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I Like Dressing My Boyfriend As A Woman

Personal Stories, Advice, and Support 165 People

    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 8 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

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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 8 Responses May 11, 2011

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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 1 Response Feb 3

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    sexymommy2014 sexymommy2014 31-35, F Aug 7

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    Related Experiences

    I don't know why but I'm beginning to like dressing like a girl and feeling like one..the only thing is I like doing it sometimes not all the time and I'm straight..what's wrong...
    Heaven21 Heaven21 18-21, M 7 Responses Jul 24

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    My ex used love dressing me up, then one day she said that she wanted me to know what's it's live to be a women so she wanted my permission to dress me up but not just in latex...
    Sportsman007 Sportsman007 51-55, M 1 Response Aug 4

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    The other day I was wearing a sexy lace back thong that had little support at the front with a pair of my step daughters old jeans, a long sleeve v neck top of hers as well to the...
    Incideofme Incideofme 36-40, M 20 hrs ago

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    Hello,my name is jacob but i like to go by zoey. I have spent the last seventeen years of my life alone because I am a girly-boy. Now I have the Internet and sites like this...
    zoey764 zoey764 18-21 1 Response Jul 23

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    I like to dress up. I than have a moment where I actually feel beautiful
    thatgirlluvsred thatgirlluvsred 13-15, F 5 Responses Jul 24

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    I'm 16, and I still like to dress up as a kid :p my favourite thing to dress as is Cinderella (yes I know...... very funny.....), batman or have a dog collar on and pretend to be...
    Joeeee16 Joeeee16 16-17, M Aug 10

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    So after the servo I parked the car and walked 1 block through the town mall for all to see, I loved the thought of the boys checking my arse out in my tight jeans. I went into...
    Incideofme Incideofme 36-40, M 1 Response 15 hrs ago

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    After my tight jeans experience I decided to wear my leggings,... I love leggings. At first I wore them with the same black shirt v neck, oh I forgot I picked up a Tina turner...
    Incideofme Incideofme 36-40, M 15 hrs ago

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    So I decided to get dressed today..... doing my hair, wearing my favorite dress and light makeup
    hzel1323 hzel1323 26-30, F 3 Responses Aug 3

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    Hello ladies!! Once again, I've been away for a while. It's been an interesting couple months... I am still with my MM. I fall more in love with him everything we are together. A...
    sleeplesssecretary sleeplesssecretary 22-25, F 3 Responses a week ago

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    I've been single for a year now. It was hard to get over my ex but I feel that now I am over him. I do still have some feelings for him but not like they used to be. I wish I had a...
    estefany1994 estefany1994 18-21, F 2 Responses Jul 28

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    He's never made me feel like the other woman. But that's exactly what I am. He treats me so well. But he has a temper that just makes him cold when he's angry. He also has a past...
    Lishadntplay Lishadntplay 26-30, F 1 Response 4 days ago

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    I'm 14, gay, single, and would like a boyfriend. I'm a bit chubby and want somebody who's Nice, honest, and likes/understands me for me. My kik is Aiden5543.
    AidenPierce5584 AidenPierce5584 13-15, M 4 days ago

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    I would quite like a boyfriend, or just a good guy friend. Its not top on my priorities, but it would be nice. I would be very grateful if someone messaged me. *Only 13-15 and 16...
    cleocat1234 cleocat1234 13-15, F 1 day ago

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    Today was a rare treat, I got a text from MM, our usual one letter text so the other person knows it's ok to call if they can. He asked if I could find a sitter for the kids and...
    ynoTme83 ynoTme83 26-30, F 1 Response Jul 27

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    So I got a facebook message from his wife. She said she's known about me for a "long time" and that they are in counseling and have been for awhile. She asked that I leave them...
    CountrySlicker CountrySlicker 51-55, F 8 Responses Aug 5

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    Why do all the haters say you're always going to be second choice? Maybe we are second choice when he "has" to go home but in reality we aren't second choice in his heart or his...
    tc57 tc57 31-35, F 90 Responses Aug 10

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    A few people on here have been asking me to share more about my personal life (honestly I don’t know why, I’m not that interesting) So I thought I’d share a little of my...
    Sarahbellas Sarahbellas 26-30, F 4 Responses Aug 2

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    I have been with my boyfriend for 4 1/2 years. We met at university through a mutual friend. We don't live together as we live and work in different cities and I am still caring...
    MsRugbygirl19 MsRugbygirl19 22-25, F 7 hrs ago

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    I am currently in Atlanta. My boyfriend and I live in Columbus, GA. He's homeless and he'd recently started working at a kiosk in the mall. He was on ninety days unsupervised...
    michelleeads michelleeads 18-21, F 12 hrs ago

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    What If I wish that when I was young and dressing in my mothers panties, bras, slips, girdles, hose and dresses that she would have caught me and understood my needs as a little...
    slipgirl274 slipgirl274 61-65, T 4 Responses 2 days ago

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    I have worn lingerie for years. I started when I was in my early teens. Like most men who wear and start early, it was my mothers stuff that I found first. Things like stockings...
    Fullofstars Fullofstars 31-35, M 4 Responses Aug 3

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    I have been cross-dressing on and off for most of my life I am fortunate that I’ [m a man with a 26 inch waist so I can ware junior size women’s cloths Two years ago I started...
    dantodawn dantodawn 51-55, T 1 Response 3 days ago

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    A lot of likes for older men, but I prefer an older woman. One who has been around the block a few times. A lady with a bit of experience, one who knows how to order her own...
    olddon olddon 70+, M 1 Response 5 hrs ago

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    This is just one of my observations. Some women I've seen use their emotions to manipulate a man into doing what she wants him to do. I find this behavior to be repulsive...
    AquariusLife AquariusLife 26-30, F 11 hrs ago

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    LOL ex-boyfriend quote hahaha *mimics in a Mickey mouse voice* "I'm turning straight. So, you NEVER have a chance with me!" GAWD. No, I don't want to see your man-gina. Thank...
    chrisisyourfriend chrisisyourfriend 16-17, M 1 Response 14 hrs ago

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    It has been 2 weeks less a day when I finally kicked my addict boyfriend out. He of course with drunken eyes turned it all around and made it about him not being happy and blamed...
    ellavi ellavi 36-40, F 11 hrs ago

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    Hey my name is Sophie and i joined this group because i love my boyfriend Ben more than anything he is my amazing angel he is my strength when i need it my happiness when i lose it...
    SophieKezzie SophieKezzie 18-21, F 1 Response 9 hrs ago

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    Just here to explore new grounds Online boyfriend is part of my list
    KathiaDurn KathiaDurn 22-25, F 8 hrs ago

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    Me and my boyfriend have been dating for just about 3 years in October, I'm finding that I see him more as a best friend then a lover,it's been about a month and a half since we...
    asharma23 asharma23 22-25, F 1 Response 2 hrs ago

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    I've been in EP for twelve hours now and I've already had 17 people ask me to be their boyfriend, I can't say yes to everyone. It's really difficult for me because I'm way too...
    xcodyxx xcodyxx 13-15, M 6 Responses 2 hrs ago

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    This is about my MM, but not particularly about the A itself. We work together - he came after me and pushed and pushed trying to get me to give him/us a chance while I was M. I...
    Arubagal Arubagal 51-55, F 4 Responses Jul 21

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    Just call me your modern day Audrey Hepburn. I love perfume, putting on lipstick, and eyeliner. From the little black dress to floral flowing dresses. I love to loose for the...
    MissingBoston MissingBoston 26-30, F 5 Responses Jul 28

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    I want to have sex with woman while my boyfriend partipates however he wouldn't **** her or lick her. She would lick me while my boyfriend ***** me and I would return the favour to...
    Readingaddict Readingaddict 18-21, F Aug 9

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    I really want to live as woman full time that would be my dream come true.i love dressing in womens clothes and painting my nails and all but it goes further than that in my mind i...
    sofie35 sofie35 31-35, T 2 Responses 1 day ago

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    It is a crazy story. Sometimes it feels because I am female, I must be the competing enemy to some. Ever since I have moved to London, I just find the women who work here are...
    EstuaryRivers EstuaryRivers 26-30, F 4 Responses Jul 29

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    What a day! Not sure what came over me but I called him out on the whole 'I haven't got a girlfriend' thing. Still swears he's not with her. Gets easier to let go when he continues...
    foreverWantingMore foreverWantingMore 31-35, F 2 Responses 2 hrs ago

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    I have just come back from a long weekend away camping it was the first time I gave been away with my new boyfriend. We had a lovely time I can't wait to spend more like it we...
    thefox71 thefox71 41-45, M 1 Response Jul 27

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    So I've been *Jacks secretary for almost two years. He's married with one son and I've been in a long term relationship for almost four years and have a daughter of 5 months. My...
    Maddy1992 Maddy1992 18-21, F 1 Response Aug 12

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    I have been with my fiancé for tree years now and have been dealing with his ex for three years now I honestly have had enough she drives me crazy and makes me soooooo angry she...
    kelseyt26 kelseyt26 26-30, F 2 Responses Jul 21

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    I have always been fascinated by the way they speak, look and treat others. Personally I love how calm they look and how confident they are looking straight at a woman’s eyes...
    AlexandraWard AlexandraWard 22-25, F 17 Responses Jul 21

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    So a couple of months ago I told my sister I wanna crossdress ( she thinks this is my first time curiosity) she said she'd help me dress when she came home for the summer... Well...
    Marissatgsissy Marissatgsissy 18-21, T 1 Response Jul 26

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