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I Like to Wear My Boyfriends Clothes

Personal Stories, Advice, and Support 107 People

    The Combination Of F&M .... - Yeah I love to wear em' to sleep :D Since in other occasions they would be too big for me LoL ~ But most of all I love to wear his shirts...
    DollyDiva DollyDiva 22-25, F 14 Responses Nov 13, 2009

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    Thuggin After Prom - My boyfriend and I went to our senior prom this past weeked and we had an amazing time. Everyone complimented us told us how good we looked and we felt like...
    AdorableCaterpillar AdorableCaterpillar 18-21, F 2 Responses May 1, 2012

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    Yippie - Can anyone explain why this is so enjoyable? I love wearing his shirts, and he says he loves it because there's plenty of room for him in there too.
    TayterTot TayterTot 26-30, F 1 Response Oct 29, 2007

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    So Cozy! - My boyfriend gave me one of his old sweatshirts, and he recently gave me a bunch of his old pajama pants. They're so comfy, and I love that they smell like him. =)
    paperalias paperalias 22-25, F 1 Response Nov 11, 2008

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    Security... - I feel secure, and feel comfortable, and protected, and feel like his arms are wrapped around me.
    deleted deleted 26-30 Nov 12, 2009

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    His Shirt, My Security Blanket - After the first time I spent a week with my boyfriend, he told me to go through his draws and pick out one of his shirts. I thought it was so he...
    BeautifulMayhem10 BeautifulMayhem10 22-25, F 4 Responses Sep 22, 2013

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    Oh Man - You are right. That is one thing that I really like. Wearing my boyfriends clothes. Wow.... I forgot about that. It's been a a long time since I got to experience...
    mbug44 mbug44 36-40, F 2 Responses Oct 30, 2007

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    Related Experiences

    Nike, Under Armour...jsldgjslkdjsldkf
    abc123eigdew abc123eigdew 22-25, M Mar 29

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    Yea, it's not what it sounds like. Don't get me wrong, if I go to the store and see a shirt I like in the guys section, you best believe I'm getting it and I will wear it. I've...
    SylenaEverlasting SylenaEverlasting 13-15, F 4 Responses Apr 7

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    I've been caught many times wearing my sisters lingerie and it's funny because my crossdressing started because of my sister. My sister and I are only two years apart and when we...
    Dirtyblondeslut69 Dirtyblondeslut69 22-25, M 5 days ago

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    My teacher said I tend to wear heavy clothes in summer and light ones in winter. It's true. In caught wearing tank tops and shorts in winter, but sweatshirts and sweatpants in...
    LucyGirlAkita2 LucyGirlAkita2 16-17, F 2 Responses 2 days ago

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    My name is Trisha I'm going to begin by saying the life I chose has had its up's and downs, rewards, penalties, and mine not much different from many of yours. Honestly if I had...
    Trisha60ts Trisha60ts 61-65, T 1 Response Apr 3

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    i want cross dress as a female like all the clothes,have long hair, makeup, jewelry and everything and also learn the ways of women. even how to do sex. plzzz message me and help...
    shifakhan shifakhan 18-21, M 6 days ago

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    i want cross dress as a female like all the clothes,have long hair, makeup, jewelry and everything and also learn the ways of women. even how to do sex. plzzz message me and help...
    shifakhan shifakhan 18-21, M 6 days ago

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    i want cross dress as a female like all the clothes,have long hair, makeup, jewelry and everything and also learn the ways of women. even how to do sex. plzzz message me and help...
    shifakhan shifakhan 18-21, M 1 Response 6 days ago

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    I do not like wearing a bra but I do because I need to these days. I need to give my girls a break from captivity.
    ebonynbill ebonynbill 26-30, F 2 Responses 2 days ago

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    I love woman in uniforms and would like to find woman who enjoy wearing uniforms
    kevefc kevefc 46-50, M 9 hrs ago

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    I haven't posted on here in a while but a lot has happened since :). Me and my gf broke up so now I'm stuck wondering if there will be another girl to accept my panties and such...
    pantyboy94 pantyboy94 18-21, M 5 Responses Apr 1

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    I love to wear these! I always wanted a thong, a bra, a wig, and some nice racy clothes! I'm also bi curious so I've always wanted to please a boy/girl in my clothes but it's hard...
    sabrinacat sabrinacat 13-15, T 4 Responses 6 days ago

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    I am so in love with Medieval clothes, sadly I couldn't experience that times when girls were wearing those dresses <3 Damn!
    IvyHunt IvyHunt 18-21, F Apr 8

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    Im starting a Ki.K group chat ANY full time cross dressers under the age of 20 This is a chat for crossdressers to show off their outfits talk about shopping clothes and post like...
    lovevspink16 lovevspink16 18-21 Apr 5

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    Im starting a Ki.K group chat ANY full time cross dressers under the age of 20 This is a chat for crossdressers to show off their outfits talk about shopping clothes and post like...
    lovevspink16 lovevspink16 18-21 Apr 5

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    I love to dress up in girls clothes. I have been dressing since I was real young. I have a closet full of clothes and love to shop and try new outfits on. I have make up and do my...
    tammycd7 tammycd7 56-60 6 days ago

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    This morning I felt the urge to wear my jet black high waist pantyhose and one of my wife's dresses and the brand new black patent leather pair of pumps I just bought, when I had...
    wtbwoman wtbwoman 41-45 3 Responses Apr 7

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    Love dresses! 💜 I grew up in a family mostly of ladies. I was 6 when I was put in my first dress by my cousins. I was embarrassed then but I really liked that experience. Since...
    sissyyumi sissyyumi 22-25, M 5 Responses a week ago

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    Black is just my go-to color when dressing. It's simple, classic, edgy, chic & elegant. I often times buy too many clothing pieces in black. So, as a result, most of my clothes are...
    GettingOverShit GettingOverShit 18-21, F 1 Response a week ago

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    Not for any particular reason. I just own a ton of black clothing items, and I happen to like the way that they look on me because most of them are, in my opinion, cute clothes...
    Boulier Boulier 16-17, F 1 Response 3 days ago

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    Me to!!!! But I wear like jeans and t shirts and stuff boys do to
    JadenLangVageta JadenLangVageta 13-15, F 1 Response Apr 7

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    You should see my closet. You could barely find anything that isn't in black. I often get asked why so much black and not to wear it. But its what i like not what they like :D
    Batsandstars Batsandstars 18-21, F 2 Responses a week ago

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    I never get tired of wearing black. I think it compliments my complexion and it's hard not to look put together in all black. Grey, brown and jewel tones are the only other shades...
    ShesAVeryKinkyGirl ShesAVeryKinkyGirl 26-30, F 5 days ago

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    Lately I've been more open about my crossdressing. I'm still subtle about it but I've been going dressed in leggings and yoga pants more and more. I'm still afraid of the looks I...
    pantyboy94 pantyboy94 18-21, M 3 Responses Apr 5

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    Recently I have found the article of leggings to be pleasant! The feel the comfort! There was a night when I was at my girlfriends house. We were messing around and she wanted...
    curiousquestioner curiousquestioner 22-25, M 2 Responses Apr 7

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    Im a straight male who has a son and 100 % loves women, but I have this crazy obsession with women's clothing but mainly tights. I hate the fact that I come under the title of a...
    opaquelover100 opaquelover100 31-35, M 5 Responses 6 days ago

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    I like to cross dress. Not in the typical sense. I just like making women's coats and headdresses from the olden times using my bed sheet and then roaming around in them like a...
    Aly1607 Aly1607 16-17, M 2 Responses Mar 20

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    Man stuck in a dress. I had gone dress shopping at a department store wile out of town. I chose four or five dresses to try on. I found the dressing rooms and went in. I tried on...
    mat2Robin43 mat2Robin43 51-55, M 1 Response Mar 27

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    Today I have the whole house to myself with no one it! So I get to dress up like a girl completely! just uploaded more pics go check them out!
    mrman77 mrman77 22-25, M 1 Response Apr 4

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    I'm a tomboy and so most of my friends are guys and they all get comfortable with me so when they come to my house they'll mess with me so I steal random articles of clothing...
    ScarletNightmare ScarletNightmare 13-15, F 3 Responses a week ago

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    I love wearing tights and pantyhose but I've always questioned one thing about it... Is it bad for me to have it? Bc I can't help it.. I love wearing them and having them but is it...
    cameron20 cameron20 18-21, M 8 Responses 3 days ago

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    Alright so I took some of your advice and I decided to whale tail at my friends house. Three of us were watching Titanic and I was wearing these super thin material white sweats...
    annabanana95 annabanana95 18-21, F 3 Responses 18 hrs ago

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    Today I'm wearing a pair of 80 denier black tights with a nice burgundy skirt :) I absolutely love wearing black tights, they look and feel so sexy
    LucyTG LucyTG 26-30, T 4 Responses Mar 18

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    One Sunday I wore a purple dress to church. It was nothing special but it looked nice. After church we went into the Commissary to get a few groceries. We were checking out when I...
    SweetMae SweetMae 56-60, F 27 Responses Mar 21

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    Today I'm wearing a tight red dress, it is such a great fit and look lovely. I really like the tight clingy look and look forward to seeing my friends reactions :) My only worry...
    LucyTG LucyTG 26-30, T 3 Responses Mar 20

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    Good I wear women's underwear pantyhose dress heels I love it
    astroboy4545 astroboy4545 61-65, M 4 Responses Mar 21

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    I absolutely love tights :) The touch, feel and look are so incredible and they compliment so many outfits. I'm addicted to Tights and would never stop wearing them, make me feel...
    LucyTG LucyTG 26-30, T 4 Responses Mar 30

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    Right now I'm wearing blue hipster
    oneperson93 oneperson93 18-21, M 2 Responses Mar 31

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    I'm wearing white bikini stile panties with black trim and a bunny on the front
    oneperson93 oneperson93 18-21, M 4 Responses Apr 1

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    I love this look. It's one of my favourites! Today I wore a white fitted blouse with short slightly puff sleeves and a knee length fitted black pencil skirt. I teamed this with...
    karenhobbs karenhobbs 26-30, T 1 Response Apr 1

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    I want to try wearing skirts but I cant :(
    lostgirlboy lostgirlboy 22-25, M 1 Response Apr 5

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    I am wearing my new pink lace boy shorts that I got yesterday
    wal1966 wal1966 46-50, M 4 Responses Apr 7

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    is there any better feeling in the world than standing outside on a breezy day wearing a dress or even a skirt with wee cute panites on and just letting the wind blow them up to...
    Pjstuart Pjstuart 26-30, M 8 Responses 5 days ago

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    okay I love wearing thongs and v string but sometimes i can feel that string in my *** and its the most uncomfortable thing in the world
    annabanana95 annabanana95 18-21, F 3 Responses