Post
Experience Project iOS Android Apps | Download EP for your Mobile Device

I Like Dressing My Boyfriend As A Woman

Personal Stories, Advice, and Support 163 People

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    Give him this for a gift.

    http://www.amazon.com/Feminizing-Men-Achieve-Maximum-Feminization/dp/1502959674/
    AaronFel AaronFel 36-40 Nov 28

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel
    sexymommy2014 sexymommy2014 31-35, F Aug 7

    Your Response

    Cancel

    Related Experiences

    I really enjoy dressing like women do. Being able to wear dresses and skirts is awesome. No better way to work around the home in a dress or skirt.
    Adam59 Adam59 56-60, M 4 Responses Nov 29

    Your Response

    Cancel
    Dentures, moustache, slicked hair, vintage style underwear, sock garters, stiff detachable collars, braces, 3 piece suits, brogues or cap-toe shoes and a jaunty hat. Love it.
    ledertal ledertal 51-55, M 2 days ago

    Your Response

    Cancel
    I swear ill cater and be the best long as you don't cheat or long as you treat me right just make me feel lived and wanted
    tommythunders tommythunders 18-21 1 Response Dec 13

    Your Response

    Cancel
    I will keep on falling for them as long as they are.
    moreandless moreandless 56-60, M Nov 30

    Your Response

    Cancel
    I will start by saying putting on a pair of pants and a T shirt and I can say I'm dressing like a woman, because that what over half the women wear. However, to me dressing like a...
    Adam59 Adam59 56-60, M Nov 24

    Your Response

    Cancel
    I love women's clothes. Dressing like a woman is just part of who I am. I enjoy working wearing a dress or skirt. I'm not a woman. Just a man who likes dressing like one. My...
    Adam59 Adam59 56-60, M Nov 25

    Your Response

    Cancel
    I have been dressing in woman's clothing for quite a while now. At first I was embarrassed about it. Once or twice i decided I wouldn't dress any more. The more I dress the more I...
    alison56cd alison56cd 56-60, T 5 Responses Dec 14

    Your Response

    Cancel
    the time my friend Freddie became a girl part 4 ?Great! Some boy shoes.? I nodded excitedly, she grinned back at me and left the room to get them. While she was gone, I gave the...
    Jaitheboy Jaitheboy 13-15, T Nov 27

    Your Response

    Cancel
    Hello Experience Project I am a 13 year old boy (almost 14) and I enjoy wearing girl clothes. Tights, tutus, panties, you name it. It started in pre-k. I was told to sleep for nap...
    deleted deleted 26-30 1 Response Nov 22

    Your Response

    Cancel
    People say I'm too much like a guy and tend to crack way too much jokes, and apparentlt that's intimidating. I don't really wanna have to start raising my voice a pitch higher and...
    TheSociallyAwkwardTurtle TheSociallyAwkwardTurtle 13-15, F 1 Response Dec 7

    Your Response

    Cancel
    So I'd really like a boyfriend before christmas, ages 14-17, I don't really care about looks as long as you are mildly attractive, I'm ok with long distance relationships as long...
    Willj626 Willj626 13-15, M 1 day ago

    Your Response

    Cancel
    It's been nearly 5 years since we came into each other's lives. Year one of our relationship we both left our unhappy marriages. Because kids are involved and both of our spouses...
    kimberlyfaith kimberlyfaith 31-35, F 6 Responses Dec 6

    Your Response

    Cancel
    I'm adopted and wish i had a bf i love being nice to people and give in ten hugs would like a boyfriend 12-14
    Thatrandommmm Thatrandommmm 13-15, M Dec 13

    Your Response

    Cancel
    I really like my boyfriend. He is the sweetest person, I love talking to him, and I know he truly cares about me. But when we kiss I feel absolutely nothing. I like him so much...
    lostandlonleysoul lostandlonleysoul 16-17, F 1 Response a week ago

    Your Response

    Cancel
    I'm not really 'the other woman' anymore cause they are getting a divorce.. But he's still married to her and she's got his kids she will always be part of the picture. I feel like...
    megansunshine megansunshine 18-21, F 4 Responses 3 days ago

    Your Response

    Cancel
    A few weeks ago I took a screen shot from this app with a quote on it and sent it to my MM. The other night, he asked me if I really felt like the other woman - what else should I...
    confusedhearts confusedhearts 41-45, F 4 Responses Dec 8

    Your Response

    Cancel
    So I'm going to use this experience to talk about nearly everything since that's what I like. My boyfriend of 1 month just told me last night that he was bullied for being...
    ThatGirl0610 ThatGirl0610 18-21, F 1 Response Dec 7

    Your Response

    Cancel
    Im so flirty. And weird! I can charm and make women laugh no problem and even my buds say "Gee Al, wish I could do that." But they don't actually know that whenever it comes to...
    aag311 aag311 41-45, M Nov 23

    Your Response

    Cancel
    I missed a chance to have a brilliant life with an amazing man. About a year ago, I was in a relationship with a guy who really wasn't good to me. He'd check out other woman...
    HannahTime HannahTime 22-25, F 2 Responses 10 hrs ago

    Your Response

    Cancel
    my dream girl is a woman who loves thought of being pregnant and loves breeding (being pregnant many times) and loves the feeling of breastfeeding her partner and cuddling and...
    gamer9857 gamer9857 18-21, M 13 hrs ago

    Your Response

    Cancel
    Can't stand shopping with my boyfriend. He asks for my opinion but he never takes my advise.
    Cocoa83 Cocoa83 31-35, F 17 hrs ago

    Your Response

    Cancel
    1.5 hours with MM this morning before work. My god how I missed him. He came straight from work as he works nights and met me. I did not cry when I saw him but we both had the...
    tauriangirl tauriangirl 36-40, F 7 Responses 10 hrs ago

    Your Response

    Cancel
    I see many "views" on my posts and pictures - but very few comments! I would love for some replies - even anon. I want to demonstrate by experience that it's okay to wear tights...
    dambust3r dambust3r 46-50, M 3 Responses 3 hrs ago

    Your Response

    Cancel
    Hello everyone. :) Hope you are having a nice day and I wish you great Winter Holidays.. I guess I should start with telling that I am a very sensitive person, lets say over...
    AnnaLeah94 AnnaLeah94 18-21, F 15 hrs ago

    Your Response

    Cancel
    For a month or more, I would love to swap lives with any woman who is willing and interested. I would live in that woman's home, carry on her relationships, drive her car, hang out...
    BeMe4AWhile BeMe4AWhile 26-30, M 3 hrs ago

    Your Response

    Cancel
    Lose weight until I'm a healthy weight Learn German First kiss, well done one too Get boyfriend and fall in love and date for at least 2 years happy the whole time. Get a...
    EmojiGirl EmojiGirl 18-21, F 2 hrs ago

    Your Response

    Cancel
    Been dressing since age 13 at 14 was found out by a friend he told me I knew you were gay because all the girls like you I told him we play dress up and I want you to be my...
    lvrofhose lvrofhose 56-60, M 1 Response Dec 3

    Your Response

    Cancel
    hello.I am the other woman because my mum in law is the first woman in his life...my husband of 8 months and i are realy inlove but he loves his mum more than me,she always come...
    reemael reemael 18-21, F 4 Responses 8 hrs ago

    Your Response

    Cancel
    I know that it's wrong, but I've come to hate my boyfriend's mother over the 3.5 years that we've been together. From the very moment we first met she has always been very unkind...
    huckleberryfidget huckleberryfidget 22-25, F Nov 24

    Your Response

    Cancel
    The Back-story: Almost 3 years ago I met this woman, a couple years older than me, at work. We hit it off instantly, and eventually became truly friends. At the time of us meeting...
    mperez4855 mperez4855 22-25, M 5 Responses Dec 5

    Your Response

    Cancel
    For me dressing as a woman is wearing their clothing. I don't try to pass myself off as a woman. I go out wearing the things they do. Things like dresses and skirts, panties and...
    Adam59 Adam59 56-60, M Nov 23

    Your Response

    Cancel
    My husband always likes me to cross dress as a man and he cross dresses as woman.Though sometimes embarrassing,sometimes it is relaxing after week's hectic work schedules.It all...
    ankletfeet ankletfeet 16-17, F Dec 1

    Your Response

    Cancel
    So yeah, I'm fifteen and I'm looking for a boyfriend one or two years older than me. I live in Belgium so it doesn't matter if it's a long distance relationship. It would my first...
    WizzlexBizzle WizzlexBizzle 13-15, M 10 hrs ago

    Your Response

    Cancel
    I just want a ******* boyfriend tbh
    mattbedford123 mattbedford123 13-15, M 3 Responses 6 hrs ago

    Your Response

    Cancel
    Ok - I'm going to get this out ..... I just have to. Alright - so as some of you know, for me it's been going on 11 years with this man. I've been there through surgeries...
    kitty1958 kitty1958 56-60, F 2 Responses 2 hrs ago

    Your Response

    Cancel
    I began dressing as a girl around ten years old and I am now 41. As I got older I began feeling like I should have been born a girl. I would love to be able to live everyday as a...
    lynsiehoff lynsiehoff 41-45, M 6 days ago

    Your Response

    Cancel
    When someone, either male or female, say they appreciate the female form, I understand what they mean.There is nothing like a woman's body. The perfect cushion for a man to lay on...
    HolmesGirl HolmesGirl 51-55, F 1 Response 4 hrs ago

    Your Response

    Cancel
    This month feels like the longest month of all :( first Christmas apart and even though it's just a day - it's the day you should be with your loved one instead of being apart and...
    rubyflower4 rubyflower4 26-30, F 1 Response 5 hrs ago

    Your Response

    Cancel
    in love and loving my best-friend :) There is nothing better than being with someone who understands you and completes you in every single way. Extremely grateful although he is a...
    jmarrss jmarrss 18-21, F 1 hr ago

    Your Response

    Cancel
    I've been guilty of putting on a face full of make up for school or even going to the grocery. It honestly feels great to look great. I love my face without make up but there's...
    anonymoussouthernbabe anonymoussouthernbabe 16-17, F Nov 22

    Your Response

    Cancel