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I Fantasize While Im Crossdressing

Personal Stories, Advice, and Support 284 People

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    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 2 Responses Jan 22

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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 26-30 2 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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    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 2 Responses Jun 16

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    That I am a hot Lesbian MILF

    who is seduced by the babysitter or my neighbor's daughter.
    Laviana Laviana 46-50, T Jun 16

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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

    Sometimes people think that crossdressing automatically would make someone seem gay, but that isn't it! Crossdressing is just a thing that some men (or women) like to do! It makes...
    naco26withcheese naco26withcheese 13-15, M 1 Response Jul 19

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    I'm strangely drawn to womens clothes and have fantasies about wearing them. I fantasize about women friends sneaking up on me and abducting me and forcing me to dress up and tie...
    TooInnocent333 TooInnocent333 26-30, M 5 Responses 3 days ago

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    The first time i was caught crossdressing i wad 16 and wearing high heals, fish net stockings, a short skirt, a small skimpy shirt and makeup on. The worst part is my mom caught me...
    bottomslut1 bottomslut1 18-21, M 2 Responses Jul 6

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    Hi my name is ben I, live in swansea in wales, and im 17. I have long had fantasies about crossdressing, I would love to meet people on here to explore this aspect of my...
    swansea21 swansea21 18-21, M 2 days ago

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    I fantasize about me being raped and I'm only 13 Help Yesterday I had a dream about my dream adoptive father (in my dreams I'm adopted by rich people) I dreamed about my adoptive...
    LittleLuna22 LittleLuna22 13-15 4 Responses Jul 15

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    I fantasize about me being raped and I'm only 13 Help Yesterday I had a dream about my dream adoptive father (in my dreams I'm adopted by rich people) I dreamed about my adoptive...
    LittleLuna171 LittleLuna171 13-15, F 12 Responses Jul 19

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    I was bisexual as a young man but what I learned I found to be my biggest turn on happend while with a bi friend. I went into my bedroom a looked into my bathroom and I was shocked...
    LexiMX81 LexiMX81 36-40, T 7 Responses Jul 16

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    Why are females who accept a guys feminine side so hard to find? Looking to chat to females or males who accept crossdressing 💋
    susspender susspender 41-45, M 4 Responses Jul 12

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    Looking for some one to share story's about getting caught wearing girls panties or crossdressing
    ddavis21 ddavis21 18-21, M 1 Response Jul 13

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    I have been crossdressing since I was in my teens .over the years the compulsion to dress as a woman has intensified dramatically .i now dress completely with full make up and am...
    francescalewis1956 francescalewis1956 56-60, M 1 Response Jul 22

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    When my lesbian bi sister is horny she uses a stapon on me while i wear girls clothes and a wig
    bottomslut1 bottomslut1 18-21, M 2 Responses Jul 6

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    My job was to vacuum so, as usual, when I got to my moms closet (which is pretty big) I put on one of her dresses while I vacuumed. Today was a rainy day so everyone was inside...
    kylexdress kylexdress 13-15, M 2 Responses Jul 7

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    I now have 6 dresses and 10 pairs of high heels, with more dresses coming I am sure. I just love the idea of wearing only dresses and high heels every day while I am with my...
    Plugslave Plugslave 31-35 4 Responses Jul 12

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    It was a while ago. I work evening and love driving in a dress and bra and matching panties. I just got home and most of the time my Wife is in bed sleeping so I thought the coast...
    wayne60 wayne60 51-55, M 3 Responses Jul 21

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    My best friend saw the bright blue thong I was wearing at his house... He told me to follow him inside we went to his mums room because nobody was home. He made me put on her blue...
    Pantyhoseboy1 Pantyhoseboy1 18-21, M 2 Responses 2 days ago

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    Hey any girl who fantasizes about being raped or having sex with an unknown guy message me! ( near or in Austria) ;)
    swag8 swag8 18-21, M 2 Responses Jul 10

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    i know people think im to young and stuff.. but seriously think about it how many teens have lost there virginity in your life time . its not like im planning to lose it or im...
    crazyvibe crazyvibe 13-15, F Jul 15

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    Is it wrong that I fantasize about me being rape? It's like I have the same dream over and over again, I'm kidnapped, tied down, and someone rapes me. I feel the pain of someone...
    brandi0421 brandi0421 13-15, F 10 Responses 4 days ago

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    I like for my room to be fairly cold while under big comforters and just playing around while cuddling. Best sleep ever!
    hgprice hgprice 26-30, F 4 Responses Jul 9

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    I also make music while I'm working. I improvise. I use al my resources at my disposal and make instruments out of them. Work doesn't always have to be dismal. You can have a live...
    AquariusLife AquariusLife 26-30, F Jun 30

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    Broke down and cried yesterday while my boyfriend was at my house. He is talking about deployment and I have no idea what to expect. This would be his first deployment. It's not...
    ngutman22 ngutman22 18-21, F Jun 30

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    There will be 3 playable faction alliances within the Elder Scrolls Online: The Aldmeri Dominion, the Daggerfall Covenant and also the Ebonheart accord. selecting one in every of...
    mmogoogle mmogoogle 22-25, M Jul 1

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    I love the feel of nylons on my skin, especially when I wear a thong or bikini panties. . one day while driving I was wearing pantyhose a a short skirt and felt soo horny. I...
    siskrista1 siskrista1 31-35, T 1 Response Jul 11

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    Hotels are distinguished by the number of rooms as well as the companies they provide and the selection around Nerja is enough to fit all budgets. Many hotels can be found Along...
    Jenipe Jenipe 31-35, M 1 Response 6 days ago

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    Okay so know were playing catch up, because i havent been on here in a while, so i have recently broke up with my ex boyfriend of 4 and a 1/2 years, had two different jobs and...
    Elijah4020Raye Elijah4020Raye 18-21, F 6 days ago

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    I travelled to Hong Kong and Macau for a while. But what got me is my trip to a hospital funded by the doctors themselves treating people who can't afford one decent meal a day. I...
    szchwakovpf szchwakovpf 18-21, M 1 day ago

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    Please any Mistress can come and make me there sissy i am very obedient and will do as told when told please message me
    sissyslave18 sissyslave18 18-21, M 3 hrs ago

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    So I may not be supportive right now but I really want to be! I've been going out with my boyfriend for about a little more than two weeks. Today he told me that he actually cross...
    IAmWhoIAmWhoAmI IAmWhoIAmWhoAmI 18-21, F 1 Response Jun 30

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    I tried out for my first time ever a dress, heels, and wig! I had no idea heels are so addicting, I only want more lol. Never had I thought dressing up all girly other than...
    VeryImportantPerson VeryImportantPerson 26-30, M 1 Response Jul 2

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    Loving my new floral tights.
    susspender susspender 41-45, M 12 Responses Jul 4

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    I started at 7 years old . I am now 53 and have now become obsessed with dressing even in front if my partner
    dab2230 dab2230 46-50, M 3 Responses Jul 8

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    I was caught by my Mom it was when I was about 8 we were having some friends over for a party. I snuck off and found my Mom's high heels and put them on and was admiring myself in...
    pmgurl pmgurl 51-55 4 Responses Jul 9

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    When I was about 16 I found my Mom's red lipstick and decided to put it on, thought I would only leave it on for a few min. I had it on and was doing some things in my room when a...
    pmgurl pmgurl 51-55 Jul 9

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    Mistress has been making me shorter and shorter dresses, and having me tan my legs too. She likes to set out my dress, heels, and hosiery every night for me to slip into the next...
    Plugslave Plugslave 31-35 3 Responses Jul 9

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    ok, so im straight and went to a gay bar in madison hoping to meet some crossdressers but nobody was there. Well no crossdressers. I was so looking forward to some good advise...
    josephine39dd josephine39dd 26-30, T 2 Responses Jul 12

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    When I was 12 i realised a loved the feel of female clothing being a guy myself it was strange I knew my mum would freak if she found my out so in the end i decided to make my own...
    Crossdresserman Crossdresserman 22-25, M 4 Responses Jul 13

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    I went out being the guy i am i was wearing my sexy black dress and heels when i was in a shop i saw my friend who noticed me i ran like hell and he followed i hid but he told my...
    conankoller conankoller 22-25, M 3 Responses Jul 13

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    I missed the mailman and needed a letter mailed. So I hopped into my car and drove to the post office. I was wearing a black bra with a oversized tank top and black shorts. It...
    meg1cdforyou meg1cdforyou 61-65, M 2 Responses Jul 13

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    Today my mum was at work and my brother and sister were asleep (for the whole day) so i decided to go through my mums cloths and i found the most beautiful see through silk dress...
    conankoller conankoller 22-25, M 4 Responses Jul 13

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    So tired of so called trading pics I step up and send the first one and don't get **** back it's getting old I just want to play no harm done
    ddavis21 ddavis21 18-21, M 1 Response Jul 14

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    Looking for lady friend who will accept and support me as a cross dresser and guys who are into dresses, heels and pantyhose