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I Want to Sleep With An Older Woman

Personal Stories, Advice, and Support 90 People

    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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    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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    Related Experiences

    I'm looking for an older woman to talk to about my woman clothes fetish. I want her to listen to me and respond.
    thestifmeister thestifmeister 22-25, M 1 Response Aug 11

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    Hi I DON'T NEED AN OLDER WOMAN BUT I AM AN OLDER WOMAN WHO IS INTERESTED IN HAVING A REAL LONG TERM MONOGAMOUS (BOY)FRIEND :)
    christinelove69 christinelove69 41-45, F Aug 14

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    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 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 4 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 day ago

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    Ive always wanted to be a woman but have been too afraid to tell anyone. I secretly cross dress but want to buy more womens clothing and find a guy who likes tgs. So scared to come...
    sissboy25 sissboy25 16-17, T 1 Response Jul 27

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    My boyfriend forced me to sleep with him i new i gonnq be able to push him off he went to the army he is 10 times stronger than me and at the time I couldnt get my head around it...
    marshmel marshmel 13-15, F 1 Response Jul 29

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    Never felt right wearing clothes to bed, even when I was a child. They just seemed so cumbersome and unnecessary. Parents insisted on P.Js. so I wore those until I got into the...
    kbbaldwin kbbaldwin 66-70, M Jul 30

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    I still sleep with my teddy bear I got from a nurse whenever I first overdosed. I was 13 or 14. I've had her for 3 years. I named her Ashley after the nurse. I also have a 6 foot...
    Rayven1997 Rayven1997 16-17, F 1 Response Aug 2

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    I've always slept with my eyes open ever since i was a little boy! Sometimes i sleepwalk too! I live with my parents and they often get scared when i sleepwalk with my eyes open...
    themanwhoknowseveything themanwhoknowseveything 46-50 1 Response Aug 4

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    I sleep with no more and no less then 15 pillows.. Sorry friends you'll have to sleep on the floor lol :P
    lunalight21 lunalight21 18-21, F 1 Response Aug 10

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    Her name is Coraline and I've had her for 4 or 5 years. She's named after the movie Coraline. I sleep with her every night. Don't Judge Me
    MsM1620 MsM1620 16-17, F 3 Responses Jul 29

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    Just a baggy shirt, or oversized hoodie....I cannot sleep with pants on, no way.
    Daisymay77 Daisymay77 16-17, F 5 Responses Jul 30

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    I haven't slept with a stuffed animal since I was a kid, but yesterday my boyfriend bought me a stuffed animal of my choice; a little giraffe. It's cute and I love him. I named him...
    Samaccino Samaccino 16-17, F 3 Responses Jul 30

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    Yes. EVERY SINGLE NIGHT I have to sleep with my stuffed little teddy bear. I got it from Starbucks in 2010. It's a barista bear dressed in a pink butterfly costume. Its so cute and...
    AnonymousJSS AnonymousJSS 13-15, F 1 Response Jul 30

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    I can't sleep with silence I'll get paranoid and scared.
    countrygirlISTaylor countrygirlISTaylor 13-15, F 1 Response Jul 31

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    I haven't always done this but now I feel like I couldn't sleep with my door open! I have to have my door closed and it has to be pitch black and quiet!
    tsg96 tsg96 18-21, F 2 Responses Jul 31

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    Yes but today I'm gonna sleep without my panties. :-) Yeeeyyyy
    pinkleatherpants pinkleatherpants 22-25, F 2 Responses Aug 3

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    Who else sleeps with one leg under the covers and one leg out ?? Lol
    germany100 germany100 18-21, F 9 Responses Aug 12

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    I have this lady bug pillow pet which I sleep with all the time. I hug it and minutes later I fall asleep like a baby. Someone gave it to me when I was in my darkest part of my...
    MacabreCannibal MacabreCannibal 16-17, F 16 Responses Aug 12

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    I have this koala that I have to sleep with unless I'm so tired I fall asleep without him. I like to hold his ear up to my nose or cheek sometimes cause it's relaxing. I do the...
    kayfortoday kayfortoday 13-15, F Aug 12

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    Yup almost 30 year old burly man still sleeps with his baby blankie. It's definitely a thing.
    TheOnlyLostBoy TheOnlyLostBoy 26-30, M 4 Responses Aug 13

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    He sleeps with me everynight..3 <3
    XxWolfGirlMidnightxX XxWolfGirlMidnightxX 13-15, F 4 Responses 2 days ago

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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 2 days ago

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

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    I am curious about being with a woman
    kpeveler kpeveler 46-50, F 2 Responses 3 days ago

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    Do you think anyone apart from your partner would want sex with a pregnant woman??
    HanEK HanEK 31-35, F 26 Responses Aug 9

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    I would like to date an older women not only because they have experience but most younger aged women my age are just all about that party's and drinking I just want to take a fine...
    nickd11 nickd11 18-21, M 1 Response Aug 9

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    I have always been attracted to woman who are at least 10 years older than me. Something about their personalities and bodies that are just different.
    ILW2014 ILW2014 18-21, F Aug 3

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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 a week ago

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    My older lover was sexy and the first time I went to her homr we went straight to her bed. We spent hours making love. I would have been called a gigilo if I did it for money. We...
    marshall24 marshall24 56-60 Aug 11

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    It was summer of 1994. My son was only born a few month's before. A proud moment in time. Yet i was depressed for still out of work. Hour's later the phone rang. I answered and was...
    skrewdriver4u skrewdriver4u 41-45, M 1 Response Aug 18

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    I've been retired and living in Knoxville TN for a bit over four years now. I've met many younger Gay men and have had, and continue to have, some great friendships and great sex...
    trtrk9118 trtrk9118 66-70, M Aug 15

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    Hi my name is Macy and I am a lesbian and live with my girlfriend. Her name is Jan we are both 19 and have been in love with each other since we were 16. I meet her when I was 13...
    macyisalesbian macyisalesbian 18-21, F Aug 5

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    I m sitting in my room naked and horny , hearing the moaning of the next door neighbors it really turns me on and I started to touch my self , suddenly the door rings , I put a...
    dood7511 dood7511 36-40, M 3 days ago

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    Add me if you want a friend that's older
    Daddylicksyou Daddylicksyou 61-65, M Jul 28

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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 day ago

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    I want to have sex with woman while my boyfriend partipates however he wouldn't **** her or lick her. She would lick me while my boyfriend ***** me and I would return the favour to...
    Readingaddict Readingaddict 18-21, F Aug 9

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    It was not my intention to show anybody but it happened.... actually there was nothing different then any other days... i came from office late... due to lots of work, i was...
    deleted deleted 26-30 3 Responses Aug 10

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    I been in a relationship with my boyfriend for about four years. I love him, I really do. He's sweet but also has his dark side. He's hit me before and also cheated. I've forgave...
    unspokenwords14 unspokenwords14 18-21, F 2 Responses Jul 28

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    I'm only 19 year old girl, but I would love to have a sexual relationship with a 40-55 year old women and do sexual things with her (or without her) with her teen-age kids (if she...
    Jamielr13 Jamielr13 18-21, F 5 Responses Aug 13

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    I live in Denver, Colorado and I'm looking for a woman who wants to get pregnant.
    DaveRen DaveRen 22-25, M 1 Response Aug 16

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    I am only 13 and I want to sext with girls of any age I don't care
    jc2418 jc2418 13-15, M Jul 30

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