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  • I grew up as a crossdresser from an early age. It was always a secret passion of mine. This story is about my junior year in high school.

    Things had got a little strange when my fa orite aunt came to stay with us. She was given my room for her stay and I moved in with my brother. Her name was Ellen and she was a divorced woman, very beautiful and sexy. Unfortunately, Ellen died in a rafting accident and the family was left grieving. It took several months before we got over it and I was finally allowed back in my room.

    My bed still smelled of her perfume and a sexy nightie was still on the night stand. The first night, I found myself drawn to it. It was a blue babydoll with lots of lace. I slipped into it and the matching panties I new she had worn. I missed her a lot. But, my enjoyment at wearing her sexy outfit soon turned into a hard cock which I stroked until I came in her panties.

    Ellen’s clothing was still in the closet, so I spent the summer dressing in her things. But my biggest treasure find was a medium sized case jammed under my bed. I pulled it out and nervously opened it. There was an assortment of sex toys. I was so turned on y knowing my aunt had used these on herself.

    I found myself smelling and tasting the large penus shaped vibrators. I I sucked them and eventually started fucking myself at night. I really enjoyed pretending that I was a woman, being fucked or sucking cock.

    By the time school started, I was really good at pleasing myself. School started as usual. My favorite class was French III, where I was the only guy. There were about 12 of the hottest senior girls in the class. Sometime during the first month, one of the girls, Sue Cunningham got nailed for cheating on an exam. Somebody, probably to divert the blame, told her I did it. Sue was pissed, really pissed. She told me to watch my back. I tried to tell her I didnt do it but she didnt believe me.

    In French class she always glared at me. I was a quiet boy, small and thin, almost feminine with large brown eyes and fairly long brown hair.

    The class had to do a skit for an assembly and the girls had decided that they should do an act with French maids. They practiced with the help of our teacher as i sat in the bleachers and secretly stole looks at their in their sexy short maid dresses, thigh high heels, pretty black 4 inch heels. There were 5 dancers and they were gorgeous.

    A few days before the event, one of the girls broke her ankle and they were short one. Since the girl that was out was my size and none of the girls in class could wear it, Sue suggested I could fill in. I was terribly embarrassed but secretly, I wished I could. I tried to resist but my teacher asked me if I could do it. After some persuading, I agreed.

    The day of the skit, the girls did my makeup and hair. They gave me my outfit and told me to go get dressed. My cock was rock hard as I went to the gymnastic room to dress. I slipped into the thigh high nylons and garter belt and then the cute frilly panties, followed by the sexy French maid dress and high heels.

    My cock was rock hard as I walked back to the girls locker room. I was afraid they would see how turned on I was, but they seemed more interested in looking at me and telling each other how pretty I was.

    I dont remember much about the skit a d I guess I did OK. Afterwards, I went back to the gymnastic room where I had left my clothes. But I couldnt find them and immediately got scared. How was I going to get home, dressed like a girl. As I was looking, Sue walked in with her boyfriend and and 4 other guys. Sue told me it was payback time. I was grabbed and pushed over the leather covered “horse”. My feet were spread and tied to the frame and my hands were tied o er the other side. I was helpless as Sue took some scissors and cut off my panties, exposing my ass to the group. Somebody poured something cold and slippery down the crack of my ass. Sue knelt down next to my face and said i should get ready to get fucked, like she got fucked when she was ratted out. I tried to tell her it wasnt me, but she pushed the panties into my mouth.

    Just then, a hard cock slid into my ass. I felt fantastic, better than my vibrators. Whoever was behind me began furiously fucking me as Sue continue to harass me, asking me how I liked being fucked by a real man.

    Oh, I wanted to say I was loving it, but apparently my hard cock gave things away as Sue noticed. She said I was a real faggot as my cock was throbbing. The first guy finished and another took his place. Sue told on of the guys to go spread the word that there was a slut in the gymnastic room fucking all comers. Secretly, I was thrilled and I suddenly came on the floor without touching myself. Sue told me I was really a pervert.

    Sue pulled the panties out of my mouth and said maybe I needed a nice hard cock fucking it while my ass was being fucked. I soon found a hard cock being offered. I didnt need an invitation, and opened my mouth to let the cock slide over my tongue and into my mouth. I dont know how many guys fucked me or how many cocks I sucked. The embarrassment was gone. I wanted to suck cock and be fucked.

    We had one foreign exchange student, a large black guy from the Sudan. Somebody brought him over and he dropped his pants, exposing about 10 inches of hard black cock. I reached out with my lips and kissed it before I began sucking it. It seemed the room was full of students watching as he moved around behind me and sold his enormous cock into my cum-filled butt. My cock hardened again and stayed that way as he fucked me like a wild man. I could hear cheers and laughter as he fucked my faggot ass. As he tensed and I knew he was getting ready to shoot his hot cum into me, I came again. The watchers seemed to be in awe as my cum shot onto the floor.

    The room slowly emptied and Sue again told me I was a fucking gross faggot. Soon, I was alone and still tied to the leather exercise horse. Then, a guy came in and untied me. He was one of a group of gay guys at the school. He said he was sorry, and he left.

    School was out and i returned to searching for my clothes. I found them behind some weights. Sue had but them to an unwearable pile of rags. My only choice was to walk home, still wearing the sexy French maid outfit. I tried to stay on deserted streets but sometimes I couldnt manage that. I had guys stopping to try to pick me up, but I just kept walking. I could feel cum sleeping from my ass, which went on to excite me.

    I took a shortcut that ran behind the fairgrounds, thinking I would be away from people. But, as I reached a small park by the river, there was a group of guys from the government training center. They were mostly minorities and not really welcome in our all white town.

    A few of them walked out to meet me, checking me out and telling me how pretty I was. They slowly surrounded me and I ft hand under my short dress, feeling my bottom. I told them I wasnt really a girl and one of them said I looked like one, so it didnt matter.

    Someone asked if I fucked guys and another hand slipped between the cheeks of my ass and a finger slid into my butt. He said that I was wet and ready to fuck. They picked me up and carried me to a picnic table and I saw a huge cock escape from his pants. He pushed it into me and began fucking. He didnt last long and soon dumped more cum into me. Another guy followed until all of them had a turn. Afterwards, I sat on the picnic table bench and found myself asking if anybody wanted a blowjob. I sucked several of them, knowing that those cocks had been in my cum-filled ass. But I was turned on and i sucked the guys in line.

    I had the guys walk me the rest of the way home, thanked them for the fun time. They asked if i would be out in the future and i smiled and told them it was possible. I climbed in my bedroom window, slipped into my favorite nightie and fucked myself to sleep with Aunt Ellen’s vibrator. It was a good day and evening.

    Dani Allen
  • I started dressing when I was in college. But, I still enjoy it now. I only like married men. I wear short skirts, stockings, and heels. IT is fun at hotel, or at their house. They always seem like they are straight. But, they are always erect. They like my panties. And always hang on to my heels, as they enter.

  • Miki’s Story—Part XVII

    I healed extremely well and I loved my new tits. Billie had started his female therapy and was starting to look amazingly feminine. We were laying by the pool, both of us wearing just very skimpy bikini bottoms and high heels. My suit was white and Billie’s was hot red. I asked Billie if she had ever told her Mom what he was doing. She said she hadnt gotten up the nerve to tell her that her baby boy was living as a girl. He said his parents were divorced, so he didnt have to face an angry father. I laughed. I asked if he had thought about being honest with his mother, that he might feel better.

    I continued to press Billie to meet his mother as Billie. He finally agreed. I told her she better call first and let her know you have a secret to share. He agreed, then asked if I would go along.

    We got into Billie’s red Corvette and drove to her mother’s house. Billie was very nervous but I told her it would be alright. Billie knocked on the door and Billie’s mom opened the door, looking at 2 cute girl standing on the step. She recognized me, then just stared at Billie’s feminine face. Finally, she asked, “Billy? Billy, is that really you?” Billie said it was, that he was now “Billie”, a sexy girl, living as a female, working as a female. Billie’s mom was starting to cry and said she had always wondered about Billy’s sexuality. She said she was more comfortable with Billy being female rather than being a guy having sex with guys.

    Then, she asked me if I was also born a boy and I told her I was. She said i was too pretty to be a boy and said i looked so feminine and my breasts were very natural. I told her Billie was going to get breast enhancement surgery. She asked if we were a couple, and i looked at Billie and said," I guess we are". Billie bent over and we kissed. His mom seemed to be accepting as we sat together. She asked if we wanted some tea and went to fix some. I let my hand slip under Billie’s short dress and was shocked to find he had a hard cock. I started stroking it while he talked to his mom in the kitchen. I felt his body tense and she came right there on her mom’s couch. I quickly grabbed a tissue and cleaned his wet cock before her Mom came back.

    On the way back to our place, I asked if he wanted to meet an old friend? He asked what kind of friend and I told him it was a guy I met while shoe shopping. We drove to the shoe store at the mall. We walked in together, getting a lot of attention from the guys we passed. We walked up to the shoe store and walked in. My friend was setting up a display when I walked up and said," Hi, remember me?" My friend was wearing a name tag, Nick. I gave him a hug and introduced Billie. Nick told me his wife almost divorced him when she caught us having sex. I asked how he managed to escape that. He said it had been close. His wife was really pissed but the fact I was not a woman, she felt a tiny bit better but he was never supposed to repeat the act.

    So, I asked Nick, “So, you wouldnt let Billie suck your cock?” He didnt really have an answer so I added that Billie wasnt a woman, and she would love to suck your cock. Billie stepped forward and gave Nick a peck on the cheek and her hand found the outline of his hardening cock in his slacks. I told them to step into the rear and I would watch the store. They disappeared behind the curtain just as a tall, good looking guy came in. I asked if i could help him and he said he needed a pair of work boots. I asked the size and went into the back, where Nick was getting a very thorough blowjob from Billie. I told Nick what I needed and he pointed at the shelf behind me.

    I went back to my customer and told him to sit down. I sat on the fitters chair, spreading my legs slightly to show my thong panties. I was slipping the boot on and I looked up to see my customer looking at my new tits. My nipples got hard at the new attention. After being satisfied with his boot selection, I walked over to the shoe liner rack and bent over, keeping my legs straight and showing him my long legs and my ass. I walked back and he asked for another pair, so I repeated the move. I could tell he was incredibly attracted and asked if he needed anything else. He ended up picking out 4 pairs of shoes. I walked into the back and discovered Billie with her dress pushed up over her sexy bottom and ick fucking her furiously. I went back out front and asked my customer if he wanted to see something really hot. I led him back and he saw Nick fucking Billie. I saw his cock hardening and unzipped his Levi’s and pulled his cock free. I knelt in front of him and took his cock in my mouth. I sucked him for several minutes until Nick came in Billie’s ass. I told my customer my friend would enjoy fucking him. I directed him over and guided his cock into Billie’s cum-filled butt. He wasted no time before he was fucking her, saying that this was the tightest pussy he e er fucked, it realizing it was Billie’s ass he was fucking. When they had finished,, I kissed Billie on her sexy lips as the 2 guys watched. Nick thanked me for selling the guy all of the shoes and said if I ever needed a job, to just call him. He gave willie a big hug and that led her for the fun time.

    We left the store and as we walked thru the mall, picked up a group of guys following us. Billie looked at me and whispered," I have cum running down my thighs". As the guys followed, I reached under her skirt and ran my hand up between her ass cheeks, while lifting he dress up to expose her cute ass to the guys. I let my hands massage her tender asshole and brought my cum-covered fingers out. I turned to look at the guys and brought my wet fingers to my mouth and licked the cum off. I repeated the touching and cum eating as the guys continued to watch. We walked out to Billie’s red Corvette and left before the guys got to us. I looked at Billie and asked if she had fun. She said it had been a wonderful day. We drove home to enjoy the rest of the evening.

    Miki Daniels
  • Miki’s Story—Part XVI

    Over the next couple of weeks, I coached Billie about what was expected if her. I knew that she had not had any anal activity and I needed to fix that. So, one evening, I took a collection of vibrators to Billie’s apartment. We sat on her bed and started making out. She had really gotten very good applying her makeup and looked very feminine. We started getting more serious and I had Billie lay back on the bed, spreading her legs for me. I started sucking her cock and as she got more and more excited, I slipped one of the lubricated vibrators into her ass. It didnt take much of the buzzing action to make her cum. I sucked down her cum, like I liked. As we layed there, I introduced her to my other toys. As the size increased, Billie took them with ease, begging for more and more. I got between Billie’s legs and slid my cock into her. There we were, both in sexy lingerie with me fucking my new trainee.

    Everyday, we spent the day making love, always ending with me using my huge vibrator in her sexy ass. She was really getting into having a huge cock replica in her ass.

    Harold came back from his trip and I arranged to bring Billie to an interview the next morning. I told Billie to dress in her French maid dress in the morning.

    Billie and I went to meet with Harold, both of us dressed in matching outfits. Harold interviewed Billie and seemed pleased. He asked if she understood that she might be requested to perform sexual activities while acting as a hostess. She said she understood. I looked at her and said, “Eat me, you sexy slut.” Billie pushed me back on the overstuffed leather couch and slid down between my legs and started by sucking my cock before turning her attention to my ass. Harold seemed to enjoy the show as Billie’s tongue fucked my ass. Finally, I stood up and pulled my dress and petticoats up, exposing my hard cock, I pushed Billie down to my cock, grabbed the sides of her head and started fucking her mouth. As our boss watched, I shot my cum into her mouth, which she swallowed.

    Needless to say, Billie got the job. We were a nice pair, me with big brown eyes and brown hair, Billie had bright blue eyes and beautiful blond hair. We would definitely bring something new to our bosses special meetings.

    The next week, I had my breast implant surgery. I was a little sore and bruised but I was happy. My new boobies were not huge, but very natural looking. I was very happy with them and couldnt wait to heal up so I could flaunt them.

    While I was recuperating, Billie got to host one small meeting. Harold told me she did a great job and asked if it would be alright to furnish her with a car of her own. I told him I thought that would be a wonderful surprise. I suggested that a red Corvette, matching my white one would be pretty sexy. Harold laughed and told me it was a done deal, his two girls would have complimenting cars. I told him that she had asked about breast enhancement, like mine. Harold said that would be perfect, again, he liked the idea of his two girls had matching tits.

    A couple of days later, Harold called us to his office. I showed him my new boobies and thanked him. He looked at Billie and asked, “Would you like some oobies like Miki?” She looked at my tits and told Harold she would love some. Harold told her she had earned them and that he had another surprise. We walked outside and there was her new Corvette, parked next to mine. Billie gave me a big hug and kissed me. I told her that Harold had bought her the car and he should get the hug. She rushed to Harold and gave him a nice hug, then ran to her new car and slipped behind the wheel. She was very happy.

    Miki Daniels
  • Miki’Story—Part XV.

    Over the next month, I continued with my hormone therapy. On my next doctor’s visit, my doctor examined me and told me that if I was ready, he would perform my breast enhancement. I was thrilled. I immediately went to see Harold and tell him what was happening. I told him I had met a young guy, much like myself, that’s was willing to step in for me while I was healing.

    Harold said he would like to meet him first but he was going to be out of town for 3 weeks. I told Harold that was perfect, that I could train him. Harold asked if he would be interested in moving in with us. I told him that would be perfect.

    I called Billy and told him I’d pick him up at his place, his Mom’s house. I pulled up to her house and got out. I was wearing a modest floral dress with 3 inch heels. His Mom answered the door and greeted me, inviting me in. She seemed relieved that Billy had a girlfriend. I told her that my boss wanted Billy to work for him and live on site. She said that would be nice.

    Billy came out and I went up and hugged him and gave him a nice quick “girlfriend” kiss. His Mom asked where we had met and I quickly told her it was at the bookstore. Illy looked a little frightened, but I didnt say it was an adult bookstore.

    We left and on the way, I told Billy today was the first day of the rest of his life. I told him his training started as soon as we got back to Harold’s place and got settled. I walked Billy to the other apartment next to mine. I had already ordered Billy’s new clothes and told him to get showered and I would be over to help him.

    I called my friend at the beauty salon and asked if she had time to give a makeup lesson and she said she had the rest of the afternoon clear. She came over and i took her back to Billy’s apartment. I knocked and Billy told me to come in. He was wearing a cute nightie and was shocked at a woman coming in with me. I told Billy that Barb was familiar with girls like us. I left to allow Barb to teach Billy how to do his makeup.

    I was sitting on my patio when Barb came out. She stopped and told me she thought Billy had it but she would come over in a few days and see how he was doing. I thanked her and gave her a crisp hundred dollar bill.

    I walked over to see how Billy looked. I knocked and he answered. I was impressed by how he looked. He made a very cute girl. I told Billy his new name would be “Billie”. I told him that from now on, he would only wear the clothes I gave him. I told him Harold wanted to meet him when he came back from his business trip. I told him that sometimes he would wear the French maids outfit, other times, sexy things. I told him if he had questions about how to dress to just ask me. Billie had shoulder length blond hair and Barb had helped him steal it. I told him to pick out something sexy and we would go out onto the property and discuss his duties.

    Billie dressed in a white frilly blouse and short pink skirt, pantyhose and some cute 4 inch high heels. He looked very sexy. He was a little nervous as we went out and strolled around the grounds. I gave him some pointers in how to walk like a woman in high heels. I reminded him again that he had to do what I told him, when I told him. He said, OK, to that but I wanted to test him. As we came around to the front area the landscaping crew was working. I sat down on one of the many benches and pulled Billie down next to me. The landscapers were watching us as we sat together. I be t over and kissed Billie on the lips. We kissed for a long time, our tongues probing each other’s mouths. Then, I said, “Billie, I need you to suck my cock until I come, then eat me”. Billie said the guys were watching. I told him that it turned me on. I layed back, pulling my dress up exposing my legs but hiding my cock. Billie looked at my cock and immediately lowered his face to it. He began sucking me and I must admit, he was pretty good at it. I looked over at the landscapers and noticed they had moved closer, pretending that they were working. It excited me to have them watching and I came at Billie’s blowjob. I spread my legs and told him to eat me, and his lips found my sensitive opening and his tongue skipped into me, eating me like I had asked. I looked up to see that the landscapers had came right over to where Billie and I were putting on a show. They were Hispanic but I knew they were turned on. But I figured Billie had enough fun for one day. We walked hand in hand back to the main house, where I took Billie in my arms and we kissed again while waving at the groundskeepers.

    I was ready to teach Billie more of what was expected of him. I made my appointment for my surgery and was ready to move on. Billie asked me about my hormone therapy and said he would like to do what I had done. He asked if he could get tits like I was getting. I told him that would depend on how he did his new job and it would be Harold’s call, but i told him i was sure there would be no problem. Next time, more training for Billie.

    Miki Daniels

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