How I became a transvestite

PART 1

I started out in my early teens. I was in my sisters room watching television (she had one I didn't) when I noticed a pair of pantyhose peeking out from her bottom drawer they were a sky blue colour, but I didn't really think anymore about it and continued to watch Knight Rider or the A-Team or something.
When the program was finished I was at a loose end, we had relatives across and they were in the living room talking, UK television at the time only had 4 channels and it was a Sunday so that had limited appeal. I WAS BORED. I turned back to the drawer where her pantyhose were and opened it slowly. I tentatively took the pantyhose from the drawer and held them, they were soft and I wondered what they'd look like on me so I tried one leg on over my sock...It looked rubbish so I took my sock off and pulled the pantyhose on over my bare leg... I shivered and my face flushed It felt fantastic. I sneaked the pantyhose under my t-shirt and went into the bathroom. I took off my socks, pants and trousers and pulled on the pantyhose and I was hooked.
I didn't know how to masturbate yet, but I had an erection and I knew that I could get a good feeling in it if I rubbed against something so I reached up onto a door and hung from the end of it wearing only the sky blue pantyhose. I pulled myself up and down squashing my erection into the wood and it wasn't long before that good feeling filled my whole body. My fingers ached, but I didn't let go until the orgasm washed away. Once it had passed I quietly lowered myself back down and removed the pantyhose. I felt ashamed of myself and my sisters pantyhose were all stretched out of shape, luckily I wasn't through puberty yet and wasn't producing any cum. I tried to put them back exactly as I'd found them, but I doubt I was as careful as I thought I was.
This is how I became a transvestite. After this moment I could not go back to "normal", I was always looking to try on womens clothes.

I returned to my sisters underwear drawer on a regular basis, whenever she went out I went in. I would always take a fairly standard pair of tan/beige/grey tights (pantyhose) and rub up and down on the end of a door. I started to want more though and when my parents went out leaving me alone I ventured into their room and rummaged through my mothers bottom drawer. My mouth was bone dry, my heart was racing, my hands were shaky I was so excited and scared to be going through these new undies. It was then I discoverd BLACK STOCKINGS! I'm shivering with excitement even now just thinking about it. I couldn't beleive it, I kept rummaging and also discovered a suspender belt, bra and french knickers. After I was finished with them I put them back as best I could until I needed them again.
I was now wearing underwear regularly, but I still wanted more so on Thursday evenings everyone was out of the house working and I got a 2 hour window of opportunity to try out something new. I got the black stockings and suspenders from my mothers room and a school uniform from my sisters room and proceeded to dress up. I thought I looked great, as a pre-pubescent I didn't have to shave yet so my legs were smooth and stockings suited them well. I lay back on the couch and admired them for a while then I posed in front of a full length mirror before doing the dangle dance on the door to orgasm. I also found more old clothes in our attic which I would wear again when everyone was out. I still had very small feet and they were about the same size as my mothers at the time so in addition to black stockings etc. I was able to put on a pair of black mary jane style heels with ankle straps, a black dress and a fur coat that probably belonged to my grandmother. I also found an old wig that my mother had used in the 60's. I didn't want to take these clothes off. I felt sooooooooo sexy and feminine. I was getting bolder now and starting to add a bit of thrill seeking to my dressing. However this was to lead to me getting caught.

I first got caught by my mum. I was getting bolder and more daring and I had gone into her bedroom when she was still in the house. I went into her undies drawer and retrieved a pair of black stockings which were my favourite. I then went into the bathroom and put them on, I then came out of the bathroom with the stockings on but no trousers and hurried to my bedroom, however my mother was coming out of the living room and spotted me. She didnt say anything but I knew I was caught and she knew too.
I gave it up for a while after that but before long the urge had returned and I was rummaging through her clothes again. I don't know if my mother ever shared her fears with anyone else, but in later years she did drop some hints to me which suggested she knew about my secret and these made me flush with embarrassment.
I continued dressing and continued to do things that may have led to me getting exposed. I once fell asleep in the living room whilst wearing nothing, but a pair of my sisters stockings. Luckily I had a duvet over me and I don't think any part of my legs were exposed, but I woke to find that my father had been in the room before going to his work. That would not have ended well.

There were also many new exciting discoveries to be made in these early years. After a family wedding I had the oppotunity to wear white stockings for the first time. Again on the hairless body of a pre-pubescent teenager they looked and felt fabulous. I was able to wear them often and loved to combine them with a pair of white high heels that were also used for the wedding.
Regrettably my hairless days were about to end and along with these new developments came a clear liquid that would leak from my cock after orgasm. I had also taught myself how to masturbate properly as I was getting too heavy to dangle from doors and it hurt my fingers.
I wasn't keen on rubbing my cock to begin with. It felt a bit weird and I wasn't sure how fast or hard to go so the first few attempts didn't always go well. I soon got the hang of it though and I've never stopped since.

PART II
As I was still only a teenager at school and there wasn't any internet in those days I had to rely on my mum, sister and the occasional aunt or friends mum to unwittingly supply me with underwear etc. I only got caught red-handed and red-faced twice, but I'm sure I was suspected of more episodes and quite rightly too because I had my hands in as many knicker drawers as I could get access too. As I previously said my mum and sister routinely had their underwear drawers and wardrobes raided for goodies, but some other people were to feel the pinch of the stocking thief soon enough.
I had a friend who stayed close by and he lived in a big old Victorian house. His mum and dad were always out as they were both professional people and worked long hours. Sorry, but this story doesn't lead to a gay encounter. No almost the opposite. We had been watching tv or something and I had gone through to the kitchen to get a drink, it was dark in the kitchen and I banged into something on the floor. It was a washing basket full of clean dry clothes waiting to be ironed and I had kicked it over. I crouched down and proceeded to put everything back in when I noticed something that looked like...is that a? YESSS!!! It is! A navy blue stocking! I hurridly threw everything back into the basket, located the other stocking and stuffed them both into my pocket. I then shouted through to my friend that I was going for a piss. I ran upstairs to the bathroom and locked the door, took off my jeans, boxers etc. and pulled on the navy stockings. I was shaking with excitement and I must have rubbed my cock 3 times before a small pearly blob of cum came squirting out. I got cleaned up and went downstairs replacing the stockings into the basket as carefully as I could.
The next night there was a phone call for me from my friends mum and she had asked if I could come up and get some of my stuff back from her son. I went up to the house and went in and his mum was there drinking wine, but her son was out. She had drunk most of the bottle and was merry, but I was too naive to know any of this or query why I was there so I talked to her nervously. I probably kept asking where my friend was and tried to hold conversation, but I was about 14 I think and was out of my depth. My friends mum sat down on the couch and crossed her legs. She was wearing the navy blue stockings! She asked me to come and sit down which I did very nervously. I laughed and smiled at the tv even though the programme was probably about the famine in Africa or something, because I was shitting myself. Well the alcohol must have started wearing off and my friends mum must have realised her prey was just a little bit too young and she told me just to go into her sons room and reclaim whatever was mine. I did that and said goodbye. I was relieved to get out of there in one piece. I would dearly love to replay that moment in time with the knowledge I have now and give her the fucking she craved. I don't think she was getting any and she would have done most things that night. I was barely able to jerk off properly back then!!!

I was pretty much a Sunday dresser throughout my teenage years as my parents would go out for the day and I would have the house to myself for about 6 hours which would give me enough time to dress fully a couple of times and masturbate about 3 times or so. I still hadn't become Suzee. I was just a teenage boy who occasionally liked to wear womens clothes. I still genuinely thought I would grow out of it and stop. It never occurred to me that I couldn't stop.
The next jump in the progression towards Suzee came with the advent of the internet.

PART III
In the early days of the internet there weren't many good websites showcasing transvestites and I tended to stay away from them anyway as I didn't want to look at pictures of guys dressed as women. In my mind this would make me gay and I didn't need that on top of being a transvestite.
I occasionally looked through some of the websites and they were all personal homepages of trannys. They all had pink backgrounds and stories of how they started dressing and tips on doing makeup most had safe pics, some had underwear shots too. I think 1 site had a picture of the tranny with no pants on, but it was nearly zero. These sites didn't really do anything for me, with the exception of 1 called Aubreys Place. I don't know if you've heard of him/her I think in the tranny world he/she is fairly well known. Aubrey was a young American (I think) crossdresser with red hair who was at college and was really passable.
This was probably the first time I masturbated whilst looking at pictures of another crossdresser. I enjoyed it and didn't feel guilty about it either. I masturbated to those pictures frequently.
One thing that these sites taught me was that you needed to have a name. So I took my first girlfriends name and English just sounded good to me so Susan English was born. I couldn't use the name on hotmail as some other tranny was using it or there's a real Susan English out there so I used Suzee0 as in Jackie O. I thought it sounded feminine and better than Susan_256782 etc.

The internet quickly progressed and so did I. More and more shops came online; Ebay developed, Flickr etc. making it easier and cheaper to indulge my passion, my desire, my neccessity to wear womens clothes.
I started buying stockings and tights before moving on to other items and each new thing got me more excited and made me feel more complete. Skirts, dresses, high heels, boots, suspender belts, a wig, lipstick, eyeshadow, false nails, a vibrator. Oh and a razor.

To be continued...maybe
เผยแพร่โดย Suzee0
5 ปี ที่ผ่านมาแล้ว
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79
โปรด หรือ เพื่อโพสต์ความคิดเห็น
please continue!
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Lingerieboy71
A wonderful story of your initial foray, and a cautionary tale of how things quickly escalate. Love to hear how things have progressed since. Are you living the dream that was never possible 30 years ago, or are you completely jaded and disillusioned with the modern world? Love to hear the follow up...
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Suzee0
ถึง celestewilling : Thank you Celeste. I think you're right , a lot of us will have similar stories
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celestewilling
lovely story that is shared by so many....thanks for posting sweetie!!!
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Such a good story x
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Stunning storys 
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petewilliams
Fabulous insight into your passion. I may have to share mine with you sometime xxxxx
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JemC
ถึง Isisbane : It is quite comforting to know that so many people are similar, yet also so sad that we have all felt the need to hide in the shadows. Thank you for your response.
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Isisbane
ถึง JemC : I can't believe how many things are similar experiences growing up so many people Haven been in the same 
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Ginahose74
Wonderful story babe similar to my ownxxxxxxx
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nwukcupl
Your 'history' is pretty similar to mine - preferred my sister's undie drawer as she had sexier lingerie than Mum....
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milliemuff
I think that in the early days, we all started off the same way.
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loveallnylon
Wonderful story.  Always good to hear how others got into wearing stockings and lingerie!
I never had a sister (unfortunately) so it was my step mother's pantyhose that first got me hooked!
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bibobby
Not unlike my story xx
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hottvcarole
Are you going to continue soon sweetheart?
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emmersonsprite
love story`s like this
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Suzee0
ถึง BeaHosierygurl : I love nylon
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BeaHosierygurl
Fabulous story!  My start was with nylons too.  
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Great recounting of your evolution and self discovery. My early days were similar only I got hooked on my sister’s colorful bikini panties and my mom’s bras
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LapperOfLabia
Awesome story and I DO hope that you continue it! Razor is always buy #1! :wink:
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Great story, you must continue, so much of it is similar to my life. Unfortunately, I stayed in the closet but there's plenty of time left to pop out :smile: x
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Stealing nylons and your friend's mum situation resonates!
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badboyt99
Great to read about you Suzee thanks for sharing this x
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scottishpantiesguy
Loved reading the  story of your development into dressing. It read well and I read it all... quite tricky on an iPhone! X
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hollyleicscd
Love your true story Suzee hon...please write more soon.☺ X
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Suzee0
ถึง sarah_hot1 : Sent you a message hun if you want to chat ?
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sarah_hot1
Always exciting remembering those first experiences raiding mum's knicker drawer. M
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Suzee, just perusing some old favorites and this piece is on my list.  Any plans to continue the story?  I am looking forward to reading more from you! ??
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hottvcarole
Please continue darling 
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Suzee0
ถึง Lingerieboy71 : Tights were good, black ones another level, but stockings oh my. I thought it was a trap when I first discovered some in my own house!!!!! 
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