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I Took Any Risk To Try On Girls Clothes

Personal Stories, Advice, and Support 60 People

    Didn't Care, It Was Worth It

    I would take any chance, any where to try on girls clothes or shoes. I guess i was hoping to get caught. I was 18 years old and at a friends house. In the basement his mom stored clothing and other stuff for their church rummage sales. I was hoping for a chance to get down there...
    cindyloulove cindyloulove 56-60, M Apr 16, 2011

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    In Her Clothes,husband Next Door

    I think i was 19 yrs old. A friend asked me to do some electrical work in his house. He worked next door to his house. His wife would be at work. I said i'd be there at 11:00, he got off for lunch at noon.Now he said he would be home at noon, no sooner.She had usual mini-skirts...
    cindyloulove cindyloulove 56-60, M 3 Responses May 4, 2011

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    Stuck In A Dress

    My wife and i were living in southern Illinois. I was 21. I had family down there. My cousin at the time had a wife that wore beautiful clothes. I had tryed to get a chance to wear her clothes before, but no luck. I had to work on my car and needed a hard flat surface to use jack...
    cindyloulove cindyloulove 56-60, M 5 Responses Apr 22, 2011

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    At My Other Aunts House

    We were visiting my grandparents. I was about 14 years old.I was riding my scooter out on back country roads.I was near my uncles farm(no one lived there)and got a flat. I pushed the scooter there and started walking.They lived about a mile from there in town.I was 4 miles from...
    cindyloulove cindyloulove 56-60, M 1 Response Apr 20, 2011

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    Why Shouldn't I

    As i said in another story i had a friend who had a sister whose clothes i wore when i could.He was always on the phone or other friends would come over and he'd go downstairs and talk.We would build car models for hours at a time.He shared a room with a brother and his sisters...
    cindyloulove cindyloulove 56-60, M 1 Response Dec 7, 2011

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    I Knew I Shouldn't Have

    My wife and i were living in southern Illinois.I was working at a gas station.A customer came in and said something about my car,a 1965 Pontiac LeMans.He asked if i needed anything for it,he had one for parts.Made plans to get parts off of it in acouple days.His day off and i...
    cindyloulove cindyloulove 56-60, M 2 Responses Dec 6, 2011

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    Related Experiences

    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 Apr 12

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    April 5, 2014 I went to the mall by myself to go shopping. I went to Macy's and some other stores. After I got something to eat I was thinking. Should I go in the girl store or not...
    Sarahismygirlname Sarahismygirlname 13-15, T 2 Responses Apr 6

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    i was 17. i told my step mom i wanted to be a model and enter the beauty pageant. she said we would see. the next week was my sister party. she was having a party and her and her...
    loverboy758 loverboy758 18-21, M 2 Responses 5 days ago

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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 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 2 Responses Apr 11

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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 was at the shopping centre for an excursion with my class during the day. It was for my business and wasn't very exciting. At the end all my friends left and I was just about to...
    manchester20 manchester20 13-15, M 2 Responses Apr 2

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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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    Any chubby girls out there want to chat? I'm a guy who's trying to become chubby and wanted to connect with others. :)
    justaguygettingbig justaguygettingbig 13-15, M Mar 24

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    Any cute girls out there that want to chat?
    tamsin23 tamsin23 16-17, F 8 Responses Mar 31

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    Bored, any cute girls want to chat, message me 😉
    tamsin23 tamsin23 16-17, F 7 Responses Mar 31

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    Ask me anything preferably girls
    aliceowens aliceowens 16-17, F 3 Responses Apr 4

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    I play the saxophone, and one day I was doing a performance at school. Afterwards, I felt really hot so thought I would take a shower. I finished my shower, and wrapped in a towel...
    gibbo28 gibbo28 18-21, F 1 Response Apr 6

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    I like to smell girls when they need to poop I like to see them squirm and wet their pants I have had this love for as long as I remember any of you girls from ohio let me know
    nathanziebold04 nathanziebold04 31-35, M 43 mins ago

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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 Apr 13

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    I already took a slight one, now i am thinking something very dangerous. I am not sure what my family will do to me....i have only wanted freedom my entire life and now i am old...
    Sierce Sierce 18-21, F 2 Responses 4 days ago

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    After I had come out about a year one of my cousins was going to get married. At the beginning the family was making all kinds of list. At one point they were looking for...
    sandybrandy70 sandybrandy70 41-45, T 1 Response 4 days ago

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    Dressed In Grandma's Clothes When I was in High school, 1980's, My Mothers' Mother Came to live with us in California!. She wore many facinating styles from thre 1950's...
    Hcarl69 Hcarl69 51-55, M Mar 30

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    Home at Last It is 08:20, sunday 22 december, and it is a good day. Despite all the trouble in my country, the political and economic uncertainty, the threat to our independence...
    yulico yulico 13-15, F 1 Response Apr 8

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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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    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 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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    Ever since this girl first walked into our school for the first time, I couldn't take my eyes off her, and I know I probably wasn't the only one gazing at her beauty. Through my...
    elugo123456789 elugo123456789 18-21, M Apr 6

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    It's not like that's what my tastes are limited to, I like black girls too. It's just, well, my first girlfriend was white, and I've been associated as a white boy because of my...
    FriendzoneEscapee FriendzoneEscapee 18-21, M Apr 12

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    Years ago, I was seeing a movie with my friend and his then-girlfriend. At one point, I went to the lobby to get a snack. When I came back, I glanced over at his girlfriend (who...
    barefootfan29 barefootfan29 26-30, M 1 Response 6 days ago

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    Your personality type: "Individualistic Doer" Quiet and reserved, interested in how and why things work. Excellent skills with mechanical things. Risk-takers who live for the...
    jerhemy jerhemy 18-21, M 1 Response Mar 22

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    These are some stories other friends and family members have told me about when they really had to go. The first story is from my co worker. A long time ago, she was coming home...
    Dreamer32 Dreamer32 22-25, F 4 Responses Mar 24

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    Your personality type: "Individualistic Doer" Quiet and reserved, interested in how and why things work. Excellent skills with mechanical things. Risk-takers who live for the...
    MisanthropicFemale MisanthropicFemale 18-21, F 1 Response Mar 26

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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 Apr 12

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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 Apr 12

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    Ok so I didn't get this girls number and my school is on spring break now and I can't stop thinking about her. I just took my ACT today and I know that I am going to get a couple...
    MFshadow MFshadow 16-17, M 1 Response Apr 12

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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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    im a b cup! push up bras help make them look good in clothes, but i like that they look perky in nothing at all! :) n i find that most men appreciate that tooo.... <3
    katiekaykay katiekaykay 18-21, F 16 Responses Mar 23

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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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    When I was in Gran Canaria (Maspalomas beach) I went wandering off without my clothes. I stashed my clothes up in a bush, so i thought they'd be safe. I must have walked about...
    Kojak100 Kojak100 36-40, M Mar 28

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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 always put clothes in the Closet. The majority of my clothes are hanged up in the closet with the exception of my laying around the house clothes, and my lingerie, but for the...
    NYSlilAngel NYSlilAngel 26-30, F Apr 8

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    [ ] Smoked A Cigarette [x] Smoked A Cigar [x] Kissed A Member Of The Same Sex (*shrugs* Geez, have girl friends and female family.) [x] Are / Been In Love [x ] Dumped someone...
    LameyC LameyC 18-21, F 1 Response 6 days ago

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    Radio 4 discussion; the magazine Girl Talk is seeking to encourage girls to see how amazing they are.. Girls seem to see glamorous pop singers and actresses as role models and...
    Adaydreambeliever Adaydreambeliever 46-50, F 1 Response 1 day ago

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    To the- One I can't be trusted alone. Even though it was me that ended it, I second guess myself all the time about it. I know I did what was right, and I thought it was best for...
    princessbumbleB princessbumbleB 26-30, F 4 Responses Mar 21

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    but unfortunately you took it just a little too far. A little too much mental manipulation. No matter how much I love you, it's completely done. But you can always take solace in...
    Alexdrunkunc Alexdrunkunc 18-21 Mar 22

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    Ever since I can remember being attracted to girls I've found ginger girls more attractive than any other hair colour. I honestly have no idea why, but when I see a redhead in a...
    Bennysspecial Bennysspecial 22-25, M 3 Responses Mar 30

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    I guess I am ok to say this now. I like guys more but I would consider myself bi. I have never had a girlfriend but I just wonder what it is like to have one. But I don't fall in...
    Inlovewithtecher Inlovewithtecher 16-17, F 6 Responses Apr 5

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    Not only pretty, but intelligent, mature, and a great personality come into play too. Though know girls like that ever seem to notice me, and no girls like that ever seem to like...
    G4ll1fr3y G4ll1fr3y 18-21, F 2 Responses Apr 6

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    I Want to Know If You've Ever Done Any of These Things [X] Smoked A Cigarette (once...DISGUSTING) [ ] Smoked A Cigar [X] Kissed A Member Of The Same Sex [X] Are / Been In Love...
    cpoppins cpoppins 26-30, F 2 Responses 6 days ago

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