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I My Mom Buys Me Dress And Skirts, I'm A Boy

Personal Stories, Advice, and Support 361 People

    After I Told Her

    I was tired of needing to sneek around and hide the crossdressing so i one day told my mother i crossdress she was very pleased not the reaction i was expecting she said now we have something in common again and can build a better relationship she now buys me skirts panties top...
    mazzz77 mazzz77 18-21, M 7 Responses Oct 5, 2010

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    Should I Do It

    It started on holloween when 7 and now she does it to me alot. At 14 i am so confused about it, but i go along and dress for her. We do alot of mother-daughter things. At first i was scared of being caught, but with her helping me in hair design and clothes that make me fit in,i...
    rlkiner rlkiner 13-15 8 Responses May 30, 2011

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    My Store

    Ok it start when I was In grad 7 I'm Going to grad 10 I'm 15 I wii start from the begging When I whs a lone I when't to my mom room and toke some of her clothes and one day I cutout a jean skirt out of my jean one day she fond the cut jean and sed to my do u what a skirt and...
    coolman2013 coolman2013 16-17, M 1 Response Jul 15, 2013

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    Not Really

    Well my mother didn't by me dresses, but my wife does and in this way I see her also as my Mom and that' why I'm saying my Mom buys me dresses and skirts
    laikagirl laikagirl 51-55, M 1 Response Jun 8, 2012

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    My Mother Let Me To Wear My Sister Cloths

    i start to wear my sister cloth from 12 year now i am 13 . I used to steel my sister cloth and wear sometime . Everytime i stool her cloth i used to take her skirt , stoking , her party dress and many more . I always used to wear cloth hiding but one day my mom saw me wearing my...
    trishant trishant 13-15 9 Responses Nov 19, 2011

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    Am I Right Or Wrong?

    my 5 year old son has always prefered wearing dresses to trousers. he likes to be called by a girl's name rather than the boy's one that i gave him at birth. he is happy when other people mistake him for a girl and tell him he looks cute and pretty.. i allow him to wear whatever...
    sunstorm sunstorm 36-40, F 25 Responses Aug 3, 2011

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    My Mom Lets Me Wera My Sister's Lingerie And Dresses

    When my sister left for school, mummy was lonely for her little girl, so she would encourage me to dress up as a girl and  wear my sister's clothes. I loved putting on her knickers and getting a hardon. I liked to wear her bras and slips then put on her dress and pretend I was a...
    279cr279 279cr279 56-60 14 Responses May 12, 2011

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    Enjoying The Other Side

    I never had to sneak about when wearing a dress. My mother bought them for me, that is what she didn't get from a girl cousin of mine who was a couple of years older. I was allowed to wear my dresses inside the house and when I played with the other girls in the neighborhood...
    Melodie13 Melodie13 61-65, M 15 Responses Jan 11, 2011

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    Connie & Mommie

    Hello again,Connie here, I wanted to talk about my relationship with my mom, I wrote how I told her of my desire to crossdress before in another story, The thing any of you guys wanting to tell a loved one should know is something I found out. If someone truly loves you then your...
    connie2much4me connie2much4me 56-60, T 6 Responses Apr 1, 2011

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    Related Experiences

    I am an 16 year old gay cross dresser. I absolutely love dressing as a girl. My parents know that I cross dress and every weekend, me and my mom have some "girl fun". I dress as...
    SissyBoy7 SissyBoy7 22-25, M Jul 13

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    7/9/2014 I guess I'm just going to start by saying I want happiness in life and I feel like I might never get it… I don’t know why I feel this way but it's kind of bumming me...
    elias617 elias617 16-17, M Jul 9

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    I'm gonna have 8 kids. 4 girls and 4 boys. The boys will be; Howard, Jack, Morgan, and Martin. The girls will be; Janet, Lexi, Kourtney, and Shaniqua. Howard is named after my...
    100PercentMe 100PercentMe 13-15, F Jul 10

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    ---WARNING: Venting piece, don't read if you don't want to--- I've realized that after 5 years of depression, I can't do this anymore. I can't. I'm done trying to hold onto a...
    00SecretGarden00 00SecretGarden00 13-15, F 3 days ago

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    This was in grade 8. I came back to school after a dentist appointment. It's funny how I can remember it very clearly in my head. There were these stairs that you went down to go...
    maigreamour maigreamour 18-21, F 1 Response Jul 5

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    Hey guys I'm Kyle! Well first off I'm a little goofy but I will be serious if it is necessary. I live in hawaii (oahu). I am a lovable person and caring. I love pets but I don't...
    kyleholusa kyleholusa 13-15, M Jul 13

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    I think that I am gay I feel this desire to dress like a girl and be one. I feel like a girl trapped in a boys body, but I'm christan and my entire family is they are very strict...
    Towelboy32 Towelboy32 13-15, M 2 Responses Jul 16

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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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    Is it any wonder I drink? My mom lives with me and is constantly, and i mean CONSTANTLY on my case about how I dress, how late I stay up (it's only 11 and I just got home an hour...
    BlackEyedBean BlackEyedBean 41-45, F Jul 7

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    When I allow the liquor to do the thinking, stupid/bad things sometimes happen: Like when I was camping 3 years ago. I decided to go chop some wood, after I had around 11 beers...
    DeathstalkerScorpion DeathstalkerScorpion 22-25, M 3 days ago

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    Yeah .. Every time I go out to eat with my mom they're like "do you want a separate check?" And I'm like .______. And some people think that me and my mom are lesbians .. I'm...
    MiaSnider MiaSnider 13-15, F Jul 23

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    Hi everyone! I'm a 17year old cd that has been dressing for the last few years. I want to get to know other CDs, so if anyone wanted to talk or whatever pm :)
    Robby17 Robby17 16-17, M 2 Responses 2 days ago

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    I don't know if it's just me, or if I'm actually going paranoid, but my mom went in the hospital a couple of days ago. She had an aortic anyuerism (not sure of the spelling). She...
    celticwolfMRD celticwolfMRD 41-45, M 1 Response Jul 1

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    I know this sinking feeling anywhere. It's happening again. I've been depressed most of my teenage years. I have plenty of ups, but there are always downs that follow close behind...
    LettersToTheSky LettersToTheSky 18-21, F 1 Response Jul 2

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    I was told I might be an INFP but it's just not me. I'm almost 100% sure I'm not an INFP. Now, the two main personality types that I might be are INTP or INFJ. These two are very...
    TheAnonymousINFP TheAnonymousINFP 18-21, F 1 Response Jul 18

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    I have been cross dressing ever since I was 9 years old I guess curiosity got to me and I tried on my sisters panties and her pjs I'm now 18 and Every time I try to stop I can't...
    DeenaMLuv DeenaMLuv 18-21, M 8 Responses Jul 18

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    Never thought I would have a kid before marriage and definitely never thought I would be a single mom and not have a stable family for my child. Never thought I would be with...
    lovelylady20 lovelylady20 18-21, F 1 Response Jul 10

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    My mom's always verbally abusive towards me. I'm not sure why. Maybe it was because I was a mistake. She's always mean towards me& nobody tells her anything. She's not helping my...
    AnonMily AnonMily 13-15, F 2 Responses Jul 21

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    Actually, it's not weird acting. I let go more easily of my thoughts without really wanting to rather than when I'm fully alert of what I'm doing. When tired I get irritable...
    Suxa90 Suxa90 22-25, F 1 Response Jul 2

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    I feel depressed off and on constantly. I'm 16 and this started around this past December. I am lonely. It's not like I have no friends, but I go on social media and see all these...
    averageandalone averageandalone 16-17, F 3 Responses Jul 3

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    I wish i had someone in my life that would care about me, that would love me, but i don't. My mom says she hates me and i don't have a father. My friends are almost nonexistent and...
    Avengel Avengel 16-17, M 1 Response Jul 4

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    Hello,when I was 30 yrs old I had a motorcycle accident,and I was paralyzed,not long after my mom,grandmother,grandpop,and ucle which I was very close to all passed away. In 2...
    Davenportmd Davenportmd 41-45, M 1 Response Jul 7

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    I'm done. I honestly have nothing left to live for. I have no friends left. My mom's dead, my dad's a druggie, and the rest of my family hates me! Why do I even bother anymore. I'm...
    EmmaTheMusicFreak EmmaTheMusicFreak 13-15, F Jul 10

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    I liked when this particular saying came to the forefront. Hahahaha. I'm 4'8. I was 4'8 3/4, but I shrunk when I was pregnant. I HATE being called a midget. Still makes me...
    Drechavo Drechavo 31-35, F 1 Response Jul 11

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    I really want to get married and be a mom one day, but I honestly think I'm too ugly and shouldn't reproduce. I have a big nose and I'm not that attractive and it wouldn't be fair...
    Blue8181 Blue8181 31-35, F 4 Responses Jul 17

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    Not so big a Secret as it once was . . . As a child and young teen, my mom and sister knew I liked to wear panties. They also knew I had a nightie but never saw me wear it. My best...
    AmberFountaine AmberFountaine 66-70, M 2 Responses Jul 19

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    I found out after 1 month of being involved with someone that I'm the other woman. We work together. We've known of each other for over a year but he recently asked for my #. We...
    Sidechic79 Sidechic79 31-35 1 Response Jul 22

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    I absolutely LOVE food. I especially love baking/cooking, watching any tv shows involving food, reading magazine with pictures of pretty decorated fancy food, I think of food 24/7...
    TazoC TazoC 18-21, F 6 days ago

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    I got married at 26, living in my parents house, and my mom and I didn't get along. I felt she was controlling and woo ride too damn much. She still does, but I only have to deal...
    mrsklemzak mrsklemzak 36-40, F 1 Response Jul 3

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    I am a Wolf Therian as weird as it may sound. I have always felt like i wasn't the same as others. I don't think the same nor do i strive for the same goals as my fellow humans...
    BlissfulWolf BlissfulWolf 22-25, M 2 Responses Jul 13

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    In attempt to sleep earlier, I went to bed just before midnight after completing some more of my summer homework. Summer is going to end soon and I really need to fix this bad...
    mahnouls mahnouls 16-17 1 Response Jul 17

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    Hi, I've been reading stories on here for a while but today I will post one of mine. Enjoy^^ I used to try on my cousin panties and bras as we where growing up. At first it was as...
    Selena512 Selena512 22-25, F 8 Responses Jul 12

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    1. Don’t be in a hurry to move out of your parent’s house. 2. Don’t wait for a man before you start living. You can live a fulfilled life as a single woman. 3. Stay away...
    MissBraveHeart MissBraveHeart 22-25, F Jul 3

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    I just love putting on dresses even though they belong to my mothers clothes i was 10 years old then now i am a transgender woman.
    Josie013 Josie013 61-65 Jul 9

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    This is so true for all cross dressers once the secret is out!
    Brandie1960 Brandie1960 41-45, M 2 Responses Jul 19

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    last week, my bi-gf said me that she wanna be marry with a boy and she want to be a mom.. I feel sad and then suddenly i am thinking that I want to be her kid... so that I can stay...
    AnnaKhit AnnaKhit 26-30, F 5 Responses Jul 3

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    Last night I dressed up as a male tramp just to see if I could get away with it . I had been preparing for a week by ripping jeans rubbing mud on them and peeing in them numerous...
    Kymmy2012 Kymmy2012 22-25, F 2 Responses Jul 2

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    I guess it is a little unnerving to my fellow sharers, especially the lone male. But he is getting used to me.
    Paca24 Paca24 18-21, F 13 Responses Jul 20

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    Unless you feel like! But I like to be practical...I had my long days wearing homewear and pjs.Now I feel more cheered up than back then and go out often.A dog helped me a lot...
    4biandu 4biandu 26-30, F Jul 16