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I Fantasize While Im Crossdressing

Personal Stories, Advice, and Support 318 People

    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, 2014

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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, 2014

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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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    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

    This story is a bit long but I wanted to share ny experience so I hope you enjoy. :) Normally I'm a very closed person, I like to keep to myself and not let anyone know about my...
    YouCanCallMeLucy YouCanCallMeLucy 16-17, M 4 days ago

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    I have been caught or almost caught many, many times in my life and yesterday Jan. 9 2015 was the first time for this year. I wasn't exactly caught but nun the less an...
    silkydrawers silkydrawers 46-50 9 Responses Jan 10

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    I crossdress. I can't help it. I'm 13, and I've tried about 3 times to stop crossdressing, and then something triggers it and the next thing I know is I'm wearing my moms panties...
    kylexdress kylexdress 13-15, M 5 Responses Jan 2

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    The online criminals are genius, they exactly know how they can target innocent computer users online and get their personal details from them, so people should be careful and know...
    filthyretort4305 filthyretort4305 22-25, F 1 Response 6 hrs ago

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    I want some crossdressing friends so we can talk about crossdressing
    Yoloswag2211 Yoloswag2211 16-17, M 2 Responses Jan 3

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    I'd absolutely love it if I could find a crossdressing friend in Illinois, someone to talk to about crossdressing, go shopping together and dress up together! Compliment each...
    need4speed28 need4speed28 18-21, M 4 Responses Jan 4

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    I just got caught. Really caught by my wife! This morning my wife had to go out and I arranged to follow on and meet her in an hour. This was a perfect opportunity to put on some...
    Prettyjennifer2004 Prettyjennifer2004 51-55, M 11 Responses Jan 11

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    For as long as I can remember I've played out fantasies in my head in the place of real life events. Some happen instantly and spontaneously, and some I actually have to sit and...
    OneHowlToTheMoon OneHowlToTheMoon 22-25, M Jan 19

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    I'am a guy and I have been fantasizing about being a girl. I fantasize about dressing up, looking feminine, cuddling with a man and even having sex with him. Anyone else ever...
    4everuby 4everuby 18-21, M 18 hrs ago

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    I wear my mom's dresses, skirts, and makeup around the house during the day while I'm home alone (I'm doing online schooling, and everybody else is always at work and school). I've...
    Nickmtf Nickmtf 16-17, T 1 Response Jan 9

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    I've posted before that I began wearing panties at the age of 7. I also began to crossdress at that age as well. When I discovered the pleasure of my mothers panties I had to know...
    Medic72880 Medic72880 31-35, M 1 Response Jan 6

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    Hello I'm a crossdresser and I won't pass as a woman. Would like to find crossdressing friends in Southeast Wisconsin around Lake Geneva area.
    cdmarie1959 cdmarie1959 51-55, M 4 days ago

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    Since my husband told me about his sissy fantasies the sex has been out of this world! I've known about the crossdressing for years now, but since opening up to me about this...
    beedbee beedbee 31-35, F 1 Response 2 days ago

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    i am online at crossdressingchat.com.au if anyone wants to talk
    vjss vjss 22-25, M 2 days ago

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    Text me. Tell me where you fantasize About ^^
    hiiitsme hiiitsme 13-15, F Jan 1

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    My wife has finally bought her outfit for our date with the pizza delivery guy. It's leather with a see through top. She won't be wearing it for long though, she's going to tell...
    scott0702 scott0702 41-45, M 6 Responses Jan 13

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    I push it to the back of my mind, the hours I while away online full of regret for all the things I could be doing, that I want to do instead. I live like there's another chance...
    ThePinkPowerRanger ThePinkPowerRanger 31-35, F 2 Responses Jan 2

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    I will be off for a while until I reach my goal I was only laying around....without a clue I feel so guilty........but now I need to earn it.......... So yeah........I will see you...
    AjaxJaxson AjaxJaxson 13-15, F Jan 19

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    So this was about 3 am this morning. I was with a bunch of my friends. We went into the woods, sat around a campfire. Drank and smoked weed. It was great. I was pretty ****** up...
    Nick54 Nick54 18-21, M Dec 30, 2014

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    I have *********** for random women on Omegle. Sometimes I have been rewarded with boobs, other times just with the pleasure of being watched while I came.
    wally256 wally256 31-35, M 1 Response Dec 31, 2014

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    Nothing turns me on more than being watched while I take care of myself...when someone watches me if makes it feel 10x better!! I can go nice and slow and take my time when someone...
    jakekendall1988 jakekendall1988 22-25, M 2 Responses Jan 2

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    It turns me on .. And the other person watching me. While I use one finger to pinch and squeeze my nipple and the other to rub my clitoris and finger myself ;)
    X3mya X3mya 16-17, F 5 Responses Jan 3

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    Everyone needs a break from every thing. I realised that I was getting addicted to EP, so I decided to stay away from it for a while. And now I am back! :D ;D I guess I just...
    rabinafrost rabinafrost 18-21, F 1 Response Jan 11

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    The only reason I hug my pillow while sleeping, is because I imagine it's you. I hate how we can't be together right now, it just keeps getting harder not being with you. I want to...
    maitesgirl maitesgirl 13-15, F 3 Responses Jan 17

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    I have been known to Ep while erect indeed.. since getting my phone I can do it standing up - and I can do it sitting down......or even laying down!
    Littlemisssomebody Littlemisssomebody 31-35, F 4 Responses Jan 21

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    My friends and I went to a lake house last summer. I forgot to pack my swimming shorts. I wanted to get in the water with them. So I took off all my clothes and jumped in. After a...
    Bradster111 Bradster111 16-17, M 1 Response 6 days ago

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    Not only seen by my brother but we indulged in several fun times while naked together
    willylover1 willylover1 61-65, M 8 Responses 2 days ago

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    deleting this app for a while. i notice i only get on here during my low times.
    endlessl0ve endlessl0ve 22-25, F 2 Responses 1 day ago

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    I love anul and sucking too makes me feel filthy as my hair is pulled
    Allyk66 Allyk66 36-40 4 days ago

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    Well today I came to my aunts house after my break from collage and she doesn't know I wear panties and others and I forgot to make sure I wasn't showing but I sat on the couch and...
    AZCROSSDRESSER AZCROSSDRESSER 18-21, M 7 Responses Dec 30, 2014

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    Hello every body I am a seventeen and I'm looking for some near buy that would like to hang out with to wear girls cloth and hang looking for any guy around same age or a girl that...
    Anime1234 Anime1234 16-17, M 2 Responses Dec 31, 2014

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    I got caught by my wife who came home early one day from work caught me dressed as a 7 yr old school girl begging for more my wife made me pose as a 18 month old baby girl to a pro...
    sissy1972 sissy1972 22-25, T Dec 31, 2014

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    Hi I'm Nikki and i love dressing up. I usually wear my sisters stuff coz she has really sexy things:)
    SissyTeenNikki SissyTeenNikki 18-21, T 1 Response Dec 31, 2014

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    So happy that I was able to dress up pregnant again. Bring in the new year pretending to be an expedient mother was loads of fun. As the ball dropped I rubbed my baby belly...
    Eikenmaster Eikenmaster 22-25, M 1 Response Jan 1

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    when I was about 7,8 I found a half petticoat of my moms and decided to take it to my room and try it on. I pulled it up under my armpits and it was like a dress that any girl my...
    needtodo needtodo 56-60 2 Responses Jan 1

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    That's my favorite way to get crossdressed tbh idk why I guess it's because everytime a girl teased me about it I said no and acted like I didn't want it because I didn't want my...
    ChristianCrossdresser ChristianCrossdresser 13-15, M Jan 2

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    Against is a bad word. . . I am just not attracted to men in women's clothes. I have a hard time finding clothes that work for me, and many men just slip them on and they look...
    RebekahWriter13 RebekahWriter13 31-35, F 1 Response Jan 5

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    Is there anybody from Colorado Springs, CO that want to chat or maybe meet?
    poorboymaverick poorboymaverick 41-45, M Jan 5

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    Me and my girlfriend just moved to a new town and she ask me if I would like to go shopping with her so I said yes as I had nothing else to do. When we got to the mall she asked me...
    Manudglh96 Manudglh96 18-21, M 3 Responses Jan 6

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    I got dared by my sister to dress in her clothes so she got me a a bra, thong, wig,high heel shoes and the most beautiful dress also she done my make up and I looked like a fairy...
    Manudglh96 Manudglh96 18-21, M 6 Responses Jan 7

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    I was almost caught many times but then I DID get caught and she was ok with it and now I wear panties only
    Mmorris352003 Mmorris352003 46-50 1 Response Jan 8