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Thread: What prompted you to start crossdressing?

  1. #76
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    When, I was younger (5-6yo) I did exercise videos with my Mom as time progressed and I remember wanting to look like her and the ladies on the videos. When, I was 11yo I came home from school and Mom was at work, and I decided to try on one of her leotards and doing a Jane Fonda video and I was hooked!! I moved on to trying on her bras, panties, swimsuits, tights, and pantyhose.

    For the most part I just dress when I workout, but sometimes I Just need to be girly!!

    Geoff

  2. #77
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    I understand that the middle child is more likely to have a low self-esteem, be introverted, and envious. Middle children often believe that they have been left out and struggle for their parent's affection. My sister was the baby in the family and was born one year after myself. She was my mother's pampered little princess, and I grew up believing that my mother would love me more if I was born a girl.

    Oh and according to one study, the middle child is more likely to be more sexually adventurous. Well, I was a typical middle child.

  3. #78
    Junior Member Emma or Darren's Avatar
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    When I was about 6 I remember we were visiting friends of my parents and it was getting late my brother and I were put to bed in the friends bed there was a beautiful dress hanging on the bedroom door and I got to thinking what it would be like to be a girl .
    Then from teenage to a few months ago the idea of putting femme clothes on I seem to of mistook as a fetish. Then as I said a couple of months ago I saw a pair of faux leather pants in a store and had this overwhelming urge to buy them so after about 3 visits to the store (gaining courage ) I did so but on wearing them realised how girly I felt since then I cat get enough Ă*nd cant get it out of my head ( just learning to accept its who I am) have since bought panties which I often wear dailyand have grown my nails a bit longer than normal and shave n moisturise which I never used to do. have and am studying women to the enth degree obsessed you might say in fact to the point if I had the option to wake up female I think I would.
    .

  4. #79
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    Tabitha,
    I have never recounted my full story of how my CDing started , this is not the first time this question has been asked but again no one has recalled the same circumstances as mine and the associated dreams . I'm not claiming to be unique I would prefer someone to tell me the same situation occurred with them . I prefer not to tell it in this section but can only see the TS section as a suitable alternative. Yes it was a long time ago but I've lived with the feelings every day since then.

  5. #80
    Silver Member Elizabeth G's Avatar
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    When I was about 12 or so and developing an interest in girls the only things around the house of visual interest were the Sears and Penney's catalogs. After a while I realized I was just as fascinated by what the models were wearing as I was with the models themselves. It just grew from there.

  6. #81
    Making a life for Tina! suchacutie's Avatar
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    My wife was arranging her ligerie drawer, finding things that didn't fit. We started joking around and since I had lost weight some of those items looked like they would fit me, but after modeling them we joked I needed stockings and heels to finish the look. She laughed, "do it." I bought 6" heels and opaque stockings (they were my avatar early on) and the day I "got dressed" my wife said "wow, look at those legs, we need to buy you a dress." After half an hour she wondered why I was so comfortable dressed as I was since I don't even like costumes at Halloween. That started the conversation, we named my feminine self Tina and started a life for her, now that we understood she existed!

  7. #82
    Silver Member NancySue's Avatar
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    Definitely pantyhose. When I was 7 or 8, our next door neighbors had two daughters who played "dress up". They asked me to join them. I tried on several things, thinking...yes..they're nice. But when I put hose on, I experience a warm feeling I'd never experienced before. Now I enjoy nylon stockings, panty hose and thigh highs. Couldn't wait to play "dress up" again. 👠👗. Later, they put makeup on me. I loved it. I've been dressing completely for the past couple years. My wonderful wife helps me.

  8. #83
    Broker TakaraYu's Avatar
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    What made me start? Couldn't tell you. I just started doing so one day, however I don't see clothing as having a gender(clothing are just pieces of fabric to be worn) so that might have been why

  9. #84
    Luv doing girl stuff CherylFlint's Avatar
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    I’ve come to think of the urge to dress is my “Salmon Spawning Genes” taking control.
    And that’s the point, isn’t it? It’s not like a choice.
    For those who fight the urge it’s a curse, but for those of us who accept it as a fact-of-life, the art of dressing can be quite fun and relaxing, at least it is for me.
    Enjoy Enjoy Enjoy is my suggestion, after all, it’s who you are whether you like it or not, so you might as well like it and have fun with it.

  10. #85
    Member CatchQueen's Avatar
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    I honestly have no idea...I've dressed since I was in kindergarten and I have always been attracted to tight/sheer/shiny/glam clothes...I just liked them...well before I even knew they were specifically "female" clothes.
    http://www.youtube.com/c/CatchQueen - My YouTube - I post there regularly

  11. #86
    Aspiring Member Cristy2's Avatar
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    I'm not one hundred percent sure myself. It is hard to explain where it makes any sense. My biggest encouragement was Christinac when she was still alive. We served together in the Air Force and were very close friends right up to the day she died.

  12. #87
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    I remember when I was 4 or 5 years old, of all the kids in my street, they were all boys. Then one day a new family moved in and they had a little girl. Probably the first time I'd really met a girl. I remember thinking she was so pretty, and I loved her dress so much I wished I had been a girl.
    That memory stayed with me, and I guess many years later when I had a sister, I got the opportunity to try on some of her clothes, and I was hooked.

  13. #88
    Member Amari's Avatar
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    I was 11 years old. One evening after getting out of the shower I noticed Mum's new bikini knickers in the dirty clothes basket. This was 1969 and bikini and bright colourful underwear (male & female) were new on the market. On impulse I wanted to feel what they were like to wear, I'd not even thought about such a thing before. Arousal was immediate and soon experienced my first orgasm; I didn't know what it was at the time, but I knew I wanted to do it again! Decades later I have more than sufficient female clothing of all types. Wife knows, but doesn't want talk about it or see me in skirts/dresses. She does accept my androgynous dressing - more fem at home, to a lesser degree when out.

  14. #89
    Aspiring Member irene9999's Avatar
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    When I was like 6 I looked at my mom's dress and tried it on but of course it was too big. Then in my teens I would try the odd piece of clothing from my sister or my mom (no full dressing tho), I was also fascinated with crossdressers and TG girls anytime I'd see them on TV. It wasn't until my late 20s that I got the urge to fully dress and ever since I've been hooked!

  15. #90
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    I remember trying on my mom's heels when I was about 5 or 6. I also remember being jealous of my younger sister because she got a rabbit fur coat, hat, and muff for Christmas that year and I got an army coat and cap. I really became a crossdresser at about age 10 when I explored my mom's wardrobe. The feel of wearing a slip, panties and bra set me on a life long quest to be feminine.

  16. #91
    Junior Member Beauty Parlor Bev's Avatar
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    My story is a little different than most, it started with the retirement of my Barber when I was in 3rd grade! I have some memories before that but nothing really solid, although the mention of the JCPennies and Sears catalog bring back visions of the undergarment pages! Anyway, my regular Barber retired and my Mom took me to the "other" Barber in our town. He was much more clipper happy than my normal one and he basically shaved me bald! I was ridiculed at school and can remember my teacher trying to console me. After that traumatic experience, my Mom ended up taking me to her Beautician once my hair finally grew back and eventually it led to me having perms and roller sets at her salon. These were not done to "feminize" me (it was the 70's and male perms were in!) but it ultimately did and here I am today! The Beauty Shop is still my favorite place and I have been enjoying them ever since!IMG_0153.jpg

  17. #92
    Senior Member Ceera's Avatar
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    I remember trying on a few of my mom's clothes in the 1960's, when I was less than ten, but it was more curiosity than anything else. I didn't try to keep/hide anything or to wear any of it for more than a few minutes, in the privacy of the basement laundry room. I also tried playing with mom's lipstick in the privacy of my bathroom, but I never tried to wear any makeup when anyone else might see me. My only sister was five years younger than I, so her clothes never would have fit me, and I ignored them.

    (Bev, I also recall my mom taking me to a beauty parlor for my haircuts, while I was still less than 12 or so. she went once a month to get her own hair done, and took me with her.)

    Had my first gay experience when I was 13 or so. Nothing to do with cross dressing. It kind of scared me, because I knew my dad was homophobic and wouldn't accept me not being straight. I severely repressed any non-straight urges. I knew I was bisexual, but I didn't act on it or explore exactly how I felt.

    In 1976 or so, when I was in the Navy after high school and before college, I learned to play "Dungeons and Dragons". For some reason about half of the characters I created to play with were female, and I likes playing them as realistically as I could. For example, when returning from a dungeon raid, while most of the guys headed for the potions shops or weapon shops or a tavern, my first priority was a healer and a good bath, and shopping for a variety of things including new clothes.

    1983, married at age 26, and I tried to 'be straight'. Wife knew I was bi but willing to remain straight and monogamous.

    Late 1992 - I'm 35 or so. I got Usenet and Internet access via work. Discovered Usenet newsgroups that had a lot of kinky on-line porn. I read a lot about cross dressing, gender swapping, and other topics that in some ways touched on the transgender spectrum, although I didn't self-identify as anything other than a bisexual male. I got active on several Usenet newsgroups that had a certain amount of role playing, and started writing fiction stories. Most of my characters were female.

    May 2002, I was 45 or so. Started doing extensive on-line roleplaying as a very detailed female character, and most of the people I played with believed that she was being played by a genetic girl. I found I really liked presenting myself as a female in those on-line venues, but at the time though that would be impossible for me in a face-to-face setting in the 'real world'.

    Sept 2005, I got active in a decidedly adult-oriented on-line roleplying venue, where you could see and dress up your characters in a 3D world. I guess you could say I was 'virtually cross-dressing' at that point, because I detailed every aspect of my female characters, right down to their hairstyles and lingerie.

    Feb 2010 - I started writing a porn novel and posting it to an on-line forum. Several of the characters eventually experiment with cross dressing. I guess I started to realize that I really wanted to wear women's clothes myself in rel life about a year later, but I didn't act on it.

    Mid 2012. Both of my parents had died in the previous year, so I no longer had to fear what they would do if they heard I was cross dressing or doing other feminine things. I guess their passing freed me to pursue feelings I had been experiencing but repressing for many years by then. I started underdressing, wearing panties under my male clothes. By the end of 2012, my wife knew, and begrudgingly accepted, that I wore panties under my clothes all the time.

    Jan 2014, my wife passed away. I no longer had anyone to 'answer to' about my behavior.

    March 2014, I came out to my daughter, who lived with me, and I seriously began to cross dress. Bought lots of clothes and makeup and learned to present well as a female.

    July 2014 was the first time I went out of the house socially en-femme, and I loved it. No turning back after that!
    Last edited by Ceera; 06-30-2016 at 12:25 AM.

  18. #93
    Brandi Brandie.n's Avatar
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    when puberty hit i started to wounder what it would feel like to be a girl i never acted on it.it was always in the back of my mind then when i was 15 i crossdressed as a witch for halloween heels,tights,elvira dress.been hooked ever sence
    Flickr- https://www.flickr.com/photos/brandiedaniels/

  19. #94
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    well...........I remember.....8 yrs back
    I was alone at home....I was not wearing anything....I watched myself in mirror...
    I am slim and tall...........I thought of buying lingerie.......I was totally in different mood....it was A TOTALLY DIFFERENT PLEASURE....
    I went to shop....but...I was hesitating to buy panties......but I saw....the displayed stuff....loll.........that made me to forget.....everything.....I brought it.....I wore it ...but I thought ....it wasnt ENOUGH......I need to get BRA......I went to shop ...but not sure abt......size....lol.....I told 32.....and yoooo. it was made for me
    I took my photographs....posing myself....lol....for entire afternoon i kept on wearing ....lingerie
    2 days back I broght some minies.....but I need to shave my legs...and pub hair

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