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I Want to Sleep With An Older Woman

Personal Stories, Advice, and Support 87 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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    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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    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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    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

    All I have thought about lately is how I want to please a woman. How as much as I want to be sweet and sensual with her I want to f*** her silly with a strap-on. I want her...
    shygirl2014 shygirl2014 26-30, F 1 Response 8 hrs ago

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    I'm almost 20 and I sleep with a teddy bear everynighy. my bf gave me it and I love it. Idc how old I am it helps me sleep.
    PrincessDemeter PrincessDemeter 18-21, F 1 Response 4 hrs ago

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    I am in love with a woman that is 14 years older than me her name is stargazer gal she is the very essence of what makes me want to live with out her it would be like living with...
    cassiescowboy cassiescowboy 26-30, M 1 Response Jul 13

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    I want an older woman to talk and be dirty with.
    jacobnp jacobnp 16-17, M Jun 23

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    Actually, it's not a stuffed animal it's a doll. Her name is Nia and I will never forget the first time I got her. I was around 7 and I saw her in a store and wanted her instantly...
    gardengirl17 gardengirl17 22-25, F 1 Response Jun 26

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    My older sister's friend gave her a stuffed puppy and I stole it from my sister when I was like 3. I slept with it every night. I even gave it a name... Puppy. XD Haha, don't judge...
    Yasmin8 Yasmin8 13-15, F Jul 4

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    I admit, I sleep with a Totoro plushie. I got it as a late 18th birthday present from my best friend when she found out I wanted to get one since I'm a total fan of Studio Ghibli's...
    MindvsHeartAJ MindvsHeartAJ 18-21, T Jun 26

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    I am a very bicurious woman, in her mid twenties, and have always fantasized about hooking up with a woman. Anyone else feel the same way?
    jparker807 jparker807 22-25, F 1 Response Jun 24

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    I used to sleep with a stuffed pink elephant and then I grew out of it.. Then two days ago I got a stuffed turtle.. Now I sleep with it and I can't sleep without it.
    ImNotOkayWhyCantYouSeeThat ImNotOkayWhyCantYouSeeThat 13-15, F 5 Responses Jul 2

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    Man I'm just chilling here with my dad's friends, it's nice interacting with older. People who run a business or talk about work
    baconassassin baconassassin 18-21, M 2 Responses 4 days ago

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    I'm just curious as to what it would be like to experience it. I have no idea because I'm still a virgin. I don't know why but I really want to experience this with another woman...
    via28 via28 18-21, F 1 Response Jun 23

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    I just love sleeping with married men. I love to speed my legs to them and have them f*** me as much as they like. I go online just to look for married men. Send them pictures of...
    evilsickslut92 evilsickslut92 22-25, F 24 Responses Jun 23

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    Yes I sleep with a stuff animal. Actually I sleep with a bed full of them. They are all disney, but the one I had for 15 years an old rag doll, don't laugh but I called her mamma...
    broadwaybabe99 broadwaybabe99 13-15, F 10 Responses Jun 26

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    i would love to chat with pregnant woman text me at 530-350-5257
    newxnewx newxnewx 22-25, M 1 Response Jun 26

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    I'm afraid of sleeping with my bedroom door open because I feel like someone or something is going to walk by my room at night or watch me sleep
    LilVixenClaire LilVixenClaire 18-21, T Jun 29

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    I'm 21 and still sleeping with my childhood stuffed monkey I had it since I was a baby. I feel like a kid again holding it while I sleep
    Guywhopees Guywhopees 18-21, M Jun 30

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    I have a giant stuffed bear that I sleep with that reminds me of my brother. I only sleep with it when I miss him though (He lives in Georgia, I'm in New York)
    aurorad19 aurorad19 13-15, F 1 Response Jul 3

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    Hahaha, well if having them all sitting on the end of my bed counts, then yes, I sleep with a LOT of stuffed animals. xD If we're talking snuggling things, then I have a real cat...
    randomlygenerated randomlygenerated 18-21, F Jul 5

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    I cannot sleep without my fan on! Its just impossible. If i even attempt to i can't get to sleep. Just not gonna happen
    CPrimer CPrimer 18-21, M 1 Response Jul 8

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    I used to always sleep with it cracked open but now I sleep with the door closed and locked. It's not like I have to have it that way but I prefer it because it guarantees my total...
    Darkanddesolate Darkanddesolate 16-17, F 2 Responses 1 day ago

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    I sleep with my daughter every night in my arms ❤️
    simplyme14 simplyme14 13-15, F 2 Responses Jun 22

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    I can't fall asleep without my bear. No, I don't feel like I'm too old to be sleeping with a teddy bear.
    HannibalQ HannibalQ 16-17, F 4 Responses Jun 24

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    I sleep with a teddy bear my boyfriend got me(:
    saxophonegal22 saxophonegal22 13-15, F 1 Response Jun 26

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    I must have my door closed at all times. I just really love my privacy. Whether it's day or night, it has to be closed, especially at night, I can't sleep with my door open.
    DiamondInTheSkye DiamondInTheSkye 18-21, F 2 Responses Jun 29

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    I sleep with a stuffed turtle and love pandora&earbuds so, It's a 'cuddle-a-stuffed-turtle-&-destroy-ur-hearing' day, who is in?
    ImNotOkayWhyCantYouSeeThat ImNotOkayWhyCantYouSeeThat 13-15, F Jul 5

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    I absolutely adore sleeping with stuffed animals! I have a light blue bunny my mom have me when I was younger. She passes away in 9/11 so it's the last thing that I have of her. I...
    WisdomTree WisdomTree 18-21, F 2 Responses Jul 5

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    I Dont Sleep With Pants Or P J Bottoms On mostly because of my phantom night turds I just put a tarp on my bed
    mcfartcloud mcfartcloud 31-35, M Jul 7

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    Sometimes I sleep with nothing on, is that weird? I'm only 17 years old.
    WillsWill WillsWill 16-17, M 2 Responses Jul 10

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    SLEEPING WITH SIRENS AND PIERCE THE VEIL ARE GOING ON TOUR TOGETHER WHAT IS MY LIFE EVEN<33333
    xxxalyssabrownxxx xxxalyssabrownxxx 13-15, F 1 Response 21 hrs ago

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    I love my wife but I would like to be with another woman for a night
    nativecock nativecock 41-45, M 2 Responses 3 days ago

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    Any girl want this with a big guy ?
    scottishbigguy scottishbigguy 22-25, M 3 days ago

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    I want to pee with a girl!! Meaning I want her to see me pee and I watch her pee.
    TransAsian TransAsian 26-30, T 1 Response 12 hrs ago

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    I always sleep naked. whatever the weather
    AdamtheA AdamtheA 36-40, M 5 hrs ago

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    I am only 13 but I want one sooooo bad! Not for sex. Just long distance dating. Ocasional video chatting on Skype or Facebook. Most of the time just text chatting. I need a woman...
    TreeSmasher TreeSmasher 26-30, M 4 Responses a week ago

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    I've been seeing a woman recently who is about 10 years older than me. We've been having the best sex of my life, and I just can't get enough of her. Last night it occurred to me...
    baresse baresse 41-45, M Jun 27

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    I just want to hold and be held by a woman. To be loved, cared for, you name it. And, sadly, I'm 47. My time is running out. Not due to life threatening illness ; just getting...
    BuckeyeNut1967 BuckeyeNut1967 46-50, M 2 Responses 2 days ago

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    If I am upset and my husband isn't home, I will sometimes get the first thing he even bought me when we started dating - a stuffed rabbit I named Heidi and out her in bed with me...
    roseblossom90 roseblossom90 22-25, F 2 Responses 21 mins ago

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    My foster parents gave me a big stuffed wolf when I moved in with them he has been my comfort when scared I just hold him every night and all the bad things that would haunt me don...
    BlueLanternDodgerBlake BlueLanternDodgerBlake 16-17, F 2 Responses 5 hrs ago

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    I was involved with the mother of a friend of mine. He never found out. It was very complicated because she became a widow suddenly. It was all very tragic. I know that it...
    deleted deleted 26-30 4 days ago

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    I am was involved with the mother of a friend of mine. It was a complicated relationship because she lost her son (my friend) and her husband to a drunk driver. I stayed friends...
    deleted deleted 26-30 1 Response Jul 12

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    I am now 71, and too old to do anything about this. But I have always longed to be a woman. To dress sexily like a woman can, to have sex like a woman, to teeter on tiptoe like a...
    peter13942 peter13942 70+, M 4 Responses Jun 29

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    I want an Alabama woman to take my virginity
    jorgar jorgar 41-45, M Jun 27

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