I Am a Teenage Crossdresser Stories of Experiences (Page 34)

Heyy, My name is Rico, and I am a teen crossdresser... just about. I am 18 and i guess crossdressing is a form of relaxation and enjoyment for me both mentally and sexually. i am quite small (5'7) and thin, and i also shave my body hair...

I'm not a teenager anymore, but I did dress for all my teenage years. I tried so hard to keep it a secret, and succeeded.
Now, I wish I hadn't hidden it at all.
Now, I've got to hide it. From my wife, child, work, family and most of my...

My sister sometimes puts girly things in my hair. She also likes putting it in ponytails and things like that sometimes. I would use her panties alot, and if she noticed they were missing she would usually tell my mom. She never...

Okay sorry if any of u like reading my stories i have been gone for the holidays but am back now so don't worry. So lets see I have decided something most people already do but this step well these steps r pretty big for me. I am going...

I greatly respect the courage of any teens who are out crossdressers or transsexual like I am who decides to live full-time as the gender they wish to. Collectively I consider them all equally transgender. I like to be helpful and...

I discovered my love for men's clothing when I was 12. I was in a theatre production with a secondary role as a male. I was told by castmembers that I looked great, and was very convincing as a boy. I loved having short hair and wearing...

As an adult, I have come to grips with being a transvestite, although, when I was 15 or 16, I honestly didn't understand what was happening.

All my brothers and sisters are considerably older than me, so by the time I was about 8...

I had gone out to the movies with friends one afternoon during summer break. When we walked out of the theatre, it was pouring rain and when I got to my car, I realized I had locked my keys in my car. Now, I was supposed to go with the...

Hi, I use to be creeped out by cross dresser and stuff but ever since I moved into my sisters old room I discovered all her old panties, bras & clothes now all I don is dress up in her panties and pleasure myself.
My parents left me...

Hey whoevers there reading!

I am a guy who crossdresser as a girl got a nice lil bum for all those who are intreseted.

Thought I'd have a lil go at writing about something I really enjoyed aswel as many others I can now see xD.

I...

I began cross dressing around age 13 or 14. I have no idea why I started, it just happened like I was drawn to it. Even though I was in band and on the baseball team, I still got home before my parents and usually wore my sister's...

Im 16 and I'm not sure when I started cross dressing, but I remember having to play dress up with my sister and I would always have to wear dresses. I started cross dressing regularly when I was 15. I went into my sister's room and...

I'm 19 and only recently got my first pair of panties, but theyre hotpants/boyshorts so they dont fit very well. Still love em :D I've been looking through stuff online at some stores at the mall and I am geting help from my ex gf. Be...

My parents are out the house right now so i decided to dress a lil, in the time ive made a verry fun video for my girlfriend in which i model the new nightie she bought me, and demonstrate the new vibrator i bought. also used some...

I have always had the thought that I was really a girl in a boys body but anyways that is another story. There is tension in my house bc my mom found my girl clothes in a suitcse in my closet today and I just don't know what to do...

im quite sad that my friend was jokig when she said she was gonna get me a nightie for xmas. but to make up for it im currently lieing in bed in a pair of see through mesh pants with pink ribbion, a leopard print uber push up bra and my...

I'm looking for someone who crossdresses that i can send pictures too who can tell me what they like and can improve and i can do the same for there photos. If your interested messege me :)

My mom always wanted a girl. First she had my brother 3 years older than me and then me. so she has been dressing me like a girl for as long as i can remember. i am homeschooled so it never caused much of a problem but when i did...

This is my first story on here so here goes...
It was saturday night and I was going to a fancy dress party, I desperately wanted to go as a girl but not many people were so I didn't because I was too shy. However after about 30 minutes...

Merrry christmas everybody. im in a great mood. i have a friend (she doesn't know im a proper crossdresser) she decided as a joke to piss me off she was gonna get me a black satin nightie for christmas, obv im acting like im pissed and...