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I Crossdressed For My Mother

Personal Stories, Advice, and Support 500 People

    Moms Sexy Legs

    I use to watch mom get dressed for work when I was young that is when I found the luv for pantyhose they looked so good on her an felt so smooth as soon as she got home an got undressed I would sneak in her room an put her nylons on an the feeling I had is unreal it give me a...
    darla111 darla111 41-45, M 1 Response Dec 2, 2010

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    Mom Helped

    i have an older sis who didnt want yunger brother so aroung age 3 or 4 started dressing me up mom thought it was cute and then found out it was also cheaper as i could wear most of sisters 2nd hand clothes it was different wierd and wonderful read my other stories
    sissykrisb sissykrisb 51-55, T Dec 25, 2012

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    Shopping

    My mother has known I have been a crossdresser since I was three or four. She has always embraced the femme side of me and that is sooo awesome. Makes life much better. Our favorite thing to do is have cocktails at lunch, go to the mall, and shop. She's Fab! She will help my with...
    rachelbgoodman rachelbgoodman 41-45, T 16 Responses Sep 12, 2010

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    My Sister Dressed Me As A Little Girl.

    When I was 6 my older sister who was 12 would dress me as a 4 yr old girl. Her girl friend had little sister my size and I was quite small for my age. Her friend would come over with her sister and they would dress me. I had real curly hair and with a couple of bows and pink nail...
    deleted deleted 26-30 1 Response Mar 18, 2011

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    Mom and Me...our Little Secrets

    My Mother knew I was "different" from my 2 older brothers. They were like my father, a true "man's man" in every sense. As a youngster, it was not uncommon to see her naked or nearly so with her knowledge. She also knew I had interest in her undies & would watch her don her nylon...
    janusatv janusatv 61-65, T 7 Responses Dec 1, 2010

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    Best Day Ever

    ok i was home alone so I went into my mums wardrobe and found a bra panties, pantyhose and a slutty French maids uniform. I went into my bedroom and jerked off. as I was cleaning the *** of my her uniform when my mum walked in and I was fully dressed. she stared at me an didn't...
    undercoverdresser2 undercoverdresser2 18-21, M 6 Responses Oct 12, 2011

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    When I was in my 40s

    and was very accomplished dressing and went out often, I invited my mother to visit for a week. I had told her about me as a woman and this was my chance to show her. She was surprised that I looked as good as I did and in a very motherly fashion told me I wore too much...
    slipgirl274 slipgirl274 61-65, F 2 Responses Aug 17

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    Guees It Sort Of Belongs Here

    removed due to ameassge i was not wanted here
    rickibrat2 rickibrat2 61-65, M Dec 8, 2010

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    Marcia (and Her Delightfull Wicked Stepmother)

    Follow up on "date boys"but to match it a bit better i included the first part with some minor adaptations in this one.Marcia part 1(made to date boys)My stepmother never really disapproved of my dressing up as girl, which i discovered in my early teens. She actually encouraged...
    misszaskia misszaskia 51-55, M 1 Response Mar 1, 2013

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    She Did It

    I do believe mom dressed me in dresses when dad was at work because she wanted a little girl. That was until my first sister was born 3 1/2 years later. I have always wanted to wear dresses when I was young and tried to wear my sisters clothes but they were really tight. But the...
    Adam59 Adam59 56-60, M 1 Response Feb 21, 2013

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    Teens Were The Best Years

    While I had started dressing as a girl when I was 5 by my 2 older sisters and then my mother. To me dressing up just meant putting on clothes. I was too young to know or understand what crossdressing was. As I entered my teens I became aware of crossdressing and being born a boy...
    femboy4u femboy4u 22-25 8 Responses May 12, 2011

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    Friday Night Movies

    The feeling of the silky teddie falling across my nipples the first time I tried it on for my Mom is one of my favorites from that time of my life.  It was the early '50s and I was around 10 yrs old and we lived near the naval base where my father was stationed and, of course...
    deleted deleted 26-30 1 Response Mar 9, 2011

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    Kristen Pleased His Mother

    Submitted for kritsen4 ,unable to post in the group due to her being under 18 Kristen tells me at a early age3 or 4 his mother started holding his older sisters dresses infront of him and she made comments about the dresses still being in great shape even after his sister had...
    LadyBeverly LadyBeverly 18-21, F 5 Responses Mar 30, 2012

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    How Jess Came To Be

    When I was growing up my parents divorced and I live with mom. It was the summer before high school and I had already been accepted to a coed private school. My mom was at work so I put on some of her clothes. I had on a pair of pink panties, a black bra, a pink blouse and a...
    supergirl0 supergirl0 26-30, T 4 Responses Jul 30, 2013

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    Sisters Playmate

    I'm sure that my Mother did not intend to make me a sissy, she was only trying to provide a playmate for my younger sister. She did this simply by providing yarn wigs so we both had long hair. It was fun pretending to be a girl with my sister and we did it often. I had many...
    EvieDrag EvieDrag 61-65, T 4 Responses Jan 17, 2011

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    With Her Approval

    I'd been crossdressing, rather amaturely, for a while, before my mother found out. She was mad because I told her I was snitching things from laundry rooms and she insisted I stop. Stealing the clothes, not wearing them. I was able to keep all I had taken. After a while she came...
    josilver josilver 56-60 5 Responses Feb 21, 2012

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    My Story Starts With My Aunt

    I went to spend a summer with my Aunt and Uncle in the country. I was 12 years old at the time. My Uncle owned a large farm, and he was out working 12+ hours each day. I was too young to do this work, and of course, I was a sissy. Even he knew this. But my Aunt was a seamstress...
    ChristinaMarietg ChristinaMarietg 51-55, T 6 Responses Sep 22, 2010

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    I Love Women's Worn Lingarie

    I am an Indian. Male wearing women’s dresses. But I am not gay. Am straight, married and have child. At the age of 8 or so first I took my mother’s saree piece and privately wrapped around my waist Immediately I got erection.I pressed my penis with that saree piece. With...
    lingarielover lingarielover 31-35, M 1 Response Mar 3, 2012

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    Something My Mother Would Have Loved...

    We were in Target yesterday to get some things for my daughter before she goes on a several day field trip with school. As we walked from the young girls section back toward the back of the store, we passed through the boys section. What surprised me was how the store had chosen...
    analogguy analogguy 41-45, M 2 Responses Sep 30, 2013

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    Mom "made" Me Do It.

    My mom always wanted a girl to dress up and fuss over. She started dressing me as a girl for halloween, when i was 2. Each year it was lipstick, nail polish, tights or stockings etc. princess, ballerina, cheerleader, etc. When I started protesting, as I got older, she begged me...
    sissyjackie2008 sissyjackie2008 46-50, T 27 Responses Jan 15, 2011

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    I Love To Wear Women's Worn Dresses.

    I am an Indian. Male wearing women’s dresses. But I am not gay. Am straight, married and have child. At the age of 8 or so first I took my mother’s saree piece and privately wrapped around my waist Immediately I got erection.I pressed my penis with that saree piece. With...
    lingarielover lingarielover 31-35, M Mar 3, 2012

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    Not For My Mother, But For 3 Of Her Sisters...

    I was trained to dress with and for 3 (of 13!) Aunts from about the age of 5 or so...my mother was one of the girls but didn't know what her sisters were doing with me on weekends (it was "our secret")... The whole maternal family was, I think, afraid of men since their father...
    SuzanneLebizarre SuzanneLebizarre 70+, M 2 Responses Sep 19, 2010

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    Crossdressing With My Aunt.

    My crossdressing started when I was little by my sister then by my mother. It was a truely enjoyable experience and I have not regrets. While being dressed by my mother I was taught how to look and act like a girl. I developed all the feminine mannerisms associated with being...
    femboy4u femboy4u 22-25 10 Responses Apr 12, 2011

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    Sort Of Belongs Here 2

    removed same reason
    rickibrat2 rickibrat2 61-65, M Dec 8, 2010

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    I've Been A Cross-dresser All My Life, It Started With My Sister Treating Me Like One Of Her Dollies

    I started cross dressing when I was very young at three years old. I had one older sister, who was five and she liked to treat me like one of her dollies and dress me up in her clothes. I didn’t mind, I liked the attention and from what my mother says I always liked it when my...
    amyast amyast 31-35 8 Responses May 1, 2011

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    Chapped Lips

    I remember being little and getting chapped lips in the wintr time, one time it was really dry air and my lips were so chapped they bled, Mom decided to protect my lips, she started applying a lipstick to them and it really helped. My lips never dried out again that winter as...
    Kristen4 Kristen4 18-21, F 1 Response May 12, 2012

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    Mother's Wishes

    It all started as a punishment when i was about 13. When i had done something wrong in her eyes mother dressed me up completely as her pretty daughter. And as our family was seriously wealthy she did it in style and costs did not play a role she really went all out with it. It...
    misszaskia misszaskia 51-55, M 1 Response Oct 21, 2012

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    The Shopping Trip

    Hi Folks: I still owe you the second part of the true story about my GF. I had a hard drive crash and I'm still trying to recover my files. Like a dummy, I did not back anything up. I hope to recover the files rather than have to start from scratch. In the mean time I'd like to...
    francenemarch francenemarch 66-70, F Jun 19, 2013

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    I Was Diapered And Dressed In Little Girl Style Dresses And Outfits By My Mom Until I Was Almost 19 Years Old.

    In my case, it all had to do with my father abandoning me and my mom, shortly after i was born. from then on, my mom hated men so much, that she dedicated the rest of her life towards raising me in ways, that would make sure i would always remain dependant on her like a diapered...
    AlanisAlicetoo AlanisAlicetoo 56-60, T 5 Responses Sep 18, 2010

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    Once again I find myself thinking how I became

    my mother’s girly son. I was driving to my mother’s house a few days ago to pick her up for our traditional weekly outing to Olive Garden for lunch. On the way my head was swirling with all sorts of doubts and random images of what I should have worn. And then I began to...
    kayleew2000 kayleew2000 18-21 4 Responses Aug 7

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    For Mom And By Mom!

      When I was very young I can remember many, many times Mom would say, "You should have been a girl" I even was given a girls name at birth. I had a sister younger than me but I was small for my age and we both wore the same size clothes. Mom not having much money bought...
    boystud boystud 51-55 1 Response Oct 30, 2010

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    Out In The Open

    Mom had not only caught me but also accepted me as Lisa and I went many places as Lisa with her but people only saw and knew me as a girl. No one knew or at least let on I was anything but a young girl. I was 11 when I started going out as a girl and here I was just past my 18th...
    LaceyLisa LaceyLisa 61-65, T 5 Responses Jul 29, 2012

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    I Have Crossdressed For My Mother

           I, if you have read my stories, began crossdressing by the encouragement of my mother.   At the tender age of 11 she began to dress me as a girl. Over the next  5 years my closet grew with a whole assortment of dresses. ...
    bobbie13 bobbie13 56-60, T 13 Responses Aug 16, 2010

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    I Hope You Are Not Offened By The Stories

    sorry for the posts but in many ways it helps to share things from the past to just deakl with the ghost this time of year brings guess most will never understand the pain of the ghost how crazy i was back rthen and how a few silly thing got me thought what was a living hdell in...
    rickibrat2 rickibrat2 61-65, M Dec 8, 2010

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    Related Experiences

    Right now could use someone for motherly advice or a hug. Reached a low point and feeling beaten. Trying to work up motivation again.
    jhampton9 jhampton9 26-30, M 1 Response Sep 17

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    A bit of background on me first. I am 3 months post partum with our 2nd son. 6 weeks after my first pregnancy, I looked like my pre pregnancy self again. No stretch marks. Well...
    kendrao kendrao 31-35, F 1 Response 7 hrs ago

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    I am the mother of four, all grown now and it is the most rewarding part of my life. I have been a mother nearly all of my adult life and I can't think of not ever being one. I...
    LadyMantis LadyMantis 51-55, F 4 Responses 5 hrs ago

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    Great article, "My Mother Doesn’t Love Me and the Process of Grieving." http://emergingfrombroken.com/my-mother-doesn%E2%80%99t-love-me-and-the-process-of-grieving/
    zeeva70 zeeva70 41-45, F 7 hrs ago

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    Good article, "My Mother doesn't love me and the process of Grieving." http://emergingfrombroken.com/my-mother-doesn%E2%80%99t-love-me-and-the-process-of-grieving/
    zeeva70 zeeva70 41-45, F 7 hrs ago

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    I'm a 32 year old mother of two kids. A boy and a girl. My son is 16, and a sophomore in high school. Yes I had my son when I was 16. Bad decision, but I do not regret it because...
    sms32 sms32 31-35, F 33 mins ago

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    ("Let me explain this to you. Because you need to know this!") Daniel 7:20; I also wanted to know about the ten horns on its head, and about the other horn that came up, before...
    ifyouseekamyxxx ifyouseekamyxxx 18-21, F 1 hr ago

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    I've been talking about Mom a lot in therapy. I love and respect my mom but I feel like she doesn't respect my ability to make an adult decision. I have spent the last two months...
    greensapphire greensapphire 26-30 1 hr ago

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    but I will never be able to show her. It goes like this: Her Womb was my Tomb A pistol's bullet, a shattering dart she reached for it and she tore out my heart. There's a...
    jasiilovely jasiilovely 22-25, F 3 hrs ago

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    My wife sometimes lets me out in full femme mode,wig makeup blouse skirt 5" heels ......has let me go to a RSL club,the movies and a casino. I few looks but no one usually cares...
    tranny50 tranny50 41-45, T 2 Responses Aug 31

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    Last weekend I had to travel from one city to another. Before I ventured onto the train for a 2 hour journey, I plucked up the courage to change en-femme in the station toilets. I...
    chloesiobhan chloesiobhan 51-55, M 5 Responses Sep 4

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    I'm 99% straight and I have many fantasies such as being a human dog, being tied up , but a new one join my list is wanting to be forced a sissy, I want to be forced a sissy by...
    giantsword18 giantsword18 13-15, M 2 Responses Sep 14

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    Been thinking this one through for a few weeks, maybe months actually and have shared the thoughts with other CDs on EP...last night my wife had a meeting that would going late...
    Nikkihughes46 Nikkihughes46 56-60, M 5 Responses Sep 19

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    I decided today to take my flight while dressed as a girl. I am wearing a cute maxi dress, sandals with nice pedicured toes, pink panties, and a matching bra... Not to mention my...
    RandiHill RandiHill 51-55, M 5 Responses 6 days ago

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    Hi everyone; I have posted a couple responses here, I am very familiar with PA Mothers now. I decided to share my story and see if anyone can relate to mine. For a brief...
    XXwoundedXX XXwoundedXX 51-55, F Sep 14

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    No contact with my mother for a week now. I prefer when there is no contact. She only contacts me when she wants to take one of my children out. I am considering stopping this...
    paliglass paliglass 31-35, F 3 Responses Sep 2

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    I grew up without a father and yet I was never really one of those kids that questioned why. When I was seven, my mother met my step father. At first he floated into our lives and...
    Ditzstressed Ditzstressed 18-21, F 1 Response Sep 9

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