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I Fantasize While Im Crossdressing

Personal Stories, Advice, and Support 325 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 61-65, M 3 Responses Jun 16, 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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    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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    Related Experiences

    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 Jan 29

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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 3 Responses Jan 27

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    i am online at crossdressingchat.com.au if anyone wants to talk
    vjss vjss 22-25, M Jan 28

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    I was caught by my landlord we told him we were having problems with the pipes in the bathroom for master bedroom I was home alone so I was crossdressed I did not realize he had...
    Edwardkarter Edwardkarter 36-40, M 2 Responses Feb 2

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    Today I am deciding to quit crossdressing because of my religious beliefs. This will be the last day I cross dress, but I have found that all I need is The Lord and I don't need to...
    fizzy711 fizzy711 13-15, M 3 Responses Feb 2

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    I was having fun on a day off of school crossdressing I had a pink bra and a nice thing on and my sisters old prom dress on and my cousin happend to stop by and he thought that it...
    Cdkyle Cdkyle 18-21, T 5 Responses Feb 13

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    I was caught crossdressing today it was my fault as i got the courage to try a dress on in the changing rooms of a clothing store the store clerk said" i looked good" i enjoyed the...
    LucyJarvis LucyJarvis 22-25, T 1 Response Feb 16

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    I used to be friends with a female co-worker who adored the fact that I enjoyed wearing female attire. It took a long time for us to realise this. I got invited to her flat one...
    crosser50 crosser50 61-65, M 1 Response 6 days ago

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    Well i guess everyone all had different experience,but my first crossdressing experience was when i was about 7 and i used to try on my mum cloths and shoes and bags and walk...
    princess221 princess221 22-25, T 3 days ago

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    I would like s crossdressing friend in north county san diego. Someone to chat with, to share with snd to dress with. Anyone out there and interested?
    ta61 ta61 51-55, T 1 Response 1 day ago

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    I first got caught at my gay best mates party. My gay mate had like a 3 day bender party and on the 1st night we had like a one to one talk in the mum room because we was high on...
    missjazzmin missjazzmin 18-21 Feb 1

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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.
    4everuby 4everuby 18-21, M 1 Response Feb 3

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    After a night of drinking n going home i decided 2 dress up. So i snuck in 2 my moms room while she was asleep tryn 2 b quiet as possible without waking her(stealth mode) crawling...
    whitwhit86 whitwhit86 26-30, M 4 Responses Feb 5

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    I love to fantasize about being in love with other women
    whatupdoc54 whatupdoc54 18-21, M Feb 9

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    I've been dressing pregnant ever since I was in my single digit years. However, it has only been in the past couple of years I have really enjoyed cross dressing while pregnant...
    anegative10 anegative10 18-21, M 6 days ago

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    Just to the people on here and in my circle and stuff I'm going to be going away for a while possibly till the end of the school year. Sorry I really want to stay on here but can't...
    GirlInABottle GirlInABottle 13-15, F 6 hrs ago

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    Getting involved in the litigation or lawsuit is not only tedious but it can be little expensive. To avoid this situation one of the important things is to get the required and...
    invest4justice invest4justice 31-35, M Feb 18

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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 26-30, F 1 Response Jan 30

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    While accustomed acknowledged agreements may be accounting in ink, Namco Bandai has gone with gold for its latest contract Buy Cheap Fifa 15 Coins / Fifa 14 Coins,Fut 15 Coins,Fifa...
    liafifaku liafifaku 22-25, F 1 Response Feb 3

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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 Jan 28

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    When I was 15 I babysat my neighbors daughter who was 10. Her name was bella and I have been watching her for awhile. One day in the summer we were swimming in the pool when she...
    Penisinkate77 Penisinkate77 18-21, M 1 Response Jan 31

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    I envy you, just hoping my girl will eventually go though what she's been talking about and let's someone else into her wet panties while I'm there
    ssmale ssmale 46-50, F Feb 1

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    I want to go on yahoo now, while someone watches me ****. feel free to join. j.gu1tar70@btinternet.com add me
    bobbywm bobbywm 41-45, M 1 Response Feb 1

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    While Camp Creations congenital its acceptability on alarmingly accustomed antagonism amateur like Activity Gotham Antagonism and Blur, the collapsed has developed a aggregate of...
    liafifaku liafifaku 22-25, F Feb 13

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    that feeling which comes to your mind while you are watching a movie "they are acting in front of a camera."
    keb4on keb4on 22-25, M a week ago

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    Never left anyone bound and gagged while I went to work, but experienced it once for fourteen hours at the hands of a former girlfriend. She was delayed at work and had to asks...
    Smokedog32 Smokedog32 66-70, M 2 days ago

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    I'm about to get in trouble so if like to say in advance that I might not be on for a while. Good bye EP. I hope to see u soon.(I don't know when I'm getting in trouble yet, but it...
    Byeluv Byeluv 13-15, F 1 day ago

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    wish i had a girlfriend that didnt mind i was a crossdresser and would help me dress from time to time
    2114mike 2114mike 18-21, M 13 hrs ago

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    It would be nice to have female friends to help me dress and see me as one of the girls
    2114mike 2114mike 18-21, M 2 Responses 13 hrs ago

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    I thought it would be a good idea to go a bit larger. I ended up going larger than I thought. I look like I'm having triplets or quints.I love this new belly, the weight is so...
    Eikenmaster Eikenmaster 22-25, M 3 Responses Jan 28

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    I told today to one of my female cousins that I trust everything. She is going to search for her school uniform and is going to let me wear it because I always wanted to be a...
    nicolecrossdresser nicolecrossdresser 18-21, M Jan 30

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    I love it I want to be a girly sissy;))
    haleyiskinky haleyiskinky 22-25, M 1 Response Jan 31

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    I am dress shopping today ! I just love shopping for short little A-line or fit and flare dresses. I just love to bring my new dresses home and model them for my mistress. Maybe...
    Plugslave Plugslave 31-35 3 Responses Jan 31

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    My husband slowly came out to me about his cross dressing over a year ago. I am accepting of it, and love him very much, but I find I am still processing this. I have been looking...
    burbank57 burbank57 56-60, F 3 Responses Jan 31

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    Are there any females that enjoy it when a man crossdresses? I've been doing it for years and it seems almost impossible to find an acceding female friend
    Lovethembig Lovethembig 22-25, M 3 Responses Jan 31

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    Part 2 After cleaning up I remembered my mate said I could where his mum stuff so I went in the shower and had a full shave then went straight to the mum room opened the wardrobes...
    missjazzmin missjazzmin 18-21 2 Responses Feb 1

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    I just realized I wear pantyhose and pantys more than my wife
    Edwardkarter Edwardkarter 36-40, M 1 Response Feb 1

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    in comments...................................................................................
    MaxSinner MaxSinner 26-30, M 3 Responses Feb 4

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    I've been caught twice this is the second time I got caught I'm the last of my siblings who is still staying at home so it's just me and my mum. It was on a Friday I never had work...
    missjazzmin missjazzmin 18-21 3 Responses Feb 5

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    Part two So my mum came back with bags full of shopping and told me to sit down she said I knew you was dressing up in my stuff I just never caught you and I wasn't going to bring...
    missjazzmin missjazzmin 18-21 7 Responses Feb 5

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    I love my boyfriend. We have been dating for over a year and a half. About 6 months into our relationship, he confided in me that he used to cross dress. He said it was in the...
    honestsleep honestsleep 22-25, F 2 Responses Feb 8