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I Fantasize While Im Crossdressing

Personal Stories, Advice, and Support 294 People

    That I'm a slutty little cumm ****

    who would love to get gang banged or just straight up used as a cumm dumpster guys could line up and one by one they can all fill my holes with their thick loads shoot it all over my slutty face and once done I'm so dirty and don't care that I wouldn't even clean my face off or...
    nathaliajames4872 nathaliajames4872 31-35 2 Responses Dec 14, 2013

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    After stumbling across a cross-dresser in p**n,

    all I think about when I'm in public out of my feminine personality is that I wish I was wearing more than just my sisters tight underwear. I'm new to this site and love all the like-minded people, post an experience if u feel the same way.
    Jess967 Jess967 18-21, M 4 Responses Apr 7

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    Call me Mary when I wear girls underwear

    and my dress ;) I blow my belly up like a balloon while I'm wearing them so I look like I'm pregnant and growing But the toy I use gets boring I want a real person to inflate me and then do me ;) I'm bi so if ur a girl wanting to blow me up like a balloon message me Same u to...
    Brickwall96 Brickwall96 18-21, M 2 Responses Jan 22

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    With A Bill Board

    saying honk if you want to **** me how many honks would i get? and how many *****?
    christinemelody christinemelody 56-60, T 3 Responses Sep 5, 2013

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    That I am a hot Lesbian MILF

    who is seduced by the babysitter or my neighbor's daughter.
    Laviana Laviana 46-50, T Jun 16

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    I think we all do, but the other day I got to

    play it out. I showed my wife the slutty schoolgirl outfit I had put together and before you knew it she was the teacher that was going to fail me.Somehow I managed to pull my grade up to an A...Hoooray for oral exams
    babybearjean babybearjean 56-60, M 3 Responses Jun 16

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    Pregnancy

    i fantasize that I am trying to get pregnant so i can give this man a little baby boy that looks just like him
    Barefootjamie Barefootjamie 18-21 2 Responses Sep 12, 2013

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    Related Experiences

    Cuffed and detained during the holiday season. I wasn't really caught in the act of crossdressing but I was caught with the clothes for crossdressing. I actually had told this...
    banannasplitz09 banannasplitz09 22-25, M 3 Responses Jul 31

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    I have been crossdressing for a while now but the first time I was caught was when i was 10. I have a older sister that washed cloths with mine one morning, and she had her pink...
    Fogle3 Fogle3 16-17, M 4 Responses Jul 31

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    Hello everyone I am a 19 Year old Male who previously got addicted to crossdressing. I am strait but for some reason love to wear females clothing, I have tried on several of my...
    MsLexi MsLexi 18-21, F 1 Response Aug 18

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    I have been married for 15 years. The crossdressing came out about 8 years ago. I was really supportive and loving about it. Felt sorry for Husband that he had had to hide it all...
    LadyLana39 LadyLana39 51-55, F 6 Responses Aug 1

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    Every week or so I change my mind about crossdressing. I think its weird and stop, and then later the urge to crossdress returns. I believe it will never go
    kylexdress kylexdress 13-15, M 9 Responses Aug 4

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    So this is a big step for me. I've never been incredibly public about my crossdressing. This is the first thing i've ever done online relative to it with any kind of public...
    EmilyRose15 EmilyRose15 16-17, T 3 Responses Aug 7

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    So, I am fairly new to crossdressing (been at it for about half a year). I keep it a secret and I'm perfectly content with it staying that way. But it has always been a desire of...
    SuperCornstock SuperCornstock 16-17, M 2 Responses Aug 10

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    It's Varied over the Years. In my teens, it was a big part of my sex life, both solo and with my buddy, and to a small part, with a few girls. Then I thought I'd outgrow it. Ha! I...
    AmberFountaine AmberFountaine 66-70, M 2 Responses Aug 10

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    I was Caught Crossdressing by my next door nebor Guy and Im still doing it to day. I was in my Wifes We are the same size too. Well I was in her 34-C push up Bra, and Bikini...
    Kellyboy541 Kellyboy541 56-60, F 6 Responses a week ago

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    Bought brand new panties today, put them on and while trying to tear off the tag tore the waist band. Ugh.
    dazzlinglegs dazzlinglegs 36-40, M 5 Responses Jul 31

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    I was home alone my GF was gone for the weekend so I took the opportunity to dress. I went and got a sports bra and suntan panty hose I put on a nice dress and some high heels, a...
    pmgurl pmgurl 51-55 2 Responses Aug 16

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    The last time..? Maybe? So it's been a while since my last post (December) and I was thinking about coming out. Well, things took a hold of itself in it's own way and so much has...
    elliecarr elliecarr 18-21, T 6 Responses 6 days ago

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    I have always wanted to get caught cross-dressing and be horribly humiliated. This story you are now reading is not true, but I am sharing it as if it was true: Last Friday night...
    Robertredlips Robertredlips 56-60, M 1 Response 2 days ago

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    I want to talk to a girl who fantasizes or has been raped.
    csmith989 csmith989 26-30, M 3 Responses Aug 3

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    I have fantasized about rape since I was in high school. I feel like a horrible person for saying that. I am not a rapist and am not a bad person. Just for some reason acting out...
    irish1114 irish1114 26-30, M 1 Response Aug 13

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    I want to hear from girls who have been raped/molested or their fantasize about it
    jbeaver975 jbeaver975 22-25, M 3 Responses Aug 18

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    I always have fantasized about holding-up a bank, and instead of stealing bag loads of money. I will set fire to the whole vault full of ‘em. I want to see the disappointed...
    dustyoldclock dustyoldclock 18-21, F 1 Response 11 hrs ago

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    This one time while playing field hockey I got hit in the head with a ball and got knocked unconscious. While knocked out I was rushed to the hospital. Somewhere in between I peed...
    Rayven1997 Rayven1997 16-17, F 2 Responses Aug 6

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    WHEN I GET PREGNANT - I want to breastfeed my husband while gently kissing his forehead & massaging his d/I/c/k. I can't wait to see my sweet milk dripping down his lips. I would...
    Peachesx0 Peachesx0 22-25, F 4 Responses Aug 8

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    Gilmaoq1174 Gilmaoq1174 31-35, M 1 Response Aug 21

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    I travelled to Hong Kong and Macau for a while. But what got me is my trip to a hospital funded by the doctors themselves treating people who can't afford one decent meal a day. I...
    szchwakovpf szchwakovpf 18-21, M Jul 29

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    not always but sometimes i do hug my pillow while sleeping
    youngsingle youngsingle 22-25, M 3 Responses Aug 1

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    I am home while my Marine is away. And this is his first deployment. We FaceTime on a regular basis but sometimes with the time difference being off. We sometimes go hours and...
    angelbaby187 angelbaby187 22-25, F Aug 1

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    I've been on here for a few years but i've always been on and off here, just getting back into it out and I have to stay I have missed it so I shall start posting things again and...
    ForeverOnABoat ForeverOnABoat 18-21, F 2 Responses Aug 2

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    cheapesogold cheapesogold 22-25, M Aug 4

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    Inside I'm tormented while outside I appear fine. I've gotten way to good at pretending it doesn't hurt that sometimes I even forget about the cuts that line my arms and the...
    blahlahblah599 blahlahblah599 16-17, F Aug 6

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    Peternhj Peternhj 31-35, M 1 Response Aug 7

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    I was wondering if anyone else faints/feels faint while holding.when I hold if I burst I automatically pass out cold and wet myself and spazz. Does this happen to anyone?
    Fireredrose Fireredrose 18-21, F 1 Response Aug 9

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    This happened about a week ago. I wanted to go run an errand an shopping. I put on my light colored hose with shorts. I have really been wanting to do this a long time. I...
    pappie60 pappie60 61-65, M Aug 10

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    He text his last words to me a few hours ago. His flight takes off in about 2 hours. I'm just trying to keep focus and confident while he's gone because I know that's what he wants...
    thunderberk thunderberk 18-21, F Aug 11

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    Write more about this experience (optional)I'm a 38 year old guy. I look and act younger. At 35 I fell in love and got my new love-after dating 3 months-preganant. things moved...
    allarevessels allarevessels 36-40, M Aug 11

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    Write more about this experience (optional)I'm a 38 year old guy. I look and act younger. At 35 I fell in love and got my new love-after dating 3 months-preganant. things moved...
    allarevessels allarevessels 36-40, M Aug 11

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    Write more about this experience (optional)I'm a 38 year old guy. I look and act younger. At 35 I fell in love and got my new love-after dating 3 months-preganant. things moved...
    allarevessels allarevessels 36-40, M Aug 11

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    Hello whoever actually reads what I write. I actually haven't been on in a long while, due to a ****** phone, ****** app and my computer actually broke a couple months back...
    GlamGasm GlamGasm 22-25, T Aug 12

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    Natural cuddle bug, if I don't have a pillow to hug while I sleep, I swear I just can't sleep, my cat decided it'd be fun to puke on my ******* pillow. Gotta sleep without a pillow...
    GuuIsAwesome GuuIsAwesome 18-21, M 1 Response Aug 12

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    Newtonys505 Newtonys505 31-35, M 1 Response Aug 20

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    I think I'm starting to bother some people. I'm really not trying to and all you have to do is tell me, buuuuttttt instead I get blocked. That's not why I joined. Oh well, it was...
    Egli3360 Egli3360 51-55, M 2 Responses Aug 20

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    My mom smoked while she was pregnant with me. Maybe that is why I am unimportant to her.
    Inherownwords Inherownwords 31-35, F 2 Responses Aug 20

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    Am dancing around my house with music on full blast while cleaning, it's such fun and you don't know where the time has gone 🎵🎶🎶💃💃
    Sweetgal40 Sweetgal40 36-40, F 2 Responses