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I Want To Know What Influenced You To Crossdress

What made you say put on the panties ? 1,386 People

    Its hard for me to remember exactly what

    started it, but at a very young age I became fascinated with girls shoes. It could have started when in grade school and the girls I used to play with would wear their Black Patent Mary Jane's and tights. I do know that I always really liked those shoes and still do to this day...
    jamie50 jamie50 51-55 4 Responses May 23

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    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 61-65, M 6 Responses Mar 9

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    I remember being around 3 years old,

    I would ask my nanny to play "girl". That meant, me wearing my superman cape tied to the waist as a skirt LOL. I would ask my nanny to say "here comes the girl". That is a distant memory and I am pretty sure that my "situation" goes as far back. I was around 5 or maybe 4 the...
    AdrianaIndigo AdrianaIndigo 31-35 1 Response Mar 28

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    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 8 Responses Sep 5, 2012

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    I'm just a panty and bra guy.

    .. I got started when I was being poty trained my sister she is a little older than me and I got her old panty when she out grew them and I have worn them off and on ever since. My mom even buys me them if I ask.
    onomaine onomaine 22-25, M 2 Responses May 20

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    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

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    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

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    Now that I think about it,

    I have no idea. I started secretly dressing in my Mom and sister's panties at 9 or 10. I'm 28 now and now I have my own collection of lingerie but I still wear them in secret. Never told anyone growing up, especially my older brother who I thought would have called me gay. Then...
    AnonymousSissy86 AnonymousSissy86 26-30, M 3 Responses Feb 28

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    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 22-25 10 Responses Aug 13, 2011

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    I was hooked by a pair of pink panties with

    ruffles along the waistband and the leg holes. They were laying there, spread out like on display, on the corner of the older sister's bed. I was barely six and it was not the first time I had seen female lingerie - in addition to my mom and sister, one of our grandmothers...
    cdsubalice cdsubalice 56-60, M 4 Responses Nov 30, 2014

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    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, M 14 Responses Oct 30, 2013

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    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 11 Responses Aug 5, 2012

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    My first experience actually happened

    when I was eight. At aunt and uncles house, I ranked up on drinks and had a wetting accident. Only clothes available t me was some denim shorts and panties of my cousin who was same size as me. I haven't really wore boys undies since.
    pardax pardax 13-15, M 1 Response Jun 11

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    When I was about six,

    Dad enjoyed watching The Benny Hill Show. The show always had beautiful girls in beautiful lingerie chasing him. I really enjoyed that part of the programme. But from what I heard from my Mum was that Dad didn't want boys, only girls. It was something he used to say to Mum a lot...
    torixdresser torixdresser 36-40, T 6 Responses Mar 4

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    I.was.young a saw a silky pair of leopard print

    VS thong panties on my moms bed. I.wore them and the feel of the silk and.fit.of the thong was what made me continue and eventually devolop in thongs and silk stocking wearing all my.life
    jamiecd85 jamiecd85 22-25, M 2 Responses Mar 29

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    For me, absolutely nothing,

    I've been dressing girly my whole life, I've always enjoyed it, even though my mother constantly insulted me and my brother beat me up.
    CDrixieXXY CDrixieXXY 31-35, T 2 Responses Feb 17

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    Only really did a full cross dressing twice.

    Once on a dare with my friends and once for Halloween.
    pardax pardax 13-15, M 1 Response Jun 6

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    My Personal Theory

    Like many others. My interest on all things girly goes back to when I was a child. First of all let tell you a little about my mother. She married my father at 17 before her HS graduation and I was born when she was 19. During that time (Mid to late 50's) My mothers parents were...
    angiecan angiecan 51-55, T 6 Responses Dec 9, 2012

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    When I Started Dressing

    I was around 8 my first time. My child hood friend and I would spend a lot of time exploring each others parts. One day while playing I found a pair of my sisters panties in the laundry room so I figured I could play the girl and wow to my surprise I never felt anything as...
    pntylvr2003 pntylvr2003 41-45, T 8 Responses Nov 3, 2010

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    I have thought about this often

    and don't know the answer. I was raised by strong female figures whom I admire. I was afraid of my father. Who knows. I do know that the only time I really feel like I'm the real me is when I'm dressed. My wife recently commented on how I was acting like a woman and I told...
    karen5604 karen5604 51-55 3 Responses May 31

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    I've only ever worn ladies underwear.

    I'm straight but I wasn't satisfied with men's underwear so I decided to just try ladies underwear and loved the fabric. It was more comfortable And there are more designs and colors. Plus I was just curious too.
    ForTheFallen ForTheFallen 22-25, M 2 Responses 3 days ago

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    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 22-25, M 5 Responses Mar 30

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    IT'S JUST SO FRCKN CUTE GAAAAAAHHHH also Comfy.

    A bit embarassing though so I don't like telling people. BUT I LOVE LOOKING CUTE OMFG
    jacepierson jacepierson 18-21, M 1 Response May 12

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    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 61-65, M 3 Responses Jan 14, 2014

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    after my sister and mom's friend got me in a

    dress for holloween, and i got a girlfruen that night, she also knows i crossdress to this day
    eddiepeasley eddiepeasley 46-50, M 2 Responses Jun 29

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    i had been attracted to fem wear

    since i knew the difference between male and female. dad bought me my first dress when i was five
    tgirlsummer tgirlsummer 18-21, T 5 Responses Feb 9

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    I had this irresistible urge to put on girls

    knee high socks nd knee high boots. The boots were the winter type with a furry lining. The socks we're also soft and when I put both on at age 10 I was in heaven. I've been hooked ever since.
    Chystal Chystal 51-55, M 3 Responses Feb 21

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    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 2 Responses Oct 12, 2012

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    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...
    free2bme469 free2bme469 46-50, T 8 Responses Jan 6

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    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 14 Responses Oct 26, 2013

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    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

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    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 9 Responses Jul 28, 2014

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    I don't know why I picked up

    that pair of my Mum's panties out of the laundry hamper when I was about 12 but wow they felt incredible on. Just blew my mind. I think it was wearing something so intimate and feminine. I had my favorites and would look for them each time - especially the black stretch nylon...
    BrightLight750 BrightLight750 46-50, M 14 Responses Feb 21

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    I just always loved how pretty

    and comfortable dresses looked on the girls, and they seemed to enjoy and have so much fun wearing them. The fabrics were often so soft and silky to the touch also. I wanted to be able to wear such pretty clothes. The idea that dresses were gender specific didn't really occur...
    BabyLee001 BabyLee001 66-70 5 Responses May 20

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    Was my ex wife to be honest.

    Was her idea and I went with it and liked loved it.
    deleted deleted 26-30 4 Responses Feb 15

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    What influenced me! I have to say discovering

    being born with a strong feminine inner self and the desires from 6 years old on watching my mom dress in her lingerie stockings and my need to feel them and wear them then how i looked in them as how i felt wearing feminine clothing it became my life and lifestyle I could never...
    alexiswcd alexiswcd 56-60, T 3 Responses Mar 9

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    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 18-21, M 3 Responses Jan 20, 2014

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    Crossdressing? Is a relative word.

    For me I the meaning chances last year, I was teaching borne male. So growing up I and would wear girls or women's clothing I thought I was crossdressing, But since I have learned I'm transgender, I was and am crossdressing when I am dressed as a male. So I crossdress(as a male...
    DawnR59 DawnR59 51-55, T 5 Responses May 20

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    Having my second girlfriend make me wear her

    pink panties and training bra's before we would make out we were both 14 so I was able to shoot but once she left me I would sneak in to her room and steal her old and used panties bra's swimmers she had a pair of white lace see through bikini bottoms that strangely went missing...
    subsissy1989 subsissy1989 26-30, M 6 Responses Apr 30

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    I have asked myself this this question

    so many times, why do I love to CD. Firstly my style of CD is lingerie and pantyhose under male clothing, I dont have the desire to dress fully femm, nor live femm, I am a straight male (no criticism to those who do intended, and although I express my male side in the post I...
    Tambtie Tambtie 46-50, M 10 Responses Feb 22

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    I grew up with 6 women.

    . always panties, bras,stockings,slips every kind of lingerie imaginable was around me. when I wad 12 yrs old something came over me. I guess it was puberty. I put on my moms panties and bra. the feeling wad incredible. . everyday since then ive been dressing.
    pantyboy1488 pantyboy1488 41-45, M 3 Responses Dec 19, 2014

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    I just wanted to look like

    and be my sister. I thot if I wore her clothes that I would turn into a girl. I soon was hooked on the feel of her silky clothes never to be a boy again.
    bobbylee111 bobbylee111 41-45, T 9 Responses Nov 8, 2014

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    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...
    kayleew2000 kayleew2000 18-21 13 Responses Oct 11, 2012

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    The reason I cross dress is simply

    because I want to be a woman But I don't want to be called gay
    Sexyrachel1406 Sexyrachel1406 22-25, M 2 Responses May 26

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    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...
    jamie172 jamie172 46-50, T 3 Responses Feb 8

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    I'd say that having two sisters was a huge part

    of it because I loved their panties more than my boring underwear. I loved the look, and feel of them and everything about them. A strong second or other major reason is playing around with my best friend and daring me to wear our sisters panties and pretend to be his girl...
    confusedguyhere confusedguyhere 36-40, M 2 Responses a week ago

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