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I Like Dressing My Boyfriend As A Woman

Personal Stories, Advice, and Support 179 People

    sexymommy2014 sexymommy2014 31-35, F 2 Responses Aug 7, 2014

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    My cross dressing boyfriend

    and I are thinking about camming. I know there is a large audience for shemales, but I'm curious if there is an audience for crossdresser and female. What's your opinion?
    Lalalauli Lalalauli 31-35, F 10 Responses Dec 11, 2013

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    I'm damn jealous coz he is more ******* prettier

    and sexier than me. lol thank u for making my day.
    sexymommy2014 sexymommy2014 31-35, F 1 Response Aug 4, 2014

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    My Best Friend

    Confessed to me that he likes to dress up, but never really had. He slept over one night and I set up the spare bedroom as a dressing room. I hung up at least 30 outfits and undergarments. And a makeup area and we wear the same shoe size so he walked in heels all night. When I...
    Beth4u Beth4u 36-40, F 11 Responses May 11, 2011

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    Give him this for a gift.

    http://www.amazon.com/Feminizing-Men-Achieve-Maximum-Feminization/dp/1502959674/
    AaronFel AaronFel 41-45 Nov 28, 2014

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    So I'm very new to this.

    I tried on my mom's bra/panties/pantyhose/dress for a dare and it felt pretty good. Don't misunderstand me, I'm not a crossdresser, but I am male. I posted a pic anon online (without my face) and had many guys over me. Some problems: hands not slender, shoulders too broad, hips...
    corneliousrodriguez corneliousrodriguez 22-25 Feb 3, 2014

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    Related Experiences

    any gay single guys in California cuz i need a boyfriend text me if u live in California and want a boyfriend too
    angelcabral angelcabral 13-15, M 37 mins ago

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    This isn't so much about getting caught dressed, (I was but that story is in " I got caught Crossdressing"), so much as it's about the consequences. My ex mother in law was...
    amandatrane1 amandatrane1 51-55, T 1 hr ago

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    had a couple of dreams like this, and I always seem so happy in them, but then I wake up usually at the best moments and back to the disappointments of reality
    Azureal Azureal 26-30, M 1 hr ago

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    Don't you just love it when the woman of your dreams waves and smiles at you ,I didn't think she could get any hotter until I saw her wearing glasses ;)
    Nunlover Nunlover 41-45, M 2 hrs ago

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    I have nightmares every other night about my abusive ex boyfriend of 2 years. In the nightmares he's always trying to get me to be with him again, and although my heart aches to, I...
    accebergnimelf accebergnimelf 18-21, F 1 Response 2 hrs ago

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    I agreed to being "FWB" with my MM, meaning we agreed not to take this too seriously or expect too much. I've mostly been able to control my emotions since I went into this with...
    ashadams244 ashadams244 26-30, F 3 hrs ago

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    People say actions speak louder than words. What are some of the little things your mm does to let you know he cares? Also, I often hear, if there's a will there's a way. Do you...
    RedSheep2 RedSheep2 26-30, F 6 Responses 3 hrs ago

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    There are definitely wrong girls to marry, but I'm not sure there are any right ones; the best are just a series of compromises. The common thread to all these responses is that...
    Lousyexperience Lousyexperience 41-45, M 1 Response 4 hrs ago

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    I have been wearing pantyhose for many years. I started in my teens. At home, under my clothes, or fully dressed up in high heels, panties, bra, and short dresses, I enjoy how...
    lascruces1971 lascruces1971 41-45, M 1 Response 5 hrs ago

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    The situation is messy and has been for the past 6 years. So here's the deal. Im 20 and I've been with my boyfriend for 4 years now... Well minus one. And he's great. He's probably...
    Searching077 Searching077 18-21, F 6 hrs ago

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    Head's Up: This is a Rant. Things I can't tell him I am writing here. Judgement givers stay away. I'll start from the beginning. You said you understood. Did you? You must be...
    coolvolatile coolvolatile 31-35, F 3 Responses 7 hrs ago

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    Any teen girls /woman horny , lonely or needs Daddy or whatever message me asap .
    dominatemaster dominatemaster 26-30, M 1 Response 8 hrs ago

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    i am looking for a boyfriend that is skinny funny cute romantic and white thoes are my turn on and am 13 and my boyfriend needs to be 11-15 and i love skaters text me if u wanna...
    angelcabral angelcabral 13-15, M 1 Response 9 hrs ago

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    I would be willing to do anything, go to any length to be accepted by someone as their woman and only their woman. Hormones, surgery, or nothing at all if that was what they wished...
    amandatrane1 amandatrane1 51-55, T 16 hrs ago

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    I was shopping with friends when i was like 14. I needed toupee but my friends were trying on more clothes. I got an outfit to pretend to try on and went into my own dressing room...
    purplebutterfly42 purplebutterfly42 26-30, F 1 Response 18 hrs ago

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    Fancy dress.... Alice and friends lol x
    DaniD84 DaniD84 31-35, F 22 hrs ago

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    Disclaimer: I am not the other woman anymore. Just waiting for the divorce to be finalized. He was separated when I met him- I in NO WAY condone having a child to keep a man around...
    lostanddistraught lostanddistraught 26-30, F 11 Responses 1 day ago

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    It's been extremely muggy and hot the past few days. I chose to go out without a blazer or suit jacket on today. I thought it made sense as it was so hot out. I think it's the...
    deleted deleted 26-30 2 days ago

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    I have hardly any hair left, after losing some when this Oriental salon relaxed my hair instead of putting in a keratin treatment. Most of it is gone now because my Fake Mother...
    ONESTARRYSTARRYNIGHT ONESTARRYSTARRYNIGHT 26-30, F 1 Response 3 days ago

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    I thought I'd never kiss a man, never but after I started dressing like a women I wonted to be treated as a woman. I was in a bar dressed to the nines, a man came on to me so I...
    stoflicken stoflicken 66-70, T 3 days ago

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    I really love dressing up wearing women's clothing
    lopez7879mc lopez7879mc 31-35, T 1 Response 4 days ago

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    I love being a woman for many reasons. I have the legs and I am the one to determine who and when they will get between them. I love dressing up as a real woman and in many...
    blondemomathome blondemomathome 36-40, F 1 Response 6 days ago

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    I've known for about a year but I am still coming to terms with my bfs cross dressing. I don't dislike it, and love and support him, but still find myself struggling sometimes...
    permantentlyconfused permantentlyconfused 18-21, F 1 Response a week ago

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    I always dress up when going to work. I never wear slacks when at school. I prefer to be in a short dress, hose, and my high heels. Also, I enjoy dressing up when going out with...
    familycamping familycamping 31-35, F 7 Responses Jul 23

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    my boyfriend has started messaging an older woman behind my back. I think I'm too young and innocent for him, I know he prefers the older and more experienced woman, but that's...
    alesha18 alesha18 18-21, F 2 Responses Jul 22

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    There is nothing like being dressed to the nine and feeling good about yourself.
    RedHeadedNinja RedHeadedNinja 13-15, F 1 Response Jul 21

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    Have you ever met someone in your life that you knew that you had a deep connection with. Well I had and he was my first real love. We were together for 2 and 1/2 years. He wasn't...
    rose0605 rose0605 18-21, F Jul 21

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    I have a crush on my Yoga teacher since the first time I saw her...seriously, it's like a strong attraction that I cannot control. She's the hottest woman I've ever seen. She's so...
    demp89 demp89 22-25, F 11 Responses Jul 21

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    Even when I'm not going anywhere I like to look nice and try different styles to see how I look with that style
    EvaMariee EvaMariee 18-21, F 1 Response Jul 20

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    so my best friends bf used to work with my bf and I guess whenever I would call my man my besties man over herd the convo and go back and tell my best friend what my man was...
    LuvLostSoul LuvLostSoul 26-30, F 1 Response Jul 20

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    I have a crush on my Yoga teacher since the first time I saw her...seriously, it's like a strong attraction that I cannot control. She's the hottest woman I've ever seen. She's so...
    demp89 demp89 22-25, F 7 Responses Jul 20

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    I just feel like dressing up today in something really cute and going out...but I'm stuck at work:(
    buggy6395 buggy6395 36-40 Jul 20

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    Hello im Michael/Kaitlynn and ever since i have started dressing i have always wanted girl-friends and a girlfriend who like crossdressers. it has always been a dream of mine to...
    deleted deleted 26-30 Jul 19

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    Today was my first day back from my two week vacation, and I finally made the decision to start dressing as a woman at work since there has been a two week absence of my presence...
    ianbrewman ianbrewman 26-30, T 1 Response Jul 19

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    When I was younger I'd find myself shaving my body smooth, polishing my nails and doing my face before dressing myself as femininely as possible! My mind would be blank and it was...
    amandatrane1 amandatrane1 51-55, T Jul 19

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    Dressing up for work always makes me feel way better about having to get up at 4:30 AM and drive 45 minutes to the office.
    Serastrazsa Serastrazsa 22-25, F 5 Responses Jul 16