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I Like Dressing My Boyfriend As A Woman

Personal Stories, Advice, and Support 175 People

    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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    Give him this for a gift.

    http://www.amazon.com/Feminizing-Men-Achieve-Maximum-Feminization/dp/1502959674/
    AaronFel AaronFel 36-40 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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    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 12 Responses May 11, 2011

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

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    Related Experiences

    I love doing my hair, nails, face when going out alone or with others. When I put on my gown, dress, or skirt and blouse, along with my hose and heels, I feel like I am dressed to...
    oldermaturewife oldermaturewife 46-50, F 3 Responses May 6

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    i always dress up like i never dress down or watever i always wana look my best even if im just hanging out at my house with sum frends or watever i think its good 2 put in the...
    lacipink lacipink 18-21, F 3 Responses May 6

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    I like pretending that I'm a teacher
    lesbiannica lesbiannica 18-21, F 5 Responses May 18

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    I like being dressed to the nines, but honestly I also dislike the effort that goes into putting on all that makeup, accessories, and hair. When the pics turn out well or when I...
    iCuriousBabe iCuriousBabe 41-45, F 6 Responses May 18

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    I have a performance with my new band today, and I only have a half hour after work to get dressed up for it, which is not nearly enough. I will most likely spend all day at work...
    Delphineidunna Delphineidunna 26-30, F 2 Responses May 20

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    I love wearing dresses in warm weather. Short skirts are the best, especially ones that can blow up in the wind. And I love sleeveless tops, too. I love the sun and the breeze and...
    katiegray72 katiegray72 41-45, F 8 Responses a week ago

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    My boyfriend has a nice body. He has nice arms, nice biceps. That's why I love when he holds me. A nice chest and nice toned calves. He works at the gym and works out. I was...
    ChelseaMonroe ChelseaMonroe 26-30, F May 9

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    dresses make me feel so cute!!
    deleted deleted 26-30 2 Responses May 2

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    Prom was wonderful!!! Now want to go be with my love<3
    Nottheaveragegirl Nottheaveragegirl 18-21, F 4 Responses May 2

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    people always tell me to dress comfortably...they often fail to understand that in order to be comfortable I need to look my best, not to impress anyone , for me ...it's how I am...
    heartoverhead heartoverhead 18-21, M 1 Response May 17

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    I am gonna get myself a training corset.
    iCuriousBabe iCuriousBabe 41-45, F 2 Responses May 18

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    I just wanted to get dressed up and go out for the night. So over jeans and looking daggy. I just want to put on a nice dress and pair of heels. Do my hair, makeup and nails.
    Viviq66 Viviq66 18-21, F 3 Responses May 20

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    Is this dress too sexy to wear to a formal business dinner. I would wear a matching black blazzer with it. Ladies what do you think?
    Lexyness Lexyness 22-25, F 5 Responses May 21

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    My wife has 34B I cup her bre-asts, standing behind her and she starts to breathe heavily. I let her hold my C-o-c-k and my breathing becomes heavy. I touch her nipp-les and...
    UKpervertEPlover UKpervertEPlover 70+, M 1 Response May 18

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    My measurements are very surprising and are given in the comments below. It is so strange that that the length and the girth are almost the same. It is reassuring to note that...
    UKpervertEPlover UKpervertEPlover 70+, M 1 Response May 21

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    I love it when I smile at my jeans hung in my closet but I decided to wear my dress instead of them (not that I don't like them), I love to wear a light simple make up, I love to...
    Tiffany94 Tiffany94 26-30, F 6 Responses May 5

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    Looking For An Author/Co Writer Who Can Develop A Wedding Erotica From The Below Mentioned Theme.I felt like a condemned woman waiting for the gallows. I knew not the exact time of...
    debasree debasree 26-30, F May 16

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    Looking For An Author/Co Writer Who Can Develop A Wedding Erotica From The Below Mentioned Theme.I felt like a condemned woman waiting for the gallows. I knew not the exact time of...
    debasree debasree 26-30, F May 16

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    Anyone 14 ? I'd like a boyfriend to talk to 😄
    ImYoung8 ImYoung8 13-15, M 1 Response May 3

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    When I was in 6th grade there was a guy who acted like my "boyfriend". The only reason why he did it was so that he could cheat off of me.
    deleted deleted 26-30 1 Response 5 days ago

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    ok im going to be blunt im 18 and I like middle aged woman message me
    tranybitchfucksalot tranybitchfucksalot 18-21, T 1 Response May 3

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    Saw the most gorgeous woman in the market today! I'm a sucker for beauty and fortunately (or unfortunately), I see everyone as beautiful. This woman was simply superb! She had the...
    lolitabrat lolitabrat 18-21, F 1 Response 6 hrs ago

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    Hi. I'm new here and posting because I honestly am at a loss for what to do. This post is to ask for advice on how to handle his likely having cheated on me before he left, now...
    Lzbee09 Lzbee09 26-30, F 17 hrs ago

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    So my boyfriend successfully hid that he was a cross dresser from me for many years. When I found out I was extremely hurt and angry. It was hard to get past it, not the cross...
    CMegan CMegan 31-35, F May 21

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    I've been with my boyfriend for two years. I fell in love with him for all the good reasons everyone else falls in love.. He was smart, funny, fun to be around, and we had common...
    SillySquirrel SillySquirrel 18-21, F 6 hrs ago

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    I moved in with my boyfriend 2 years ago and right when we moved in I found out I was pregnant. I've been with him for 5 years and now that we live together have our daughter I...
    lailabunni lailabunni 18-21, F 22 hrs ago

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    Im 13 , turning 14 soon and i live in london in the UK . Im looking for a boyfriend that lives around here and i dont mind how he looks as long as i like his personality . Feel...
    KamilB KamilB 13-15, M 1 Response 14 hrs ago

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    I'm not married, but I'll never be the "other woman" either. I always wanted to be married and have a wonderful loving connection with someone. I grew up around wonderful loving...
    LovelyBlkQueen LovelyBlkQueen 26-30, F 5 hrs ago

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    Hello all, this is just a short little story about me over the past few months and today. Over a long time there, i hated myself for dressing. then at a stage i was under dressing...
    Sarah147 Sarah147 18-21 7 Responses May 11

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    Had some me time, so decided to go with a more bold blue bra. I needed to do some grocery shopping, but figured a sweatshirt would cover the evidence of my bra. At the store did...
    julia09 julia09 56-60, M 4 Responses a week ago

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    A while ago thelionsden made a post about me saying how I'd lost everything, was unstable and ow shouldn't talk to me for my own good. While it has been very beneficial to block...
    paliglass paliglass 31-35, F 3 Responses 16 hrs ago

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    Hey ladies. I have never had a sexual experience with a woman. But its something I really REALLY want to do. I need to have some fun! :)
    musician25 musician25 18-21, F 5 Responses 15 hrs ago

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    Maybe some if you can set my head straight and tell me I am losing it or reading too much into it. Just had an argument with him and of course it is 15 minutes before she comes...
    Aisurukoto Aisurukoto 41-45, F 5 Responses 6 hrs ago

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    Some people are pretty rude....There was this woman once with her son and a baby that was crying. Her son said "make the ******* baby shut up." This woman smacked her Son saying to...
    Noelthemadhouse Noelthemadhouse 26-30, M 4 hrs ago

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    There are 4,000 levels of not fun about this. Really not cool. Not easy. It always sucks and is fun for all of 3 months in the beginning. And then comes the years of working on...
    Pinktwin Pinktwin 36-40, F 9 hrs ago

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    My boyfriend is tall, handsome, hot and a hunk and I was a lucky girl. We did it before but we only dated for 5 months (June - November 2012). At first it was great but then he...
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