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I Want To Know What Influenced You To Crossdress

What made you say put on the panties ? 1,335 People

    For me it was this- I was at home,

    with only my sick father. He was asleep in his bedroom. I share a room with my sister, because we have no space in our house. I was bored, so I descided to try on a pair of her panties. They were actually really comfortable, so I tried on more clothing. You can guess where it...
    sorinmarkov1 sorinmarkov1 13-15, T 2 Responses Jan 20

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    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 56-60, T 26 Responses Feb 8

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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 12 Responses Aug 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 2 days ago

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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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    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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    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 15 Responses Oct 26, 2013

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    I started ************

    when i was 12 and i started getting more adventureous when i got a phone, i looked at some p*** by the time i was 13 i realised that i liked the look of panties so i took some of my mums and changed into them and i soon began to crossdress when i was home alone. i also found...
    camtur camtur 18-21, M 1 Response Jan 8

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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.
    CDrixietime CDrixietime 31-35, T 2 Responses Feb 17

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    Well when I was 7 my folks went out to a

    Christmas party and left us at home with a babysitter. The sitter was content with putting us to bed early and watching tv downstairs in the living room. I was not near tired and took the lazy babysitter as an opportunity to search my parents room for my Christmas presents. I...
    Medic72880 Medic72880 31-35, M 4 Responses Jan 4

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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 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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    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 2 days ago

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    I was forced at first to buy

    and wear clothes by a dominant women. Now I crave it and am being trained to be a sissy for BBC
    sissytraining sissytraining 36-40, M 2 days ago

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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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    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 2 days ago

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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 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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    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 4 Responses Mar 30

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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 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 15 Responses Feb 21

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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 2 Responses Feb 21

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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 4 Responses Apr 30

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    Pure curiosity - I was always fascinated at the

    differences between boys and girls. When I was 10 I was alone in my house while my parents were outside with friends and my siblings were elsewhere. I had the opportunity to go into my parents' room and see what was there... I found my mom's lingerie drawer and was fascinated...
    drune77 drune77 36-40, M 3 Responses Jan 31

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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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    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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    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 22-25 10 Responses Jul 22, 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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    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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    Was my ex wife to be honest.

    Was her idea and I went with it and liked loved it.
    Averageguy41074 Averageguy41074 36-40, M 4 Responses Feb 15

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    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 movedĀ 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 anotherĀ girl she met at school started hanging out too...
    laurielovecock laurielovecock 31-35 1 Response Jul 1, 2012

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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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    tj722 tj722 46-50, M Jan 22

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    tj722 tj722 46-50, M 4 Responses Jan 21

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    My 3 step sister's they forced me to wear

    a school girl uniform and then told there mum who took great fun in forcing me to never wear boy clothes again i was 11 im now 28
    subsissy1989 subsissy1989 26-30, M 4 Responses Feb 14

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    Nothing I can remember.

    I was four when I started messing around my mom's stuff, I started really to completely dress as a girl when I was eight taking my cousin's stuff, but way before I remember envying the girls dancing ballet on preschool, I wanted to dress on tights and dance like them. Now I have...
    JustGaby JustGaby 22-25, T 5 Responses Jan 14, 2014

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    When I was ten, I had an irresistible urge to

    put on girls knee high socks and knee high boots. When I first put them on it was like I was on a hypnotic trance. I was so love with the feeling and I wanted everybody to know it. So I talked a buddy mine to also put them on, then parade in front of girls who owned the boots. I...
    Chystal Chystal 51-55, M 1 Response Jan 23

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    Adolescence in the early '70s,

    the fantastic days of pantyhose and miniskirts. Overstimulated by the beauty surrounding me, yet no girlfriend or sister. I wanted so badly to explore the feminine half of the world, so alluring. Peeking up dresses was thrilling, but risky. It made sense to me to experience...
    barbarainside barbarainside 51-55, M 1 Response Jan 10

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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 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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    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 9 Responses Feb 22

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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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    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 4 Responses Jan 20, 2014

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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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    How I Was Influenced To Crossdress.

    I started crossdressing at the age of ninteen while in college. I became involved with a couple and was asked to wear lingerie as part of our playtime by the wife. Her husband enjoyed dressing. After some initial misgigvings, I found that I enjoyed how I looked when dressed. I...
    mspenny mspenny 56-60, M 10 Responses Feb 27, 2012

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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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