Years ago, our little town had some unwanted activities. We had a large Job Corp center just up the highway from where I lived and the JC guys would walk into town, past our place. They were mainly black guys from the south and a few Hispanics that were helping with local forest fires.
A couple of local girls discovered that the JC guys had money to spend, so they set up a "comfort" area in the local city park, under the bridge. They were doing great business servicing interested guys. Then one night, the city police discovered them and their clients. The girls tried to blame the guys, and several were arrested. Our town was mainly white and very racist, so there was a big stink to close down the Job Corp site.
But when the Prosecutor started to bring charges against the 8 guys they arrested, it was pointed out by other JC guys that the girls were doing business, down to bringing their own cots and blankets to their chosen "work" location.
The cases were dropped but the city told the JC people that the guys could come into town but had to be gone by sunset. I read all of the details in the paper and imagined all of the things that the girls did for the guys.
Something about myself: I had grown up crossdressing and loved dressing up in sexy women's things, especially sexy black lingerie. I was not completely sure of my sexuality at the time. I had sexual relations with my best friend several times, and I liked it. I had never been with a girl, so that was an open question.
I couldn't get the thought of what services the girls were performing out of my mind. I went to bed thinking about taking over the open "comfort" position for the guys, and woke up still imagining doing what they did.
Next door to my house, there was an open lot that extended out to the highway where the JC guys walked. The lot had small scattered fir trees and local bushes and a nice grass base, almost like carpet. It was the ideal place for me to play dressup and watch the guys walk by as I hid in the darkness, dressed in slutty clothing. I was working graveyard shift, so this was my play time.
So, every evening, I'd put on my sexy lingerie, some sexy heels and very short mini dresses, put slutty makeup and my wig and walk over to the lot and hide behind a tree and slowly stroke my hard cock as I watched groups of guys head back to the JC Center, imagining that I could approach one and see if I could interest them in some nasty sex. I wasn't sure how to do this, so I just dreamed about pleasing one of these guys, enjoying jacking off in the dark.
But as the nights went by, I found myself going out closer to the road where I might be seen. That was a real turn-on, the thought of being discovered while dressed as a sexy girl and then servicing a sexy guy.
The pressure was building for me to be found out and used. So, one night, after a small group walked past and seeing no one else, I stepped out of the bushes and onto the road, ducking back once when a car passed by. I was frightened, but I needed to pursue what I had dreamed about.
As I was enjoying my adventure, walking on the emergency lane, hearing my high heels clicking as I walked along but staying close to the wooded lot. Then a voice behind me said, "Hi, are you going someplace?" It was a cute black guy, maybe 19 or 20, heading out to the Center.
I wanted to run into the bushes, but there was no time, so I decided I'd better act like a girl. We, mostly him, made some small talk. He was nice, and he said I was really pretty, and it was dangerous for a girl like me to be out alone. I remember blushing, being told that I was pretty.
He told me about the problems the guys had in town and how frustrating it was not to be able to meet girls in town. He asked me if I ever went downtown, and I had to tell him I didn't, dressed like this. He asked why, because he thought I was really sexy.
He said a girl like me could have a lot of fun. Again, it made me blush. I told him I was really like most girls in town. He asked what I meant, and I found myself telling him about being a guy that liked dressing up in sexy women's things. He said there was no way I was a guy and stepped toward me, extending his large hand toward me. I took his hand and placed it under my mini dress and up against my panty-covered cock.
I expected him to punch me, but instead, he said I was the prettiest boy he had ever seen as his other hand reached around to stroke my ass gently. He stepped back and told me I was very sexy, whether I was a girl or a boy.
That made me feel nice. He asked me if I liked girls, and I told him I'd never been with one. He laughed, saying it might be hard for a girl to be with a guy that was prettier than they were. We both laughed.
I told him about my best friend and how I used to dress for him. I told him I learned to suck cock and eventually learned to enjoy having a cock in my bottom.
Tom, the JC guy, said that was hot, and he would have loved to watch me in action. Then, I don't know what happened, I found myself asking if he would like to watch me suck his cock. He was surprised but slowly unzipped and slid his pants down, exposing the sexiest black cock I had ever seen. Well, I was the first black cock I had ever seen, but who's counting?
I slowly took his thick 8-inch cock in my hand and stroked it, enjoying the silky feeling as I slid across my palm. I knelt down in front of him with his hard cock inches from my face and bent forward to kiss the mushroom head and then opened my lips to let it slide into my mouth. It was warm and smooth and felt nice as I slowly began to suck it. I was now doing the thing that I had dreamed about for so long. I lost track of time as I pleased Tom, until he announced he was going to cum as he pulled his wet cock out of my mouth. I told him I'd really like to eat his cum if it was OK, and I put my lips against his cock and let it slide back toward my throat. A few seconds later, I felt Tom's body tense as he said he was cumming. His hands were gripping my head, holding me against him as he pumped his hot cum all over my tongue and into my throat. I continued sucking him, trying to pull his cum out of his balls.

As we finished and I stood up, he said that was the best blowjob he had ever had. That made me feel really good, knowing that I had pleased him, like a real girl. Tom asked if he could do anything for me, and I told him I could suck him again. He said he was spent, but if I wanted, he could find another guy if I wanted but he would want to watch. I told him that it would be fun.
He told me to wait in the shadows, and he would see if he could snag the next guy heading to the Center. As we waited, he asked if I did anything else, and I told him that I liked having a hard cock in my bottom. I told him that before coming out that night, I had lubricated my ass and used a large vibrator to please myself. Tom laughed, saying I was definitely a sexy slut.
Tom walked out to the road and, after a short wait, returned with black guys. Tom told them I was his slut and I loved sucking cock and that I was very good at it. I found myself back on my knees, sucking the first guy as Tom told him I loved eating cum. That turned the guy on and he soon came in my mouth, pleasing both of us. I did the same for the other guy as Tom watched me, which turned me on more than anything I could remember.
As I finished, I thanked all three of them for feeding me their cum. Then Tom told them I liked to fuck too, and I nodded as the three guys looked at me. I asked if anyone wanted to fuck. Tom asked where, and I told him I could hold on to the top fence board and spread my legs if they wanted to fuck me standing up. Tom said that would work, so I led them to the fence, and slipped out of my panties, letting them drop to the ground.
Tom was first, lifting the bottom of my short dress up, exposing my bare bottom. Tom stepped forward, his hard cock finding my tender opening as he pushed his hot cock into me. As he started fucking me, he was asking the other guys if they had ever seen a boy as pretty as I was. Apparently, this turned him on even more because he quickened his pace and soon announced he was cumming as he plunged his cock deeply into me and said he was cumming.
The other guys said there was no way I wasn't a girl, and I turned to show them my small cock. I asked, "Next?" and was soon being pounded by the sexy guys, taking their cum in my bottom. It was very exciting to know i could again please them.
As we stood together, they told me how much they enjoyed their time with me. I told them I had really enjoyed myself too. The Tom asked about what I liked the most and asked if there was anything I would ever want to do, sexually. I told him I really enjoyed the threesome, but I could have fucked a couple more guys if I had had the chance. Tom asked, "Really?" then said I was one horny girl. We all laughed, but I had been truthful; I had dreamed of being gang-banged someday.
Tom said if I wanted, he thought there was another group going back to the Center if I really wanted to do it. I slowly nodded and told him I had dreamed about fucking multiple guys and being filled with cum.
Tom asked if they owed me anything for the sex, and that they were used to paying the girls downtown, and they would be happy to pay for my services. I told them I didn't expect any money, but Tom said the girls charged $20 for a blowjob and $30 to fuck.
Just then, one of the guys I had just fucked came back from the road with 7 guys, telling them that there was a pretty crossdresser that loved sucking cock and liked being fucked. I was soon surrounded by some beautiful cocks, and I went to work sucking them. They seemed to enjoy the show as I took load after load. Then someone threw their coat on the ground, and I was helped to lay on my back. I spread my legs, and I was soon welcoming another hard cock into my ass. I put my legs over his shoulders so he could fuck me deeper. I was watching the guy's faces as I was being fucked like a horny slut, which excited me even more.
I took on the whole group, being the "girl" they wanted. I must admit that they pleased me as much as I had pleased them. As they began to leave, they started handing me money for my services. Tom asked if I would be interested in doing it again on the next Saturday and I told him I'd love too. He asked if he should bring more guys. I told him I'd love that.
After they left, I went back to my house and threw the money on my bed. I counted it out and found I had made $243 for the night's activities. I'm not sure why the count was $243, but at the time, it was good money for a sexy crossdresser.
Over the summer, every Saturday, I was out in the woods, waiting for my many admirers to show up. The groups got larger, and I think I took over 20 guys one time. It was fun to be treated as a slut, and I enjoyed sending the guys back to the Center happy and satisfied.
Unfortunately, the townspeople got their way and the Center was closed before the next summer. I sometimes wonder if any of my sexy guys ever thought about having sex with me while making love to their girlfriends or wives. That makes me smile.
