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I Fantasize While Im Crossdressing

Personal Stories, Advice, and Support 306 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 4 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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    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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    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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    Related Experiences

    I started crossdressing in my mother's clothes when I was 10 and became addicted to it almost immediately. A few years later, my little sister caught me at it. I became submissive...
    cdchrystal cdchrystal 46-50, M 5 Responses Sep 29

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    I've just read some of your very interesting articles on this subject, so had to get my '2 bobs worth' in. My parents separated when I was very young & I went to live with my...
    zymack zymack 56-60, M 3 Responses a week ago

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    I fantasize about my niece (by marriage) My wife's sister has a daughter that is so unbelievably sexy. She is 18, and recently started college. She plays volleyball and those...
    PrettyOnTheInside PrettyOnTheInside 31-35, M 1 Response 3 days ago

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    I've become rather open to my family and friends about my crossdressing. Labor day weekend I was attending a family reunion. I was bent over and my panties were showing, when my...
    Phxpaulena Phxpaulena 61-65, M 8 Responses Oct 10

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    I enjoy crossdressing. Right now I am dressed in a nicely fitting black dress, wig, heels and makeup. There is not a thing that I am wearing that is not feminine and I feel good...
    juliemarie2 juliemarie2 61-65, M 1 Response Oct 12

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    Im 17, loves crossdressing and diapers. Very submissive and slutty. Want to live with my lover, i live in Pennsylvania. Hoping to find my lover and please him. <3
    AlexBunnyBoy AlexBunnyBoy 18-21, M 3 days ago

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    Wanted to go shopping while crossdressed with my Mother, However since we lived in a smaller town she was afraid we would run into someone we knew. Then one weekend we had to go to...
    Stephaniegirl226 Stephaniegirl226 36-40, M 8 Responses Sep 23

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    I stop in a bar while out of town just to unwind than she walks in wearing a sixty's style satin shirt dress with buttons down to below her knees, I find myself staring more than...
    satinlover01 satinlover01 61-65, M 2 Responses Sep 27

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    When I was about 12 I was at home by myself so I decided to put on some makeup so I put on some blue eye shadow and blue mascara well I was watching tv and after about an hour a...
    pmgurl pmgurl 51-55 2 Responses 6 days ago

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    I love to tuck my junk cross my legs stand in front of a mirror with my favorite bra and look at my vag . To fantasize bout being a girl
    Heather59 Heather59 51-55, M 5 Responses Sep 21

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    For the last few months I have started to fantasize about having sex with a close and very dear lady friend of mine and I can’t seem to get her out of my mind for some reason...
    bfox2608 bfox2608 36-40, M 2 Responses Sep 27

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    So some people say it's wrong to fantasize about rape. frankly I don't care I think about it all the time. I think it would be amazing some random person whether you know them or...
    fuckwhattheythink fuckwhattheythink 18-21, F 17 Responses Oct 6

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    I Fantasize About Being With An Older Man, I get really horny & idk why I just wanna have sex with an old guy
    jadaah jadaah 18-21, F 6 Responses 6 days ago

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    I do the same thing, sometimes I fantasize about being a woman too. And occasionally, or as often as possible I cross dress becoming "Melinda", my second self. This is an activity...
    MCTV MCTV 61-65, M 1 Response 1 day ago

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    I want a guy to rape me I'm a 16 year old virgin and It's not about the sex that much But more of the hitting I want to be punched, kicked, choked, yelled at and held down and...
    idontfuckingknow idontfuckingknow 16-17, F 6 Responses 5 days ago

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    I Like Girls To Skype With While I **********!
    Darrenj1966 Darrenj1966 46-50, M Sep 27

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    I've never tried it but the submissive part of me thinks it would be totally hot while the practical side of me says don't ever put yourself in that position. What's a girl to do?
    bethtries bethtries 26-30, F 7 Responses Sep 30

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    This roomy substantial Dream Castle capabilities greater than two hundred square ft of jumping House, perfect for any sized celebration or occasion. Your princess will receive the...
    Devon1739q Devon1739q 31-35, M 1 Response Oct 1

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    I use to stroke on cam while my girl would ride her ***** it was so hot love ******* off
    yourtwist yourtwist 31-35, M Oct 10

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    http://www.youtube.com/watch?v=WcH32_x8Md0 My cousin's son loved this song, while studying in Taiwan he always sings this song and he's like 4. And this song is about heart ache I...
    Concerto Concerto 22-25, F Oct 11

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    I do some nude modelling and occasionally I have been asked to ********** while being watched. First time I was slightly embarassed but it is quite natural that we all do it.
    deleted deleted 26-30 4 Responses Oct 13

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    I no most of you r sleeping while I write thissss? o_O
    AnOtHaJaZzYDrEaMeR AnOtHaJaZzYDrEaMeR 22-25, F 1 Response 4 days ago

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    When I first read this, I thought it said "I have been walked OUT on while having sex." I thought how horrible that must be!! But then I read it a little closer...... So I...
    lostit77 lostit77 46-50, F 1 Response 20 hrs ago

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    Girlfriends mom pounded on my truck window while she was riding me cowgirl in her driveway and screamed for her to get out right now
    kennomarko kennomarko 36-40, M 3 Responses 20 hrs ago

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    I love deep throat... I don't know, I'm scared to lose the V. :/ Anal? No problem, but something in my head screams, "don't you dare go into my vagina!" I can really get off though...
    creativecat1 creativecat1 18-21, F 2 Responses 6 days ago

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    rate me guys?(: by the way that is me! I love wearing girls clothes and getting attention(: thanks!
    sissyboylovescock sissyboylovescock 16-17, M 11 Responses Sep 27

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    Hi there! I am a 17 year old sissy cross dresser and I have been dressing as a girl since I was little. I was recently found out by my sister. I was home alone at the time and I...
    ThatSissyBoy ThatSissyBoy 22-25, M 10 Responses Oct 1

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    Hi Friends read this http://www.answers.com/Q/Why_do_men_wear_womens_clothes
    lingarielover lingarielover 31-35, M Oct 2

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    When I go out dressed as a woman I usually go at night because I don't want my neighbors to see me, However several years ago I went on an afternoon shopping trip as I wanted to...
    Stephaniegirl226 Stephaniegirl226 36-40, M 10 Responses Oct 3

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    well gurls, I'm Jessica, I am not "truly" in New Hampshire, I'm in Gardner Ma which is about ten minutes south of Rindge NH. there isn't really anybody in my area to connect with...
    JessicaMann JessicaMann 41-45, T Oct 3

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    I came out to my spouse some months ago . She not only accepts but approves and helps me . It is such a wonderful feeling being " out" to/with her . No more secrets on any level...
    MissMsSissy MissMsSissy 56-60, M 9 Responses Oct 4

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    After many frustrating years keeping it hidden, I recently told my wife about my desire to dress. Finally after months of talk it happened. She sent me out on Saturday to buy a wig...
    NaughtyBecky NaughtyBecky 41-45, T 6 Responses Oct 6

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    I have done this a few times to know the feeling of being a pregnant woman. I have used a blanket-pillow belly that has the weight, giving the feeling of a baby. I have slept with...
    Eikenmaster Eikenmaster 22-25, M 1 Response Oct 7

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    I am out now getting some paint And wearing my pink frilly panties and corset feels so good :)-
    prettypatty5 prettypatty5 61-65, M Oct 8

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    Just wore my new pink panties and corset so sexy
    prettypatty5 prettypatty5 61-65, M 2 Responses Oct 8

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    I have been having fun the last few days with my pregnancy belly. Waddling around and feeling the sensation that I could be a mom. I have even been messing with the size...
    Eikenmaster Eikenmaster 22-25, M 1 Response Oct 9

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    I'm thinking of trying a larger size belly when I cross dress pregnant. I like the feel of the twin sized belly I usually end up with, but am thinking of going to a triplet sized...
    Eikenmaster Eikenmaster 22-25, M 1 Response Oct 10

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    I kind of like when people tell me to do all this kinky stuff for them ;x it's such a turn on!
    CoryCD CoryCD 18-21, M 1 Response Oct 10

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    When I'm alone for more than an hour I usually rush to make a large pregnant belly and put it under a certain camisole that was stretchy and put it under a dress that I liked, then...
    VirtualGinger VirtualGinger 13-15 3 Responses Oct 10

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    So if you heard my last story you would know how I was caught wearing a bra. Since then I have been wanting to wear panties, and I've also been a bit curious about an entire...
    ErickHernandez ErickHernandez 13-15, M Oct 11

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    I think I might have gone too big this time around. Downside, I don't think I'd have enough milk for all of my babies in there if they were real.
    Eikenmaster Eikenmaster 22-25, M Oct 11

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