sisters. My parents knew we were doing it and said nothing.
    emknaps2004 emknaps2004 56-60, M Oct 7

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    19 year old m swapping pictures with any girls
    jclifford jclifford 18-21, M 21 hrs ago

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    I want lots of lots of friends who are open for benefits :D omg its not earth it will be heaven for sure
    santees santees 26-30, M Sep 27

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    I want to meet local people for naughty kinky fun, Women or xdressers... any xxx
    joeybuck joeybuck 31-35, M a week ago

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    Trapped in SM for 14 years, am looking for FWB. Expect a long term relationship with love, care and trust. Females around Punjab (In or around Chandigarh) looking for a decent...
    Raajan71 Raajan71 41-45, M Oct 6

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    I'm horny to talk to girls.
    albo69 albo69 26-30, M 10 hrs ago

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    Yeeeeeeeeeeeeeeeeeeeeeeeeees
    hangingtrees hangingtrees 13-15, M 7 hrs ago

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    i don't know what it is but i think they are sexy. maybe its the confidence they have.
    jonny2525 jonny2525 22-25, M Oct 14

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    I have been having a lot of dreams involving him and I, either together sexually or romantically. Oddly, Im not sure if he likes me... i already made things a bit awkward by...
    LadyDaelas LadyDaelas 18-21, F 3 Responses Oct 10

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    I am so h after a couple of drinks I am so hard right now need to sx chat
    Dloveski Dloveski 36-40, M Oct 11

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