I started to cross dress at 9yo. I found some of my sisters things in her closet and began to wear them whenever no one else was around. Sometimes I would sneak into my Mom's bedroom and try on her high heels or boots, which I honestly liked the feeling of wearing with my sister's outfits.

When I turned 10yo I realized I was sexually aroused wearing those things. My cock would be so hard it laid against my stomach as I stood in those high heels or boots. I would lift up the skirt and began to masturbate.

My Mom has a small build and by the time I was 13/14yo I could wear some of her things as well as my sister's. I stole her panties, the ones that she probably wore for my Dad on "those" particular nights in bed. They were black lace and my cock would be steel hard soon after I slipped my cock inside of them. Pantyhose, Stockings, were all fair game for the taking. I even took my sister's bra just to see what it looked and felt like on me.

When I turned 15yo my parents got me a computer and that was the window to my world. Within a short amount of time I realized that I wasn't the only one that loved wearing female clothing and I learned to find the chat rooms to talk about all the things we liked and how we felt dressed up as a girl.

Some of the cross dressers would discuss makeup and wigs they had to complete the female look for them. Suddenly I felt out of the loop with the rest because there was no way I could pull off wearing makeup around the house. Once I tried wearing eye shadow when the parents had gone shopping. I damn near blinded myself trying to remove it, rubbing my eyelids raw and still there was enough on for my Mom to ask what was wrong with my eyes.

Craigslist started making the news, bad things were happening to people. Never heard of CL until then. There I found a Personal Page of people wanting to meet up sexually. I found the Ads for Tranny's and Cd's. Mostly old fat guys wearing panties that were stretched to the max
their hairy chests and gray pubic hairs made me ill.

At 16yo I got my license and I got a semi decent used car, it was a family hand me down and all I had to do was get it registered and insured. One night I saw a posting on CL from a person claiming to be a makeup artist. They would show women, Cd's, Tranny's, how to apply makeup for a fee of course.

With the advent of us kids grown up my parents began to take weekend trips, sometimes a three day when a Holiday rolled around. It was Labor Day and they were going to enjoy the three days up at a cabin they had rented. I waved at them from the curb, watching them make the turn around the corner.

I was on my computer shortly afterwards. I knew it was going to be now or never for me if I wanted to take my cross dressing further. I got on my computer and sent a brief description of what I was looking for to the Posting on Craigslist. The Posting was still there about the Makeup Artist services.

About 30mins later I got a reply. The fee was $100 unless I wanted something special. Since my Dad made sure everyone pulled their own weight, I had a part time job and had saved some money.

I asked if I could have it done today, the reply was yes but it would be at 8pm. I said yes and asked for directions. The home was about 15mi from where I lived and I pulled up at the curb a few minutes before 8pm.

I knocked on the door, my heart was pounding inside my chest honestly. After a minute or so a lady opened the door and she looked me up and down. She seemed confused and then invited me inside. It was a regular house with a normal living room, dining room, etc. We walked down the hall to a bedroom that had been converted into a salon type of setting. A chair in the middle of the room reminded me of a Barber's chair, with a footrest. Overhead was a bright light that could be adjusted in some manner.

She introduced herself a Megan and asked me what I wanted. At first Megan seemed like a cold person without much personality, she was mid 40's and wore a lot of makeup herself. Once she got me in the chair she seemed to change a little. Right away asking me how long I had felt like a girl and how long I had been cross dressing. Megan was so casual about it I actually began to relax a little bit.

Megan rolled up a stool and large tray, reminded me of being at the Dentist. On the tray was all kinds of tiny bottles and small tubes and brushes. Megan pushed a button and my chair started to recline a bit.

As Megan began to apply the various makeup she told me her and her husband had worked in the Theater for years, she did the makeup obviously and her husband was the costume designer until something happened between her husband and one of the Actors. Megan didn't go into any details but she seemed to be defending her husband's actions.

At some point Megan stopped and looked at me, like her eyes were trying to look through my mind. Then Megan said that I was going to be very beautiful when she got done, she could already tell just by what she had done so far.

Megan started to work on my eyes, liner and shadow and it tickled. Megan told me to hold still, her voice was suddenly stern. Then she reached for a tiny box and removed a pair of fake eyelashes. With a steady hand she applied the glue and stuck them into position on each eye of mine. The lipstick was the last to put on, I thought about seeing my Mom applying her lipstick daily before leaving the house.

Megan eased her stool back slightly and adjusted the light overhead. She said nothing for a moment and then took a brush to my cheeks quickly. She moved back again and then she suddenly called the name Frank.

From a distance I heard a male voice answer. Megan told Frank to bring a certain wig to her and then she got up and stood at the doorway. I heard a muffled word or two from the voice in the hallway and Megan said something about looking beautiful, she glanced over at me still in the chair.

Megan walked back to me and put my chair up straight. She took the wig in both hands and shook it slightly, she told me to lean forward a bit. Megan pulled the wig on my head, it was very tight fitting, almost squeezing my scalp. I said something about it and Megan reminded me being a girl wasn't easy at all in a very sharp tone of voice.

She had me look up at her, her fingers tugging and pulling at the wig until she seemed satisfied. Megan asked me if I was ready to see myself, of course I was! She handed me a rather large hand mirror and I was shocked beyond belief. The face I knew was no longer there to look back at me. I felt like I was looking at another person, a female person at that.

Megan came up next to me and said that I should always remember how I looked the first time because I would never look the same way again, I didn't even realize what she meant at the time.

Megan took the mirror and wanted to know if I wanted the full effect? I didn't know what she meant until she pointed at my jeans and shirt. I realized that I was a girl wearing male clothing. Megan called for Frank once again.

A rather large man peeked around the corner and said hello to me. That was Frank with a very pleasant face but there was something about him that made me hesitate. Megan told Frank to do his job and he seemed to understand her, Frank motioned for me to follow him.

We walked into another large room that held racks of costumes and accessories. Frank suddenly turned to look at me, just the way Megan had done before. He looked me up and down and went around the back. I could hear the hangers being moved as Megan appeared behind me now.

From the back Frank asked me what size shoe I wore and I told him size 9. Megan had a drink in her hand and said nothing as Frank moved behind that clothing racks. A few minutes later Frank returned with a School girl uniform of some kind. He handed me a white blouse and bra and a skirt that left nothing much to the imagination. Then he dr**ed a pair of very tall pair of thigh high boots over my arms. Megan suddenly pointed to a chair off to the side and instructed me to dress here. Frank and Megan left the room and I could here them whisper as they walked down the hall.

I stripped off my Jeans and shirt and began to get dressed. By the time I got the boots zipped up to my thigh I was hard as a rock. There was a large floor mirror on the wall and I stood looking at this girl I had only dreamed about for years. The boots so tall the tops were hidden by the short length of the skirt. The bra had cups inserted and once I figured out how to put it on, it appeared that I had breasts.

My cock was steel hard inside the panties that Frank gave me to put on, they were small and my my hard cock wouldn't stay inside of them. There was a knock on the door and Megan walked in as I stood at the mirror. She sat her drink down and Frank entered the room a moment later

Megan turned me to face the mirror, she put her hands to my wig and played with it for a moment or so. She told me how beautiful and sexy I was and I was honestly in heaven at that very moment. Megan turned me to face her now, adjusting my blouse and tugging at my skirt a bit. She said I needed to look perfect for my Master and handed me a pair of black vinyl gloves that went up to my elbows.

There was movement to the side and a large man in a black vinyl outfit suddenly appeared. It was Frank I'm sure, except he was wearing this executioners mask of some sorts over his face now. Megan whispered into my ear that I should kneel and than walked out of the room, closing the door behind her.

Frank was on me quickly, his big hand on my shoulder pushing me to the floor. Not going to lie I was scared to death. What the hell had I done, this wasn't what I wanted. Frank moved around me and told me I was nothing but a cheap little whore that needed to be made an example of.

Suddenly he reached between the black folds of the vinyl and pulled out this fat cock that hung limp when he let go. His instructions was to get him hard or I would find myself out on the street with everyone to see the faggot I was.

I froze and did nothing, a whack to the side of the face let me know he was serious. Frank called me a sissy bitch and demanded that I suck his cock once more. I knelt before him his thick cock hanging out in front of my face. Another whack to the side of my head, Frank ordering me to suck it.

With my gloved hand I slowly reached for his cock, taking it and hearing Frank telling me to get to it. Frank brought his hand up again just as I put the flesh to my lips. Frank told me to lick it, I put my tongue to the head. Frank called me a cock slut and told me to open my mouth like a sissy faggot.

I had to open wide to get the head in even though he wasn't very hard. Frank told me if I bit him he would knock me across the room. I took his cock, moved my mouth, felt it start to grow almost at once.

My gloved hand wrapped around and I did what Frank told me to do. I licked and sucked his cock until it arrived at full girth. By then I couldn't take much it was so thick, he told me to lick it like a whore. Frank pulled back and then slapped the side of my face with his cock and laughed then told me to jerk him.

I felt the sprinkles of precum on my face as my gloved hands worked him back and forth. Frank began to groan and suddenly a sensation passed over me. I found myself no longer disgusted by his hard cock, or having to take it into my mouth. I found myself willing to jerk his cock and suck it as best as I could.

More fluid escaped the engorged head of his cock and I licked the head as it came out. Frank encouraged me now, telling me to suck his cock like I was always meant to do. I knelt up and went to work on his thick cock, jerking with my gloved hand and trying to get my mouth around the head at the same time. Frank kept saying Fuck yeah...fuck yeah as he began to throb in my mouth.

Suddenly Frank grabbed my head and forced my mouth down his cock. I began to choke and gag as the thick cum hit the back of my throat. I tried to push away, Frank was too big and too strong to get away. The thick cum was in my throat and when I finally broke free hit me all over my face as he jerked his cock like a madman until he was spent.

Frank let go of his spent cock a moment later, strands of cum dangled from the head that began to shrink right before my eyes. Frank told me to lick it off and I put my mouth to it and did as I was told. Frank stood over me breathing hard for several minutes and looking down at me.

Frank told me I was where I was supposed to be this very moment, I only nodded not looking up at him. I knew Frank was right and I was trying to comprehend the fact that he spoke the truth about me.

You don't wear girls clothing or want to look like a girl if you want to be a real man. When I saw how Megan had transformed my face to look female, I knew this is what I wanted more than anything else.

Megan was suddenly standing there and she helped me up and we walked back to the room where we started. She gave me a glass of water and told me to sit back in the chair again. I was numb in a way. Megan was fixing my makeup that Frank had messed up, telling me not to worry she would make me beautiful again.

I left there about 11pm in full drag and drove home. Not much traffic and at a few traffic lights a few guys checked me out and smiled. I got home and went upstairs to the bathroom and closed the door, even though I was totally alone.

I looked at the girl in the mirror as I slipped my gloved hand into my panties. My cock was hard as it ever had been. I looked down at shape of my fake breasts, the skirt and boots I was wearing and began to masturbate feverishly. I could barely stand in the high heel boots when I ejaculated.

I went to bed fully dressed, sleep came easily for me that night. The next day it would all be over and back to the person I didn't want to be anymore. I had to trash my pillowcase as the makeup had rubbed off during the night. I put everything in a box and buried it way back in the closet so it wouldn't be found.

I went back to see Megan and Frank every time my folks went out of town. Megan would apply the makeup and Frank would give me what I wanted as well. Eventually Frank would have sex with me and I would learn more about myself every time.

When I turned 19yo I moved into my own place. I had a pretty good job that allowed me to spend on the female side of me. I enjoy being with other Cd's now and I would still go and spend time with Megan and Frank.

Megan taught me how to do my own makeup, it will never be as good as she did it but I come pretty close I must say.