When I was younger, I got into some trouble with the law. Part of my punishment was to take some therapy classes. As time went on, and I advanced through the courses, we got into smaller and smaller groups of men. The last group I was in had to put down in writing, their entire sexual history. I completed this task, in great detail. We then had to make enough copies, so each person in the group could have a copy. I took the copies I was given home and read through them. Of the 5 copies, 2 men had put down their encounters with men. I was kind of embarrassed, because I put down everything, including that I liked to cross dress.

I was in real great shape, and weighed about 125lbs. I was about 5' 4" tall, and you could say feminine looking. After 2 more meetings, my counselor (a psychiatrist) was moving me to individual therapy. At the end of the last class, one of the men (of the 2 who confessed to having sex with another man) met me in the parking lot. We talked for awhile when he said we should go get some coffee. We where getting along great at the restaurant and prepared to head out separate ways.

He was still talking to me, and we got into my van. I could feel the vibe between us and I knew what he wanted from me. I asked him straight up if he wanted a blow job. He said "yeah, you want to suck my dick?" Without answering, I just leaned over and started to undo his pants, and pull his cock out. He was already hard, and I blew him right in the parking lot. He was a nice 7 inch, hard cock and blew his load relatively quickly in my mouth. I was swallowing it, when he fixed himself up, thanked me and left.

My very next meeting with the doc, the therapist began talking about my sexual history. In particular, the cross dressing. I explained to him how I really felt feminine around dominate men, and wanted to look like a woman, and be treated like one. He asked how I could change myself like that. I told him that I wanted boobs, and to look like a woman, but to keep my penis ( a shemale). He talked about me pursuing this, and that I should start dressing and acting like one, to see how it felt. He didn't know, but under my street clothes, I had on a bra, thong, and nylons.

The next several meetings I gave him details on my cross dressing at home, and he encouraged me to become more bold. He said the next meeting we had, that I should dress up. I was totally stoked, and nervous about this, but agreed. The very next meeting, I drove to the office. I was wearing a long blond wig, a sexy black short dress, bra (with fake breasts), thong, garter, and panty hose. I wore some make up, lip stick, and fixed my eyes up with shadow and fake lashes. I had been tanning and had tan lines that outlined my ass and tits. The meeting was late in the evening, and I went up to his suite. I was the only one there and his office was open. He met me at the door, and said my name in a pleasantly surprised manner.

He said come on in, and closed and locked the main office door, and told me I was the last client of the day, the secretary had went home, and he would lock up so we wouldn't be disturbed. He walked behind me as we moved into his main office, and he was praising me on how I looked, using words like sensual, feminine, and sexy. He was leaning against his desk, and I was still standing. He said, "Let me get a good look at you...Turn around" I did a nice sexy slow turn, and bent slightly with my rear facing him and looked over my shoulder with my fingers near my lips. He said he could under stand now, and that I really looked like a woman. I finished my turn, and he told me to have a seat. I couldn't help but notice his cock bulge in his Khakis. It went from the center over to below his pants pocket. I licked my lips, when he said there is one matter I need to talk to you about.

He said that one of his other clients (the one from the parking lot) told him that I performed oral sex on him. I kinda of chuckled and said, "I blew him and swallowed him". He started to tell me that I could get into a lot of trouble if her were to tell my probation agent. I explained to him that I couldn't help my self, that I was such a slut, and loved the cock. He said not to worry, and that I just had to do something for him.

That's when I noticed he had his hand on his bulge in his pants, and was smiling down at me. I sat forward in my chair, and looked right at it, and said "I'll do what ever you want.." He moved until he was right in front of me, his bulge near my face. I reached up with both hands and rubbed him, his hands moved to my head and he let out a "Yesss".

I undid his pants and pulled them down to his ankles. He had a nice dick. At about 8 inches, and thick, it flopped out in front of my face. This was really turning me on, and I had thought about it for a long time. I took him in my mouth, liking and sucking, my head bobbing on it as he fucked my face and called me little sex names. It didn't take long until he busted a big load in my mouth, letting out a growl as he did so.

He said that was just as good as (the other guy) said it would be. He kicked off his shoes, and his pants and underwear. He pulled me by my hand and stood me up. He turned me around and began to fondle me, my fake tits and ass. He was kissing my neck and rubbing his wet cock between my ass cheeks. We were totally making out, and he kissed my lips. He turned me towards his desk and forced me over. He whispered in my ear, "Your're gonna take it up the ass..."

He placed me on his desk, spread my legs apart, moved my thong aside, and forced his cock into my tight ass. As the tip moved in, he grunted and began to grind it all the way in. After a short while, he began hammering away, calling me slut, and c**t, and take that cock.

It wasn't long before he shot into me, grunting loudly. He moved over to the couch and told me to sit by him. He pulled me close and snuggled with me. For about an hour he talked to me telling me all kinds of his deepest thoughts. How he has to listen to all the sex stories, but cannot act on them. That I had caught his eye, and that he had wanted my ass for the longest time. After about 45 minutes, he pushed my head back down on his soft cock, and made me suck him hard until he blew again.

He then got up and scheduled another meeting for us. This went on, once a week, for about a month. I wore different things, and it turned me on to know i was being controlled like this. One night my probation officer stops at my apartment unexpectedly. I was dressed in a night gown, slightly shear, with a bra, fake tits, thong, and a long red haired wig. I thought it might be a trick of mine. Imaging my surprise when it was my P.O. He is a big Mexican dude, standing about 6'6" around 225lb. He had long hair, and wore tight pants and cowboy boots. He looked at me and said my name questionably, like he wasn't sure it was me! It said it was me, and invited him in.

I invited him to sit, and he and I sat at the kitchen table. He began to ask me how things were going, and that I looked great (blush). I of course giggled and flirted with him looking at his bulge and making it obvious. He said he had been talking to the doc, and the doc told him I had been finding out who I am and my purpose in life. He said the doc told him I had been cross dressing, and then he said the doc told him I was a slut.

I was slightly shocked, but had the feeling I knew where we were going with this. My P.O. said the doc told him to go over to my apartment some night and check me out. I flirted and stood turning, running my hands along my hips, and bent towards him. I looked over my shoulder and asked him if he liked what he saw. He just smiled, leaned back and undid his pants. He pulled them down to his ankles along with his underwear. He leaned back again and displayed his now hardening torp**o shaped uncut 9" cock. He said, "Now do what you do best.." I dropped to my knees and blew him as best as I could.

He was horny, and It didn't take long before he grabbed the back of my head and let loose a stringy rope of cum in my mouth. He got up pulled his pants up and told me that everything checks out. He also said he would be back to check on me from time to time (grinning as he said this). I wiped his cum into my mouth, and told him, "Anytime".

This went on for about 6 months between him and the doc, and a few tricks in between. Then I finished probation, the agent had moved on, and the doc and I stopped seeing each other. I sure miss those times, I felt so much like I was in the place that I belonged. I am such a slut!