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Caught by the neighbor
All my life I wanted to be a girl. I have been dressing as a girl for as long as I can remember. I remember while I was still in school, I would wait until everyone went to bed, then I would go into the basement & get dressed in the clothes I took from my sister. Every time I dressed, I wanted to be as much of a girl as I could, I would polish my finger nails & toe nails, wear panties & a bra, any time I saw even the smallest hair growing on my body, I shaved it off, my pubic area was just a small patch of hair. I would put on my suntan pantyhose, I had a grey mini skirt with a black belt & a white long sleeve turtle neck sweater that had a zipper in the back of the neck. I had a pair of grey platform heels that showed off my red toe nails. Once I was dressed, I would start on my shoulder length hair, I had electric rollers & a curling iron, I wanted more than anything, to have my hair colored, but that couldn't happen until I get caught by my mom dressing like the girl I wanted to be. The more I dressed, the more I wanted to get caught, maybe then I could start living as a girl. I would set my hair then start putting on my makeup. Tonight I went all out, I wanted mom to catch me, so I pierced my ears & put in a pair of 3" silver hoops that I took from my sister, Ive been dying to wear them, I saved them for the day I let mom catch me. Next I plucked my eyebrows into a thin high arch, there was no hiding this from mom, it made me look so feminine, with curlers in my hair & earrings dangling from my pierced ears, the thrill that I got knowing that there was no going back. I finished my makeup & took the curlers out, styled my hair, sprayed it with hair spray then slipped on my heels. I looked in the mirror & couldn't believe it was me, I looked like a real girl. I got my purse & put some makeup in it then sprayed myself with Charlie perfume & headed back up stairs, I made no attempt to hide the sound of my heels on the concrete floor. I got upstairs & headed straight for the front door, I looked so good, I just had to be seen,to guarantee my getting caught, I locked the door behind me, knowing I had no key.I headed down the street feeling normal, as the girl I was ment to be.
When I was 14 I did the same thing but went to the local theater to watch a movie. I sat near the back up against the wall and this man about 30 came and sat right next to me our eyes met as he blew me a kiss. I continued to watch the movie and his hand went to my knee and I didn't say anything. Squeezing and my thigh slowly going higher and higher he started pushing my skirt higher he took hold of my cock which was getting hard, he looked at me smiled and asked if I'd like to get out of here and go for a walk as re reached over and kissed my neck and my cheek. he took my hand and led me out of the theater and up a street and it got dark and he spun me around and planted a kiss upon my lips asked me if I ever been with a man before and I said no, he took his time with me teasing me with his finger and told me to end over and started pushing his cock into my ass. Thank goodness he wasn't all that thick but about 7 inches long he began fucking my ass right there on the side walk. Didn't take him long to cum in me but still held himself in me as his cock went soft. He straightened out my skirt and buttoned up my shirt telling me he'd really like to get together with me again if I'd like he kissed my neck again and I tried to say I'd like but all that came out was like and he sucked harder on my neck and I whimpered saying yes god I love that and he really went after me then.
Found out he lives three houses away from our house and I'd stop by there every day after school and spend more time there during the summers.
I did just that but finally went to another woman when I was about 18 that worked with cross dressers. She was talk, black and absolutley gorgeous in high heels with long legs and beautiful face. I thought she was just gong to make me up and I could finally share, but to make a long story short, it turned out she was a pre-op tranny and had an enormous beautiful cock. So, I was not only made up like a girl, but between her, two of her friends like her (equally as gorgeous and domineering) and a few of their boyfriends (all Black), I was taught what a girl among all those gorgeous cocks is really trained to do. I thought or I used to be terrified of the thought, but she and her friends taught me to love and crave them. After meeting her, I really found out another part of being a girl, far past the clothing and I loved it. You should give it a try ...
You didn't finish the story! Did anyone recognize you? What did your mom say when she saw you? Have you been living as a girl or is it still part time?
Did any of your old friends get you to suck them off?
Do tell.
I've been dating a trans girl for 3-months now. If she didn't tell you she had been born a boy you would never know. The first time we were together I was a bit awkward, not knowing what to expect. Luckily, she was very patient with me. Most trans-girls, including mine, think of their cock as a giant clit and their ass as their pussy. Some of the best sex I've ever had.
I used to walk through the girls clothes sections and wish. I built up my courage one day and bought a leotard. They had one on a manequin and it just looked so nice. I could wear it under my school uniform all day and imagine.
One day when I did not wear it, my mom found it. She washed it. Boy it needed it. I had masturbated it in many times and it was pretty smelly. She washed it and dried it and folded it and put it in my underwear draw.
She was totally cool about it. I was so so embarassed. We had several conversations and so did dad. once it was out it was such a relief. To this day I am so grateful. The jist of it was that they were totally cool with it and said they understood. There were no conditions like only wear the girls stuff inside the house or anything. No threats like I read about from others. Just an offer to always feel free to talk with them. I still felt tot
I still felt totally stupid and embarassed and would from time to time vow to stop but I always ended up trying new girls clothes. Mom in particular was supportive and would buy me tights and girls tee shirts that I would wear as a boy and also because it was the 1970's and short shorts were in for boys she would buy me short shorts, long socks and singlet tops. I think actually she enjoyed it. As I got older (read 16) I'd be a bit embarrassed when she would tell me that she'd found something nice for me and I would find it on my bed. Anyway I guess that's about it. I'm now married but my wife thinks I am perverted. I wish i'd never confided in her but I guess because my mom and dad had been so ok with it that I let my guard down.
I remember the first time I "ran out of time" to pick up my granddaughter from the babysitter. I was all dressed and made up, so I just walked out to the car, drove to Starbucks, bought a coffee, then surprised the babysitter, who was astonished, and convinced that I was more magnificent dressed as a woman.......