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I Want To Know What Influenced You To Crossdress

What made you say put on the panties ? 1,248 People

    I grew up in a house of women

    and went through a underwear drawer and ever since I've been hooked on panties
    BiggiePanties BiggiePanties 22-25, M 4 Responses Nov 21, 2014

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    tj722 tj722 46-50, M Jan 22

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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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    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 5 Responses Jan 4

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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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    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

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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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    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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    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 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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    tj722 tj722 46-50, M 4 Responses Jan 21

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    My mom, mostly. And my dad,

    a bit. The didn't do it deliberately, but it's what started me. It was very apparent that I was not what they wanted. I used to sneak up to their bedroom door at nigh and listen to see if my real parents had met their ransom demands, because it was very apparent that these two...
    PennySterling PennySterling 51-55, T 5 Responses Aug 2, 2014

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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 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 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 always as a child wanted to wear dresses.

    Family on the conservative side. One day at boarding school we did a play involving crossdressers and I was hooked. Now I own more woman's clothing than man's clothing.
    bloubulsarel bloubulsarel 46-50, M 5 Responses Dec 20, 2014

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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 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 31-35 Jul 1, 2012

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    A ex girl friend got me started with it

    and all it entails. From sensuality to the sexuality and and being able to share more than most normal couples.
    blackhills63 blackhills63 51-55, M 2 Responses Oct 28, 2014

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    A couple of friends convinced me to do it

    for a night out and it was so much fun
    thesentinel02 thesentinel02 22-25, M 1 Response Dec 2, 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 8 Responses Nov 8, 2014

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    For me, it started when I was 5.

    My parents hired a babysitter that ended up becoming like a sister to us. I was a smart kid and she treated me like the little brother she never had. Years rolled on, and she moved into her own apartment. I asked if I could stay the night when she first moved in, and she said...
    WaukhaWaukha WaukhaWaukha 31-35, M 1 Response Nov 8, 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 2 Responses Jan 23

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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.
    Julianne6969 Julianne6969 61-65, M 3 Responses Jan 14, 2014

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    When I was 7 my family jumped into the front of

    the old Ford Pick-up and headed to drop Mother off at her work which required her to where very short outfits. I was wearing a pair of shorts at the time and my left leg kept rubbing against hers. The feeling made me feel very,well I don't know but the very next day I snuck into...
    CdHeatherstoneCd CdHeatherstoneCd 46-50, M 1 Response Nov 2, 2014

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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 56-60, M 10 Responses Jul 28, 2014

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    I Love Being Feminine

    like most of us i started dressing young it started with my sister and my moms panties then my best friend from across the street was a girl i started wearing her cute cotton panties as we were the same age and size then i discovered that her sister had sexy well at that time it...
    jarviscooper jarviscooper 36-40, M 2 Responses Oct 30, 2010

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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 7 Responses Jan 6

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    Being caught dressed in a school girls uniform

    by my wife now my mummy and I was sucking a guy off that I meet on Craigslist
    sissy1972 sissy1972 22-25, T 4 Responses Oct 29, 2014

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    I am not sure I am a crossdresser I just love

    the feeling of nylon and silky lingerie. I got my first "feel" of nylon on our honeymoon. My new bride came to bed in a white cami and it was like nothing I had ever seen. About ten years later we heard a noise in the cellar and I grabbed the first thing I found to run down...
    feelsogd feelsogd 61-65, M 2 Responses Aug 15, 2014

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    Lee Meriwether

    I've just seen the Batman movie (1966 verson) showing on one of the Sky movie channels. Seeing Lee Meriwether as catwoman after all these years certainly stirred some fond memories - that sparkly cat suit and gorgeous figure certainly sparked my interest in leotards and cd-ing in...
    teather teather 46-50 3 Responses Aug 7, 2012

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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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    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 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 4 Responses Dec 19, 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 12 Responses Oct 11, 2012

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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 16 hrs ago

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    Honestly, I can't remember.

    It's just something I've always felt was right. The earliest experience I can recall is taking one of my mom's bras off the clothesline and wearing it around after my parents went to sleep. (Check out my other story about wearing bras for more details.) I like other things...
    LockedDarius LockedDarius 26-30, M Aug 20, 2014

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    I was 11 I was looking in our dryer the clothes

    just finished drying for a shirt to wear out while I was looking I came across a pair of panties that just felt so good when my hand pulled them out so I set them aside and found my shirt and I took the panties and hid them when I got back home that night I was in bed and I got...
    joehenry223223 joehenry223223 31-35, M 4 Responses Dec 12, 2014

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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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    I've been crossdressing

    as far back as I could remember. My first time was when I was at a day care (I was 3 Y.O.) and there was a dress-up bin. I took out the dress, put it on, found a wig and put it on. I've dressed up as a girl multiple times since then until an adult came into the room and...
    necxo necxo 18-21, T 3 Responses Aug 8, 2014

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    I started at 12 just looking at the girls at

    school and thinking how nice their clothes were. I started craving skirts and hose. I found some clothes that were in the pile for the school rummage sale and stole them and took them home. When I put the skirt on, I almost cried because it felt so good. I was in high...
    MikkiCDNylons MikkiCDNylons 51-55, T 3 Responses Oct 14, 2014

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    I had no father figure

    and was raised by women
    softlittepeter softlittepeter 46-50, M 7 Responses Jan 6

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    I think my mother wanted a girl

    but she loved me as a boy she always seamed to want me to help her in the kitchen and with shopping while I love my mother and family I think she sissiefifed me later years I started looking at catalogs tben into her panties. Then for years I left that behind then years later I...
    wayne60 wayne60 51-55, M 7 Responses Aug 11, 2014

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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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    I tried on a pair of panties once

    and was hooked. I hated it when I couldn't wear them all the time for fear of getting caught and after I was caught I threw away all my guy underwear and only wear panties
    Mmorris352003 Mmorris352003 46-50 3 Responses Nov 23, 2014

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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 8 Responses Oct 26, 2013

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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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    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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    I think there were multiple things

    that contributed to it. My first experience came when my youngest brother was being born and I had to stay with family members while my mom was in the hospital. As fate would have it, during all the shuffling, I ran out of clothes to wear while staying with some female cousins...
    deadpool7 deadpool7 31-35, M 2 Responses Dec 13, 2013

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    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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    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 11 Responses Feb 27, 2012

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    Well it all started with pokemon.

    Remember when the prof of the game asks you if you were a boy or a girl well thats what got me started. Pretty much i was home alone and i was starting a new save in pearl and he asked if i was a boy or girl and i just sat there for 5 minutes and was really curius so i went to...
    HarleyMachado HarleyMachado 18-21, T 1 Response Dec 20, 2014

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