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I Fantasize While Im Crossdressing

Personal Stories, Advice, and Support 588 People

    janetjanet janetjanet 51-55, T 3 Responses Jan 28

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    It is so easy to start to dress in my feminine

    things and imagine what it would be like to be putting everything on for real. To start to get ready to have a night out with the girls or maybe getting ready for a date. You can really get into the mood very easily when encased in all that satin or lace and to have a LBD on or...
    ReneeTalley ReneeTalley 56-60, M 2 Responses Nov 29, 2015

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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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    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 3 Responses Jan 22, 2014

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    When I see a stylish short skirt

    or dress... I fantasize wearing it and being tied up in it... like the pink miniskirt I have on now. I saw this on a girl and had to have one... I got it!
    schoolgyrlKaren schoolgyrlKaren 41-45 3 Responses Oct 17, 2015

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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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    sisters will you let your brother to be in your

    dress and if yes then what will u tell to your mother???
    raman000001 raman000001 13-15, M 1 Response May 21, 2015

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    i love to be dressed up in silky slips

    and nighties,silky panties,skirts and satin blouses,by a women who is gentle and loving.
    rogerbryant12 rogerbryant12 51-55, M 1 Response Feb 2

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    I think we all fantasize

    while we crossdress but our fantasies change as we get older. When I started I fantasized that I wanted to go too elementary school in a frilly dress, with petticoats underneath and my hair in a ponytail. I could play with the girls in my class and do the things they did in...
    bcsissy bcsissy 61-65, T 1 Response Oct 16, 2015

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    Related Experiences

    Testing the waters. I'm in bed right now with my wife wearing panties under my shorts. I'll slip my shorts down and pull em up as soon as she moves. If I get caught, she'll disown...
    Jasminesissy Jasminesissy 26-30, M 1 Response 5 hrs ago

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    I was about 10 or so. I always had this fascination with panties. The first pair I tried on was from my aunt. But the girly rush I got from wearing em kept me hooked. I would...
    Jasminesissy Jasminesissy 26-30, M 5 hrs ago

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    I friend of mine was cleaning out her closet when I was there. she looked at me and said come here I did she took my shirt off and but a prom dress over my head. I was instantly...
    Disneyprincess82 Disneyprincess82 31-35, T 10 hrs ago

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    Last night I wore my wife's panties to bed while she sleeping. I had my shorts off for several moments. At any moment I could've been caught but my panties remained a secret
    Jasminesissy Jasminesissy 26-30, M 2 Responses 10 hrs ago

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    Sometimes it's best to leave the party while you still know who you are and how to get back home.
    FoolishLuna FoolishLuna 46-50, F 7 Responses 19 hrs ago

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    Hey guys.... Sorry I haven't been on in a long time but I was going through a rough time and couldn't handle being on here or doing anything social for a little while. But I'm back...
    lilly756 lilly756 18-21, F 4 Responses 3 days ago

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    What is the concern some people have with crossdressing? Clothes are just clothes, they have no gender or sex. If I choose to wear a skirt how does that threaten your masculinity...
    TerryDear TerryDear 41-45, M 2 Responses 4 days ago

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    They tore out the rails, the ties and the spikes Now it's a trail, where people ride bikes Those tracks through the woods, where we used to play Those trains that rolled by there...
    Abyssfull Abyssfull 51-55, M 4 days ago

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    I would love to watch my wife held down by 2 guys while the other one pushes her skirt up and rips down her black tights and white knickers
    knickersstain knickersstain 46-50, M 2 Responses 4 days ago

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    The problem that I see with it, "it's inaccurate as a noun!" Might be a decent adverb verb if there were crosses that needed dressing! The only reason it is a word at all is...
    JoanieNewHampshire JoanieNewHampshire 61-65, T 2 Responses 4 days ago

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    I had a double pleasure this morning, I had to grind up some whole bean coffee, sometimes I do not what smells better, fresh ground coffee or while it is brewing.
    Luv2bRelaxed Luv2bRelaxed 46-50, M 5 Responses 6 days ago

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    Anyone need a spanking? I have never spanked someone but have fantasized about it for a long time. I just want to know what it feels like. I don't know why but spanking has always...
    Niceguy890 Niceguy890 26-30, M 2 Responses a week ago

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    I am going to try and target 3 caught crossdressing stories by the weekend Here's story no1 they do come in parts. The bridesmaids story.... Hi my name Eric I am 17 and this is...
    EvaMarie1406 EvaMarie1406 22-25, M 3 Responses a week ago

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    well 2 years ago for Halloween right before a party I had no costume ideas, with my girlfriend knowing im a crossdressing fanatic her and her friend suggested I dress as a classy...
    crossdresserfun crossdresserfun 22-25, T 4 Responses a week ago

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    Well I have always loved high heels as far back as I can remember. When I was about 8 years old my cousin moved in with us she was 10 years older than me. Boy I loved that when she...
    Pickenann Pickenann 56-60, M a week ago

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    I like to think I am in the club and dance my heart out while people look at me from their window car like I am a crazy woman. Crazy Sexy woman ;)
    Sen22 Sen22 22-25, F 1 Response Feb 3

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    Here is one of the many fantasies I have: My week of feminization with my Aunt turned into the full summer. I wore pretty panties and camisoles every day. I loved being able to...
    julia09 julia09 56-60, M 5 Responses Feb 1

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    I'm thinking of leaving EP for a while. But I might not come back.. I don't know if I'm going to delete my account or not. I think that's the best for me. But for those of you who...
    PalestineGurl PalestineGurl 18-21, F 9 Responses Jan 31

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    This is somewhat of a different way of getting caught. I buy my cosmetics at my local drug store. It is nice because they have a self checkout line, and for a closet crossdresser...
    andreatcial andreatcial 26-30, M 3 Responses Jan 28

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    I thought this group would actually be bigger. It's not an everyday occurrence but it is nice to play with each other while driving. Tends to make the trip just that much more...
    lovehonestly lovehonestly 36-40, F 8 Responses Jan 27

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    just been caught by a delivery driver wearing a Simon Jersey black dress and apron. The wife thought it was hilarious there she was in jeans, jumper and trainers and the driver...
    Bower99 Bower99 56-60 2 Responses Jan 27

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    I've Told Someone About My Crossdressing Secret,My Ex Who Just Happened To Be Bisexual and Very Aggressive In The Bedroom.Hun,Let Me Tell You That When I Confessed To Her.She Was...
    BiggBeautifulBri BiggBeautifulBri 46-50, M 2 Responses Jan 26

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    Not sure if it's crossdressing but got caught wearing red nail polish on my toes I was at school and I thought no one would notice but in pe we were doing gymnastics. And I had...
    EvaMarie1406 EvaMarie1406 22-25, M 1 Response Jan 23

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    Me. I'm a crossdresser. Still not fully out. Some know some don't ,it's hard but I persist. Always be true to you, do what you can when you can, I know I'm a girl and I accept that...
    krissy79 krissy79 36-40, M 2 Responses Jan 23

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    I love to cross dress and would like to have a girl friend to share this with and enjoy our self in every way possible so it any cross dresser in Cambridgeshire interested send me...
    janetjanet janetjanet 51-55, T 2 Responses Jan 22

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    Would you please marry me? But... I am a boy underneath my divine wedding gown💋!
    deleted deleted 26-30 6 Responses Jan 22

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    It was a day I will never forget, I was 16 years old & my parents went out, I didn't think they would be home for at least 4 hours. I went upstairs & got changed, black bra...
    Joanneforever Joanneforever 56-60, T 1 Response Jan 22

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    When I go out crossdressing I try to look attractive yet fit in. Normally I go grocery shopping on Friday's around 5 pm. I noticed many women wearing business suits most likely...
    Stephaniegirl226 Stephaniegirl226 36-40, T 6 Responses Jan 22

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    This is so true for me. I have tried to resist crossdressing numerous times and I have always failed. There was one time where I have stopped for a period of about 5 years or so...
    12rak38 12rak38 36-40, M 13 Responses Jan 21

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    one of them had to notice! i walk before i go to work in the morning. lately i have been wearing women's shiny leggings with leopard print or fishnet pantyhose underneath. man...
    sbjj sbjj 56-60, T 1 Response Jan 21

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    I wish I had a cd friend here in North Georgia, where are you girlfriends?
    StephanieDan StephanieDan 36-40, M 5 Responses Jan 21

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    Love wearing 6 strap suspender belt with ff seamed stockings and a tiny g string and patent leather high heels c make me feel so nice xx
    melissacd00 melissacd00 36-40, M 3 Responses Jan 21

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