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

Personal Stories, Advice, and Support 354 People

    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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    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 7 Responses Apr 1, 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 4 Responses Jul 15, 2013

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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 13 Responses May 12, 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 17 Responses Aug 3, 2011

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    Related Experiences

    I love to wear silky satin skirts, blouses,, dresses, night dresses, bras and panties. So it's nice and feels so comfortable to wear. I just love love love to be a girl and i can't...
    Pinkygir Pinkygir 16-17, M May 23

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    At home i dress all the way down. Like t-shirt and undies. But if i'm going anywhere I'll at least wear some nice shoes, a nice pair of jeans and a polo shirt. I kinda feel like if...
    APreppyGuy22 APreppyGuy22 18-21, M 3 hrs ago

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    I'm 16 years and a guy. I want to be a complete girl like my sister. But my family will be against it. I want to have breast and vagina to be a girl. But i have no way and no money...
    Pinkygir Pinkygir 16-17, M 2 Responses May 23

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    She was my English teacher last year (junior year) and she was very kind. Absolutely beautiful, cute and smiley Asian woman, 23 years old. Soft black hair. Now it's senior year, I...
    keelay9947 keelay9947 18-21, M 1 Response May 21

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    I pretend I'm okay. What other choice is there? When you are surrounded by absurdity and then are greeted by people that have never experienced absurdity in their lives and give...
    QuestionMarks QuestionMarks 41-45, F 2 Responses May 18

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    It’s been difficult couple of days in the world of Room101 and my continuing battle with all things digital. It all began, when disaster apparently struck, on Monday night. You...
    xxRoom101xx xxRoom101xx 41-45, M 3 Responses May 24

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    I recently thought about talking about cd with people and specially with the wives shouldn't be such a problem cause what do we have to be shame about? It's not that we chose to be...
    Danairis Danairis 46-50, T 2 Responses May 7

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    Itty bitty (:I'm 5'1 and 105lbs...I'm the tallest out of my mom & 2 sisters & im the one they go to to ask for help when they can't reach stuff haha
    sunkissmarie sunkissmarie 18-21, F 9 Responses 22 hrs ago

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    Okay so this is kind of a question, I'm a 20 something year old woman, the guy in question is also in his 20s. I met this guy over Xbox live. Well him and two other people he was...
    AriumBlack22 AriumBlack22 22-25, F 1 Response May 4

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    This has happened a few times and it's making me very curious as to why.. I'd be talking to someone and in the middle of our conversation they turn around and walk away as if...
    DarknessOnFire DarknessOnFire 18-21, M May 12

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    So since the day I start middle school everybody ignored me and I got a teacher who taunting me, accusing me and hurt my feelings. It was a women who really don't like me, or...
    Chichikun10 Chichikun10 18-21, M 2 Responses May 20

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    Hi ): my friends,pops,dad,and my sweet teddy bear XOXOX I miss all of you sooo much ;( I made a mistake and got mad . I told mom I'm gay ): I'm not saying it was the wrong thing to...
    footsugar123 footsugar123 51-55, M 6 days ago

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    I'm leaving soon for a much needed trip and I cannot wait to make my playlist. I want songs that I can sing at the top of my lungs while driving down the open road.There is nothing...
    KuriosityKills KuriosityKills 36-40, F 1 Response May 17

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    Hello there, my name is Adam. I know that several of you are already aware of who I am. I also realize that many of you loathe me. Part of the reason for that is that I am not...
    SupernaturalScientist SupernaturalScientist 22-25, M 1 Response May 17

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    Autumn: A Walk Down Memory Lane It always feels like Autumn. With a false air of confidence, I step out of the comfort of my car and into the cool leafy breeze. I sling my bag...
    Lithium619 Lithium619 18-21, F 1 day ago

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    Hi everyone. I doubt anyone really gives a **** but I am 22 years old with nothing to show for and have hit rock-bottom in life. I have always been spoiled by my mom and my fathers...
    divinit3 divinit3 22-25, M 1 Response May 18

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    I love being friends with women that except me being a gay cross dresser, they understand me
    linnyj linnyj 41-45, T 9 hrs ago

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    Just had the second dream about cross dressing 2 days ago, so I thought I had better get it written before I forget it. This one was shorter but again, I didn't want it to end...
    jamie50 jamie50 51-55 2 Responses May 16

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    there have been long term consequences but it happened so long ago. i was five when she punished and humiliated me, but i don't remember being humiliated as much as just hearing...
    trailsonrails trailsonrails 51-55, M May 13

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    i feel like a freak on a leash, i took my pills ( my anti depression pills) i just feel so lost. the reason why am i here bcoz i have 7yo son. my husband have my son and im alone...
    deleted deleted 26-30 2 Responses May 10

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    I want to spurt onto a woman's dress after getting sucked.
    MrJingleswilly MrJingleswilly 41-45, M a week ago

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    It's getting kind of irritating. Although lately I've been dressing kind of gothic, I do not consider myself to be goth. I consider myself my own person, and in that aspect of...
    marshababy33 marshababy33 13-15, F 3 days ago

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    I would love to dress up and play with another crossdresser we can be *****
    twistedfrek twistedfrek 36-40, T May 17

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    I asked my 17 year old brother if my b0obs looked too big in a dress and the poor guy went all red. Like the hell was I thinking 😳
    pinkishsummer90 pinkishsummer90 22-25, F 3 Responses 2 days ago

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    Only moms know the real nightmares
    MyLady9 MyLady9 46-50, F 2 Responses May 4

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    Do you ever have those moments where you sit on the toilet seat with the lid closed down and just sob? You try to drown out the pain in ur life with the onpouring rush of tears...
    deleted deleted 26-30 1 Response May 9

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    The awkward moment when your school gives you "fun sacks" for lunch hahahaha
    fireworks1283 fireworks1283 13-15, F May 16

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    Take a moment today between beers and burgers and thank t h e millions of military personnel that gave the ultimate so that we can Live In The Freest Country In The World Yes it...
    love2lickity love2lickity 51-55, M May 25

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    And I wonder where you are and I hope you are happy. I wonder if it's jeans today or a light summer dress. I wonder if the sun is shining on your hair or if you are dodging...
    MrJingleswilly MrJingleswilly 41-45, M 2 Responses 1 day ago

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    my fiance has mpd/did and we where headed out to meet some of my family she hates going out at all. but on the way this new alter popped up she said they call her brat idk but this...
    houseoutoforder houseoutoforder 36-40, M 1 Response May 10

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    Goo Goo Dolls - "Iris" And I don't want the world to see me 'Cause I don't think that they'd understand When everything's made to be broken I just want you to know who I am And...
    RoughDiamond17 RoughDiamond17 36-40, F 2 Responses May 12

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    OhEmJee, I thought I was the only one. I try to recapture the moment or the feeling I felt when you were texting me. Which only ends in more torture, I start missing you more and...
    KolorMePink KolorMePink 18-21, F 1 day ago

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    If I tell you what I hold inside would you believe, would you accept the way that I feel? Would you listen to my heart and allow me to share with you every little thing that I...
    winterfall winterfall 36-40 May 18

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    I remember having a friend once, we first met when my best friend introduced me to her. She was older than me, maybe four years apart or more(it's been so long that it's hard to...
    AB2WUS AB2WUS 22-25 2 days ago

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    So I know people say that you're supposed to be happy with who you are and that you're perfect the way you are but it's just so hard for when I look in the mirror and I see this...
    TheUnkownWorld TheUnkownWorld 13-15, F 8 hrs ago

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    It's been a week since my boyfriend left for basic and I miss him more and more everyday. I wish he was here with me right now. :( but I'm staying strong for him because I know...
    Tayyytor Tayyytor 18-21, F 1 Response 5 hrs ago

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    Growing up I always wanted to have that mother-daughter relationship with my mom. I've never had that sadly. My mother has always looked out for me. She's always defended me from...
    zamxd22 zamxd22 18-21, F