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I Fantasize While Im Crossdressing

Personal Stories, Advice, and Support 305 People

    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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    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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    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'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 4 Responses Dec 14, 2013

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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 1 Response Jan 22

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    Related Experiences

    I think we've all been caught a lot more often than we realize. We just don't know about it because the other person never said anything. Anyway, something I saw earlier this...
    AlbertSAT AlbertSAT 66-70, M 4 Responses 6 days ago

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    I try not to be judgemental but I really despise this experience. how can you fantasize about being raped? you can fantasize about being dominated yes, but not raped. it wouldn't...
    minmins07 minmins07 16-17, F 8 Responses Nov 16

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    This is a short story I just wrote. This is not all of it I want. I wish I could write the story leading up to this and who Lyra is. And also, Samuel and Belinda's happy ending...
    1lonelydaisy 1lonelydaisy 41-45 Oct 28

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    Forced to wear very high stiletto pumps! Probably my biggest of all my fantasies is having my girlfriend find out about my love of high heels (wearing them myself I mean) and...
    lockedheels lockedheels 31-35, M 2 Responses 3 days ago

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    Im looking for a daddy/lover to live with. Im into crossdressing, diapers, and lots of other things. I would like to be babied and stuff when im with daddy. I would like daddy to...
    AlexBunnyBoy AlexBunnyBoy 18-21, M 1 Response Nov 9

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    Theres something about crossdressing that always creeps up on me. Im always on and off of dressing up and im not sure why. Ive often made friends through this site and learned so...
    dawncutie dawncutie 18-21 3 Responses Nov 11

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    I don't get to do it much, I mean, when I was younger it was fine. Get in a boyish outfit or if you felt fancy a suit. My wardrobe used to be guy clothes because well I wanted to...
    SaikoTersuga SaikoTersuga 18-21, F 4 Responses Nov 12

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    Im Alex, im 17, and im looking for someone who will love me and cuddle me. I love diapers, crossdressing, RP, drawing, furries, anime, video games, and lots more. I want someobe in...
    AlexBunnyBoy AlexBunnyBoy 18-21, M Nov 13

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    I love crossdressing the feel of the clothes not having the pressures of the other part of you they seem to go away it relaxes me in a way takes me to a differant place and when a...
    CeeWade CeeWade 36-40 7 Responses Nov 15

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    Ok so I really want to start posting more about my crossdressing as its important to me, ok so I only wear lingerie but its still something and I just cannot resist wearing it, it...
    Verix Verix 18-21, M 4 Responses 4 days ago

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    Talk about embarrassing. Wow! This afternoon I was nicely dressed in a tight red sweater over my 38D bra and breast forms, grey skirt and red heels with red lipstick to match my...
    Robertredlips Robertredlips 56-60, M 7 Responses Nov 1

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    I have 10 pairs of heels and 5 dresses not to mention all the lingerie and stockings to wear underneath. I wear nothing but dresses and heels while home, and just love dress and...
    Plugslave Plugslave 31-35 5 Responses Nov 8

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    I fantasize about a fantasy rape having no control, forced to do things and have things done you me, by one or more guys.
    Surrick Surrick 31-35, F 8 Responses Nov 13

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    I honestly do fantasize about this and many other morbidly dark things. It must be something that formed after my many years of abuse... But now I cant get enough... Maybe I can...
    TheCasualChick TheCasualChick 18-21, F 4 Responses 3 days ago

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    I fantasize about rape all the time. Not entirely about the act either. The preparation brings exhilaration as well. I've even noticed that I have a 'type'. I also fantisize...
    caraut caraut 26-30, T 2 days ago

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    I like the sound of that. And while you are grabbing me, I'll use one hand to grip your junk and the other to pull your hair. Then you'll start to get hard and I'll lean down and...
    Sextme6996 Sextme6996 41-45, F 2 Responses 2 days ago

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    I have fantasizes about rape having no control and forced to do things no matter what and having you do things to me wether I want it or not by one or more guys.
    angelbaby428 angelbaby428 13-15, F 2 Responses 1 day ago

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    Oh, I want you to walk in and grab me. I want you to spin me around, making me face you. I want you to kiss me soft at first, then get more passionate and rough. I want you to...
    SimbaLou SimbaLou 18-21, F 2 Responses 1 day ago

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    While I didn't wear flops all the time while going to high school and college..some of my friends and classmates did. Some had good looking feet, others did not. These particular...
    beachfoot12 beachfoot12 22-25, M 1 Response Nov 4

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    I haven't had any experiences outside of jacking off online for women, but I find the thought of doing so on a pwrsonal level very intriguing. In my mind, the scenario would...
    mcmorgan79 mcmorgan79 31-35, M 1 Response Oct 28

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    I love to ********** while my b/friend watches and videos it.
    angie80 angie80 51-55, F 12 Responses Nov 2

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    I have a great fantasy about being f.ucked hard from behind while wearing women's clothes. Bent over, panties pulled to the side, thick c.ock up by as.s pounding away hard at my...
    ILoveLadiesPanties ILoveLadiesPanties 36-40, M 2 Responses Nov 2

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    Hey everyone. Uhmm... How do I put this? I'm sorry for neglecting most of you. It's been a while since I've been on and I've gotten so caught up with work that I forgot about some...
    LovingChihiro LovingChihiro 18-21, M Nov 12

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    So I know I just joined and Im loving talking to everybody but I have to leave for a while but I promise I will be back in a few days! Please don't forget about me :)
    morganhale morganhale 18-21, F 3 Responses Nov 20

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    The major changes in gameplay are related to the movement, but are more visual than tactile. The control is still consistent, but now the screen movements reflect the intentions of...
    game3personal game3personal 22-25, M a week ago

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    I do. Im a slow typer and have lots of things going on. Doesnt mean im not interested in talking, just means that It takes a lil while for me to: 1) think of what to say 2) grab...
    chocolatecurlz chocolatecurlz 18-21, F 1 Response 6 days ago

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    I love being dressed in full fashion corsets with garters and stockings. I keep my legs smooth and my toes painted so that my legs and feet look really good when I am in a babydoll...
    Plugslave Plugslave 31-35 12 hrs ago

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    Interesting. Never do I get as much messages as when I post something about r.ape f.antasies...
    Zabecki Zabecki 51-55, M 4 hrs ago

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    All the time It turns me on so much ;)
    CDLover12 CDLover12 18-21, M 2 hrs ago

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    Mmmm I do that ;) anal is good too
    Sextme6996 Sextme6996 41-45, F 1 Response 20 hrs ago

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    I am so excited and scared at the same time. My good friend that knows I cross dress pregnant wants me to go along with her and her daughter trick or treating. Best part I get to...
    Eikenmaster Eikenmaster 22-25, M 1 Response Oct 28

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    OMG I sure gave some people something to talk about this morning. I was at home after the wife left for work so I slipped on a bra, a skirt and a blouse then I put some lipstick on...
    Sharon03 Sharon03 56-60 6 Responses Oct 30

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    The other day my late girl friend decided we should go shopping which I love too do , but there was a catch to this she decided to put in me Silky stocking -panties - corset and...
    Sportsman007 Sportsman007 51-55, M 1 Response Oct 30

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    I'm a shy, 20 yo, closet-ed crossdresser, I've never actually been on a date before, or... well, anything remotely romantic before. Sometimes I feel so lonely. Sometimes I wish I...
    Madoka9 Madoka9 18-21, T Oct 30

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    Continued: The sales assistant looked over to me and smiled " well lady's walk this way " I squeezed my girl friend hand to say " what the hell your doing " but she smiled and...
    Sportsman007 Sportsman007 51-55, M 1 Response Oct 31

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    Took a trip to the park today with my now new favorite dress and it was amazing
    Tigerbentz Tigerbentz 16-17, M 1 Response Oct 31

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    Taking selfies in my new dress, LOVE IT!!!
    Tigerbentz Tigerbentz 16-17, M Nov 1

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    Last Night was amazing. My friend gave me some of her old maternity clothes so I would look as real as I could. My big belly fit perfectly, and my friend made me two fake breasts...
    Eikenmaster Eikenmaster 22-25, M 3 Responses Nov 1

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    Yay, i know I've been seen now. I had been out to visit a friend. On the way home I stopped and put on my bra, blouse, and skirt. Then I stopped beside a quiet road to check in...
    Sharon03 Sharon03 56-60 6 Responses Nov 1

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    Sometimes I wish I would get kidnapped and drugged for a few months so that my body becomes less big and bulky and more feminine and small, if only...
    JulieCakes JulieCakes 13-15, M Nov 2

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    I really want to start cross dressing more often cause it makes me feel so much better about myself i really want to start wearing dresses and more high heels. ;)
    TheGamer101 TheGamer101 13-15, M 5 Responses Nov 2