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I Like to Wear My Boyfriends Clothes

Personal Stories, Advice, and Support 118 People

    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 could wear it that day so I picked out my favorite sports tshirt of his and handed it to him, and watched perplexed as he unzipped my...
    BeautifulMayhem10 BeautifulMayhem10 22-25, F 4 Responses Sep 22, 2013

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    I've only done it a few times

    but it's pretty fun ;) Especially when your boyfriend is bigger than you so there clothes are baggy :3
    HappyHart5 HappyHart5 16-17, F Jul 17

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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 royalty. My dress was extremly beautiful but also quite heavy which made it impossible to pee alone and quite hard to...
    AdorableCaterpillar AdorableCaterpillar 18-21, F 2 Responses May 1, 2012

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    I love to sleep in his shirt,

    it smells of him and comforts me at night:)
    skinnyandfat skinnyandfat 18-21, F Jun 12

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    Women have strong desire

    for intimacy and there is no denying that. Even women like myself who claim to be strong independent type crave for the touch and feel of her man. When we were together, we wouldn't miss a single chance of cuddling and kissing. I would often wear his t-shirt when he was away...
    Susana1985 Susana1985 26-30, F 3 Responses Jun 18

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    Well if I had a boyfriend,

    I'd love to wear his clothes. Lol I think it's the sweetest thing in the world when a boy gives you his sweatshirt and it's just so cozy when you wear it, especially if it smells like him
    alexxaaa alexxaaa 18-21, F 2 Responses Jan 4

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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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    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 Especially with my sexy hot pants or mini skirts ! I feel so feminine at the bottom and masculine at the top The combination of...
    DollyDiva DollyDiva 22-25, F 14 Responses Nov 13, 2009

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    I just got eyeliner on my boyfriends shirt.

    And I was supposed to give it back. Awww :(
    NYMPHAI NYMPHAI 18-21, F Jan 16

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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 that. Ahhhh. I'm there. That's nice. Wow..... It feels so safe... and warm. Wow. Thanks for this...
    mbug44 mbug44 36-40, F 2 Responses Oct 30, 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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    It's like I have a piece of him with me.

    I like pretending that it's his strong arms wrapped around me instead. I'd like it even more if he pinned me to the bed and ******** me of it 🙈.
    Someoneatschoolfoundme Someoneatschoolfoundme 16-17, F Jul 17

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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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    lcgirl08 lcgirl08 26-30, F Jul 17

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    Related Experiences

    I bond to my old clothes, they become an extension of me. It'll wear them until they're tattered. Tossing them out is like tossing out a part of me.
    Lifeisacaveat Lifeisacaveat 56-60, M 1 Response Aug 2

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    Fashion industry doesn't thrive by the likes of me. Old, worn in clothing is my style. There's just no one in my life I am trying to impress by wearing something new :)
    Lifeisacaveat Lifeisacaveat 56-60, M Aug 2

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    I love wearing them! They are really comfortable, and hug your body so well, especially with their interesting fabrics. And of course the lower body freedom. I would not want to...
    Roccondil Roccondil 22-25, M 11 Responses Aug 1

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    I just find them so comforting and exhilarating. As you can read in some of my other stories, it began with bras as a pre-teen and grew slowly over the years. Now that I live on...
    LockedDarius LockedDarius 26-30, M 56 mins ago

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    Fabulous date last night I felt so feminine.I decided to wear my new dress after thinking about wearing a pvc pencil skirt so I rang my sister up and she offered to do my hair...
    girlynicole girlynicole 36-40, T 3 Responses 12 hrs ago

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    Day off work today got to go and sort my car out!! Think I'm goin to wear my panties and tights under my male clothes this should be a fun day :)
    blacktights8613 blacktights8613 26-30, M 6 Responses 17 hrs ago

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    It was the summer of 2013 i decided to spend the summer vacation at my friends house my friend only live with his mother and his two older sister Blair and Lisa his father left my...
    BoyGirlie BoyGirlie 18-21, M 1 Response Jul 31

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    I love wearing women's clothes. I just feel so right. The problem is that my body type doesn't fit this obsession. I seriously sometimes feel like I should be a girl.
    c455muscle c455muscle 22-25, M 10 Responses Jul 24

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    OK... Google the phrase "shopping tunic", then click the "shopping" tab. You'll see that pretty much all the results are for "women's tunic dresses". Then search "gladiator sandals...
    steve66oh steve66oh 41-45, M 6 Responses Aug 11

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    I can't wait to get home from work and get out of my work clothes. I take a shower and shave all my body hair. I then get out and lotion all my body. Then I pick out panties and...
    Michelle1976 Michelle1976 36-40, T 7 Responses 5 days ago

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    Who doesn't?. Depend on the weather i have such a huge variety of clothing. Colorful to some extent i like to dress up in nice clothes i like to put together even if other disagree...
    NymNin NymNin 18-21, F Aug 4

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    Reciently I came out of the closet after 30 years of hiding my love for wearing womens clothing. I had told my wife and she is taking it real good, what a trooper she is. This past...
    estacie estacie 51-55, M 13 Responses Jul 21

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    Love shopping for them for sure. I wear panties daily, and I have a few items of women's clothing I wear out in public. Makes me feel cute and sexy!!
    islands115 islands115 46-50, M 3 Responses Jul 29

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    Regarding my previous story about the clothes I picked up from the goodwill store, this is the bra that I picked up, and I absolutely love it! The sides of it are silky & lacy, and...
    need4speed28 need4speed28 18-21, M 3 Responses Aug 8

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    Totally. Women's clothes are so much nicer and they fit and feel nicer. I love all the variety and styles.
    tiboi tiboi 22-25, M 2 Responses 6 days ago

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    i love to go out driving in sexy womens clothes letting truckers look down into my car
    funlover74 funlover74 36-40, M 3 Responses 6 days ago

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    Isn't it amazing that a single moment in time can flip a switch inside of us and nothing is ever the same? I can think of a hundred things that might have affected me in a...
    kayleew2000 kayleew2000 18-21 12 Responses 5 days ago

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    I wear flip flops to work everyday. It's just covenient to jump out of the shower, put on my khakis or jeans, and slip into my flip flops. My black rubber Havaianas pretty much go...
    Nicholas242 Nicholas242 31-35, M 4 days ago

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    Not in public or under actual clothes, though. But I enjoy wearing boxers as shorts around the house! They are extremely comfy, and I look cute in them (if I do say so myself...
    JustTheGirlNxtDoor JustTheGirlNxtDoor 18-21, F 2 Responses 4 days ago

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    I'm wearing purple bikini style panties, black and white yoga shorts, cheetah bra, and a black tank top to bed 😏😍
    sammixdress sammixdress 18-21, M 5 Responses Jul 27

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    If you will then give me links to what you will make me wear thanks
    Kyliethesissy Kyliethesissy 16-17, M Aug 6

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    Today I'm wearing underwear that belonged to my friends girlfriend . Grey cotton g string white bra . They feel so good and just the thought that she had them on drives me insane...
    toesforme toesforme 36-40, M 6 Responses Aug 12

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    My wife has me wearing matching satin Cacique bra and panties with black nylons, black flirty skirt, red top and my red 4" heels. Also all made up with a my brown curly wig and...
    nikkifemmdslave2 nikkifemmdslave2 36-40, M 4 Responses Aug 12

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    I wish my wife would let me wear women's long sleeve shirts to bed. I get so cold that I want one so badly.
    thestifmeister thestifmeister 22-25, M 2 Responses 6 days ago

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    i love wearing my wifes clothing and going out for a drive in the car and maybe a walk
    funlover74 funlover74 36-40, M 5 Responses 5 days ago

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    Me toi hornyhard I like to *** all the time I like ***
    chuck6004 chuck6004 51-55, M 1 Response Jul 30

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    Is there any one from the Sarasota/Bradenton Florida area please send me a letter would like to meet more people in my area
    estacie estacie 51-55, M 3 Responses Aug 3

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    I have been dressing up in secret since the 6th grade. I would raid my mothers closet, dress up for a while, then put things back. I have always been straight (only attracted to...
    neverthinagain neverthinagain 36-40, M 1 Response Aug 13

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    I lovvee those tights. I started wearing them at 12/13 when I saw a friend of mine wearing it. I can't find tights to wear though. Then I found ballet tights in my sister's closet...
    mranonymous456 mranonymous456 13-15, M 4 Responses Jul 27

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    For work or for outings where I'll be out for a good part of the day, I'll wear underwear. It's the only reason I still buy them. Otherwise, I don't wear underwear when I'm home...
    BLACKTIGER75 BLACKTIGER75 36-40, M 1 Response Aug 5

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    When I wear boy shorts to work as my outerwear, I don't wear panties underneath. I admit I like getting the looks that I do!
    Paca24 Paca24 18-21, F 8 Responses Jul 24

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    Got to wear a dress an entire afternoon and evening after work on two days this past weekend... It was so nice. Since my family was out for the weekend I didn't have to worry about...
    Roccondil Roccondil 22-25, M 9 Responses Aug 7

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    I sometime make a quick Starbucks run, wearing black yoga pants, flip flops and hoodie sweater, its comfortable. I get a few stares from people, but I find them to be positive...
    Nicholas242 Nicholas242 31-35, M 3 days ago

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    Earlier I was going thru my chest that has all my bras and panties in it, omg I still have lingerie that I got when I was dating this one guy before Samantha dad, I have a couple...
    jennylovestosmile jennylovestosmile 18-21, F 6 Responses Jul 27

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