I Want To Know What Influenced You To Crossdress

What made you say put on the panties ? 1,553 People

    I really think it just started

    because I grew up with four sisters. I marveled at how they looked and presented themselves when they were dressed. And with my mom and one sister being about the same size as me during my teen years curiosity just got the better of me. That curiosity turned into wanting to feel...
    ReneeTalley ReneeTalley
    61-65, M
    2 Responses Mar 30, 2016

    Hello all, hope this reaches

    and helps someone. I started with sneaking my moms leggs pantyhose around age 6 or 7 yrs old. Then tried her heels. Then dresses. Went thru life as male, felt like i had a dirty little secret. Being raised in a very religious and southern family. Played football in school. Very...
    cdnnc cdnnc
    46-50, T
    4 Responses Mar 19, 2016

    How does a healthy young boy

    who likes playing football or riding his bike with other boys of his age suddenly develop a desire to want to wear girl’s clothing? That’s a question I used to ask myself when I was younger. I grew up as an only child, and despite this, my childhood was very happy. I had...
    lisaneetim lisaneetim
    56-60, M
    5 Responses Oct 1, 2015

    When I was a kid, at around Halloween time,

    my older sister took me into her room and shut the door. She sat me down and told me to close my eyes and open my mouth. I complied, thinking she was gonna give me candy. Instead she put red lipstick on me. When she was finished she told me to look in the mirror and when I did I...
    shredhead5 shredhead5
    22-25, M
    7 Responses Jul 21, 2014

    When I was around 9 or 10 my mom has these

    black glossy boots with 2-3inch heels. I was really curious and when I woke up, which was early that morning, I went into my parents bathroom, where the boots were. About halfway through the first boot my dad walked in and just looked at me. He was half asleep and just told me...
    deleted deleted
    Jan 4, 2016

    Why I Started

    When I was younger I always loved playing with my neighbor who was a girl and she would always put makeup on her older brother and one day I told her I wanted to try. So she put make up on me and I absoutly loved it! I now wanted to be a girl really badley when I turend 10 my mom...
    lime277 lime277
    10 Responses Jul 22, 2012

    I've been thinking about wearing panties

    and thongs to school and stuff, mostly because i kinda enjoy the way it makes me feel but also just because its considered "wrong" where i live... Call me a rebel but i am really tempted
    Jcarto Jcarto
    18-21, M
    2 Responses Jan 26, 2016
    EvaMarie1406 EvaMarie1406
    22-25, F
    2 Responses Feb 26, 2016

    I have two older sisters,

    and each year in the spring and autumn we'd go through the hand me down ritual. I'd get any tee shirts or non gender specific clothes, though I wasn't allowed anything that was deemed too girly for me. I clearly remember my sisters having matching mini kilts, they had a huge...
    jo1966 jo1966
    51-55, M
    4 Responses Sep 13, 2015

    I did it one time for halloween

    and then it took a few years for me to start back up this guy I knew ask me to do it for him and I have not stopped I love it now it's been two years if a great time
    kelliTxxx kelliTxxx
    36-40, T
    6 Responses Dec 30, 2015

    when i was 12 i was influenced by my neighbor.

    we where playing a truth or dare game at a sleep over and she dared me to wear her power puff girl panties. so i did and i found them so comfertable. she went an said that i look good im them and to keep em on. so i did. after that night she gave them to me. still have them and...
    razgrizizzy razgrizizzy
    26-30, M
    4 Responses Mar 30, 2015

    Long Ago

    I actually started when I was very young! 4 sisters and all those pretty clothes! I unfortunately kept it buried deep and other then the short intervals of alone time i kept it secret! 2 years ago I confessed to my wife and the needs are no longer hid!
    Candicegirl Candicegirl
    51-55, T
    7 Responses Sep 5, 2012

    Crossdressers have always facinated me.

    So I enjoyed seekng them out in chat rooms hoping to find one showing off on a webcam. One particular night the chat room was dead. No crossdressers just a bunch of men. I saw my wife's nail polish sitting on the desk I decided I to paint my toenails on my webcam and see if I...
    chrissyk48 chrissyk48
    46-50, M
    5 Responses Jan 27, 2016

    I always thought girls clothes were prettier

    and liked it when my girl cousins dressed me up.
    Bobbie1952 Bobbie1952
    61-65, M
    4 Responses Oct 24, 2015

    For me was ballet. Mom was a teacher

    and my sister took lessons. My sister and I played in her room. My first item was ballet tights.
    cristyfontana cristyfontana
    18-21, T
    4 Responses Jun 11, 2015

    The Girl Next Door. I was five

    or six, the same age as the girl next door. We were in her basement playroom, where there was a closet with her mother's formal gowns. We got them out and pulled them on, enveloping us. There were multiple layers and something just clicked. I still had my pants on, but that...
    Kim1girl Kim1girl
    61-65, T
    19 Responses Feb 8, 2015

    First Compulsion.

    I was brought up on a rough estate, with my Mother and two sisters who were aged either side of me. I cannot remember my father ever being around. Even though I used to enjoy soccer and boxing I used to take sneaky previews of my sisters' girlie comics from a very early age. When...
    chloesiobhan chloesiobhan
    56-60, T
    14 Responses Oct 30, 2013

    I can't really say if I was influenced to dress.

    It all started when I was about 5 or 6. I got into my mother's panty drawer and got a pair of her panties and a dress slip. It just felt so good having them on. It felt natural. Well later that night when I was getting ready for bed she came in to tuck me in and caught me...
    sexyalyssagurl sexyalyssagurl
    41-45, T
    3 Responses Feb 27, 2016

    another early experience I had

    when I was in grade 9, this girl who was new to the school asked me if I wanted to over to her house and I obviously said yes but liitle did I know her plans where different than mine. she dressed me up in tight jeans bra and makeup and then we had sex. she caught me by surprise...
    Sexygurl221992 Sexygurl221992
    22-25, T
    7 Responses Jan 2, 2016

    I've responded once to this,

    but will elaborate. Why did I continue? I don't think it was the influence, but it was and x-y genetic thing that did it. The influence started something and my being kept it going. So, after these years, I still wish to wear clothing that is not considered masculine, don...
    1della 1della
    51-55, T
    2 Responses Oct 12, 2015

    I've wanted to be a girl

    since my earliest childhood memories. I sometimes wonder if it was the sexy commercials telling me how beautiful and excited I could be if I put on lipstick and makeup and women's clothing.
    SuziTV SuziTV
    66-70, M
    2 Responses Jan 14, 2014

    Every girl I laid my eyes on influenced me to

    crossdress. The body of a girl is so attractive and sexy that I crave to look like her. The girly clothes they wear just compliment their body shape. My admiration for the female goes beyond attraction. I wanna be a girl.
    deleted deleted
    2 Responses Feb 12, 2016
    deleted deleted
    1 Response Nov 15, 2015

    The initial answer may sound strange,

    but I'll explain. It was the Sear's catalog. Ok, So here I was a teen age boy in the very early 70's. I can't say I never saw a Playboy or Penthouse but it was very hard to get your hands on them in a small Midwest town as a teen back then. But the Sear's catalog was...
    babybearjean babybearjean
    61-65, M
    5 Responses Jul 28, 2014

    I lost a bet 3-1/2 years ago,

    for which I had to paint my toes neon pink for a week, show them in public and post public photos on my Face book and dating sites. Prior to that, I was always so embarrassed by my feet that I wore old sneakers to the beach to go in the lake - nobody saw my feet for 10 years! (I...
    steve66oh steve66oh
    46-50, M
    4 Responses Dec 20, 2014

    Honestly, I wish I knew.

    When I was a very very very little kid, about four or five years old, I would impulsively steal my mother's clothing- especially skirts, dresses, heels, and anything feminine. And what can I say, the impulses have stayed with me ever since.
    alexphoenix alexphoenix
    26-30, T
    6 Responses Mar 4, 2016

    School Halloween Carnival

    My first recollection of being aroused by the idea of crossdressing was when I was in elementary school. Every year, there was a Halloween carnival and you came to school in costume. I recall seeing another student, who was maybe a year older than me dressed up as a girl. He...
    jennyla73 jennyla73
    36-40, F
    1 Response Oct 12, 2012

    My First Time

    I was 11 , home alone and bored. I have an older sister who was 14 at the time so i went into her room to look for some books to read and i saw her underwear everywhere. I picked up if i remember a pair of pink panties with lil blue flowers on them and had the urge to take off...
    brentteenboy69 brentteenboy69
    18-21, M
    10 Responses Aug 5, 2012

    I've been asking myself

    that question for over 50 years. I truly have no answer.I remember being 8 or 9 and wearing my mom's hose and heels when noone else was around.and as I grew older I added panties,bra girdles etc until I was caught at 14(see my story first time caught) I have no desires to be...
    joanne969 joanne969
    61-65, M
    3 Responses Feb 3, 2016

    the first I knew I loved to cross dress was

    when I was 13 and my sister had her very hot friend over for the night and they dressed me up in slutty clothes and heels and makeup, painted my nails, everything. than my sister went in the shower and her friend had a vibrator and asked if I wanted to have fun so I agreed and...
    Sexygurl221992 Sexygurl221992
    22-25, T
    4 Responses Sep 17, 2015

    I was home alone one day

    and I saw it on some cartoon shows so I started wearing my moms panties and then her bras the all of her clothes and I never stopes yet
    People1313 People1313
    13-15, M
    Nov 4, 2015

    Led Into It By Two Older Girls "modeling"

    i was younger and they were in highschool. it started inocently enough. Amber wanted was a girl who moved onto my block and i met her the day the moveing trucks came to her house. soon i was over twice three times aweek and another girl she met at school started hanging out too...
    laurielovecock laurielovecock
    3 Responses Jul 1, 2012

    When I was four years old I took all of my

    sisters pantys, that was in her old draw in my closet. I remember being so excited to have them for some reason. And remember my mom finding them while tucking me into bed. Then when I was 12 I would wear my moms bras and bed time sleep wear when no one was home. Last summer I...
    Pantylova Pantylova
    22-25, M
    3 Responses Jan 20, 2014

    it all started with my older sisters cloths.

    .. we use to have a lot of teen age baysitters when we were young and my sister always wanted to play dress up. I think the baby sitter had more fun with me then my sister I loved it! I have found old pics of me dressed in girly dresses pantyhose make up as a young child I only...
    crossdresserfun crossdresserfun
    22-25, T
    1 Response Feb 5, 2016

    Saw another cross dresser online once

    and after telling my wife about it, I mentioned that I didn't understand the fascination but it did turn me on. She then tossed me some black mesh panties and told me to put them on. I did and we both liked how I looked so she found a few other items for me to wear as well. I...
    deleted deleted
    6 Responses Jan 6, 2015

    Basically the picture above How fit girls are?

    So I was home alone and it wasn't the dress. It was the makeup I love nail polish and on Saturday I went to get a pedicure and got my toenails painted red. I would always wear socks never go swimming because my parents knew From this time I've always wanted to be a girl or...
    EvaMarie1406 EvaMarie1406
    22-25, F
    4 Responses Nov 15, 2015

    I Was More Who Than What Influenced Me To Crossdress.

    At an early age, around 8 or so, It was only me and my stepsister living at home with my stepmother.  There were no children our age in the neighborhood so we often took turns playing games with each other.   At times she would sit down to a board-game with me or and other...
    deleted deleted
    11 Responses Oct 11, 2012

    it stared out as a punishment

    for peeing in the bed, at the time i had a MAJOR dislike of crosadressing and was embarased by it, later years i found panties enticing so i tried them on & fell in love
    BabyCiria BabyCiria
    18-21, F
    1 Response Dec 28, 2015

    After my parents got divorced

    when I was ten, I was living with my Dad. He was bisexual and had a boyfriend that stayed with us. On some weekends I would stay at his boyfriends parents house with his sister, she was my age. We would share a bed and we both would only wear t-shirts and underwear to sleep in...
    Michelle1976 Michelle1976
    36-40, T
    4 Responses Aug 16, 2014

    My Story

    My older stepbrother played with me as a kid while babysitting me. He told me not to tell so didn't. He came back more and more. I tried dressing to be someone else. He caught me and saw how it excited me and he liked it. So he guided me and my dressing. Bad attention was better...
    LadyLycra LadyLycra
    18-21, M
    11 Responses Oct 26, 2013

    I'm not 100% sure about this

    but I think part of it had something to do with my sister and I sharing the closet in my room when we were little. I clearly remember seeing her dresses and jackets hanging there. I remember trying a pink jacket on. At some point her clothes were moved into her closet and I...
    cracklewalk cracklewalk
    46-50, M
    2 Responses Sep 29, 2015

    to be honest, my 1st stepmom put me in a dress,

    I later tried pantyhose, then tights and fuzzy socks and now tights again
    LoneHunterCD LoneHunterCD
    22-25, M
    2 Responses Jan 4, 2016

    Being Pampered

    I grew up with 2 older sisters that would dress me as their little sister all the time. My mother thought it was harmless play and later she started to take part. To me the clothing was just so natural and I thought all boys did this. Later in life I found out that this was a...
    femboy4u femboy4u
    9 Responses Aug 13, 2011

    I have always fantasized a lot about my wife,

    so eventually (LOL, less than a year married) I put on a pair of her panties and pretended I was her dancing, and it just kind of took off from there.
    ridel ridel
    66-70, M
    6 Responses Mar 9, 2015

    I was maybe 14 (not really sure of the age)

    and my friends who were girls were texting me. Well I got some random text from a guy who thought I was his girlfriend (wrong number). I told my friends and they thought it was funny and started calling me their sister and treating me like I was a girl. Well the idea made me...
    KayleeCD KayleeCD
    18-21, M
    4 Responses Nov 28, 2015

    I tried on my older sisters panties

    and I got so horny, I've loved wearing women's panties, bras, dresses and leggings especially! Legging give me so much comfort and make me feel so horny!
    tomcollins99 tomcollins99
    22-25, M
    3 Responses Nov 3, 2015

    It's always interesting to here how others got

    started. E.P. is going away but join my new group and share your stories there. https://www.flickr.com/groups/crossdressinglounge/
    silkydrawers silkydrawers
    4 Responses Mar 25, 2016

    I Cant say I was Influenced one day I try on my

    sister panties and Bra they felt so nice on my body but I have always felt I was a female anyway my male part was always very small I always sit to pee at 10 years old I always wore girl clothes play tea party back when I was a kid you didn't do that.now I am the woman I always...
    deleted deleted
    4 Responses Feb 21, 2016

    hello!! for me was a far aunt

    who spent her weekends at our house because of her work. i voyeur her everytime i could. one night i was alone and went to her room. there i grab some of her clothes and dressed them. that was the day lima born.
    imlimacd imlimacd
    36-40, T
    2 Responses Oct 14, 2015


    nancycuntless nancycuntless
    66-70, M
    3 Responses Oct 24, 2015

    I think its two things

    that did it for me. my mom left my dad when I was 5 months old spent the fist 5 years with just her and my brother and always wanted to be strong like her. secondly my penis never really developed and my testies never came down so I have more of a oversized **** than a ****. so...
    deleted deleted
    2 Responses Feb 8, 2015

    For me i was 12. I had a poster of a female pro

    wrestler on my wall wearing a red sun dress. One day i saw the poster and thought it would be sexy if i put on the dress. When i built up the courage to put a dress on i was immediately hooked. I loved how soft everything felt. Ever since then I've always felt more comfortable...
    tgheather tgheather
    31-35, T
    8 Responses Sep 25, 2015

    I think it was because I grew up in a house

    filled with women. I have four sisters and my mom. It seemed to me that they all got the best when it came to clothes and I just started to get curious about them. I started with my mom's things and gradually went into my sisters room to try things on when no one was there. I...
    ReneeTalley ReneeTalley
    61-65, M
    1 Response Jan 27, 2016

    I don't know that anything influenced me to

    dress as a girl. I can't remember an age when I didn't want to be a girl. I remember wearing mommy's slip and high heels when I was 4 years old. When boys would look at girls and say how much they wanted her, I was looking at girls and not saying how much I wanted to BE her. I...
    CDLynn CDLynn
    46-50, T
    5 Responses Aug 3, 2015
    CDjan CDjan
    51-55, M
    Jan 5, 2016
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