Carl was my dads younger brother by about five years. We lived in the same city about a mile away. The high school I went to was about in the middle so sometimes I would go over to uncle Carl's house after school and just hang. He had a nice big television and he was never home from work that early. I had the place all to myself. It was better than at home with my mom always yelling about something and my little sister causing trouble for no reason.
I was in my first year of high school, I was 15 at the time. My dad was 43 so that made uncle Carl 38. Uncle Carl was very different from dad. Some people thought they were not even related. Carl was kind of reserved he wasn't a big loud boisterous sort of person like my dad. He was always the quiet one but I remember he always had time to play with us kids. It was that first year of high school that I discovered uncle Carl's dreadful secrete.
It was Friday, I stayed after school for basketball practice and wouldn't get out until later. I told mom I was going to uncle Carl's and eat dinner there. She said it would be fine. The only problem with that was I never told uncle Carl. I let myself in through the back door as usual. I just assumed uncle Carl was not home yet. Down the hall, I saw a light from his bedroom. I walked in and got a tremendous shock.
There was uncle Carl, half naked in front of the closet mirror. He was wearing a blond wig, black thigh high stockings, black bra and black high heel shoes. At a closer look, I could see he had no body hair even his genitals were shaved. The look on his face was a bit more than just surprised. His hands immediately went to hide his crotch. He was also wearing earrings, lipstick, eyelashes and makeup. I don't know which of us was more shocked.
"Uncle Carl?" I said.
"Sean! What are you doing here?"
I pointed at him, "what is all this about?"
At that point, he broke down. "I've been cross dressing for years. It's something I've kept hidden. Please, Sean. You can't tell anyone. Please! It would ruin me."
I'm just like my dad, a manipulative, dominating bastard and I saw a great opportunity here.
I had often fantasized about uncle Carl down on his knees sucking my hard cock. I was at that age where sex was everything. It didn't matter if it was with a guy or a girl, sex was sex and it all felt good. Now I saw my chance.
"Well, that depends what's in it for me."
"I don't understand," Carl said. "What do you mean?"
I smiled at him. "You are a pretty sexy looking bitch. Those nice red lips would look nice around my hard cock."
"Sean, please! I'm your uncle. That's not a funny joke."
I sat down on the bed. "It would be a shame if your cross dressing secrete got out to somebody at your work."
Carl had a shocked look on his face. "Sean, that's blackmail!"
I laughed, "yeah I know. I hold all the cards."
"Please, Sean. Don't make me do this."
I smiled at him again. "Let's have a look at you. Put your hands on your hips. Turn around slowly so I can have a good look."
Reluctantly, Carl placed his hands on his hips and slowly turned. I was surprised how hot he looked. His legs, ass and crotch all clean shaved. He was beginning to enjoy showing off. I saw his cock beginning to swell.
Carl didn't have a really big cock in fact my cock was larger than his and I was only 15. It did look nice between his legs, along with his clean shaven round balls.
"Bend over," I ordered. "I wanna see if your ass hole is shaved."
He turned and bent all the way over. It was a clean shaven tight little pucker.
"Nice pussy you got," I said.
"Where did you learn to talk like that," Carl asked as he stood up.
"I'm already in high school. I know more about sex than you think. Take that bra off. Let me see your tits."
He removed the bra and there were two little pink nipples jutting out from his hairless chest. The bra had two false breasts inside which made him look like he had actual boobs.
I stood up, removed my pants and gave him a look at a real hard teenage cock.
"Now, wrap those lips around this and suck!"
Reluctantly again, Carl got down between my legs and took my stiff cock into his mouth. God, that felt so great, his warm mouth and tongue wrapped over my cock. As Carl licked the head of my cock, I got the feeling he had done his before. He was actually quite good at it.
After a few minutes of slurping, I experienced that uncontrollable orgasm come over me and I emptied my load into his mouth. His red lips were covered with wet sperm, some was even dripping down his chin.
"That was really good!" I said pulling my pants up. "I think I'm gonna call you Carla."
Carl stood up and went to the bathroom to wash his face.
I smiled. "What do you think about Carla? You like it?"
"I guess," he replied. "I don't have much choice. You've made that clear."
When he came out of the bathroom I noticed his cock was erect and bobbing around.
I looked straight at him. "Why don't you be a hot little bitch and masturbate for me."
Carla took a deep breath. "You know how humiliating that is for me?"
"Yeah. That's why I want you to do it. Show me how a sexy bitch plays with her cock."
Carl stroked his cock slowly, rubbing his balls and his crotch.
"Roch your hips back and forth," I ordered. "Let me see some pumping action!"
I laid back on the bed and watched the show Carla was giving me. I think the humiliation aroused him even more. It took only several minutes then his cock squirted several streams of juice into the air. His had wrapped it tightly, milking the last drops from the head.
I clapped, "that was great Carla!"
"Is there anything else?" He asked.
"I told mom I was eating over here tonight. So, I guess you better be a nice lady and fix me something."
I told him to put his bra back on but nothing else.
It was fun to watch him dart around the kitchen in high heels. He was very good at it. I liked watching his cock and balls swing back and forth and his ass cheeks bounce as he walked. Fully dressed, he actually could pass for a woman. However, I was intoxicated by the power I held over him. It gave me a real sexual high. Before I left for home, I made him get down and suck my cock once more. I knew I was going to like this situation even if uncle Carla didn't.
I soon began searching the web about cross dressers and I was surprised at the amount of articles there were. I was especially interested in the bondage and domination of cross dressers. I all reality, that was what uncle Carl was, a cross dressing slave. The next day was Saturday, I decided to pop over to uncle Carl's house. I let myself in he was in the living room vacuuming. He was dressed in shorts and a sweat shirt.
"I didn't expect you today," he said turning the vacuum off. "What's going on?"
I pointed to my crotch. "A hard-on!"
He wrapped the cord on the vacuum. "I expected as much. Let me close the blinds. I don't want anyone looking in on us."
"I want you to change," I said. "I want you to look like a female bitch! So, go to your bedroom and get dressed up for me."
I turned the television on and was watching a movie when Carla walked in. He was wearing thigh high stocking and high heels. He had some sort of waist contouring garment on. It made his midsection more shapely than it really was. He had on the blond wig, lipstick, makeup, earrings and rose colored nail polish. I had to admit, he looked like one sexy bitch. My cock was rock hard and waiting for his red lips to wrap around it.
I laid back on the sofa and watched his head bob up and down on my cock.
"You're really good at this, Carla. Every time I come over I want you dressed in woman's clothes. In fact, every night when you come home from work. Change into woman's clothes. Just in case I come over."
I paused for a moment because I was about to empty my load into his mouth again. The sperm covered his lips and ran down his chin.
"Stand up!" I ordered. His five inch naked cock was sticking straight up in the air. The tip even had a few drips of pre-cum on it.
"You'd like me to grab you cock and jerk you off. Wouldn't you?"
Carla stood there silently.
"Well, that's not gonna happen. You're not gonna get to jack off until I say you can."
I slapped his cock with my bare hand and it quickly snapped back.
"I think I wanna go to the mall today. Get yourself dressed. You're driving me down there." I stood up and fastened my pants.
"Oh! Wear something that makes you look like a slut!"
Carla wore a white blouse with a high collar and sleeves at elbow length. A pink pleated skirt and belt that stopped just above the knees. Nude thigh high stockings with two inch white pumps with a block heel. I was surprised at how slender Carla looked.
I smiles, "show me where you got you cock."
Carla raised his skirt. "I wear what is called a gaff for genital hiding. As you can see it looks pretty good."
I smiled. "I'm impressed. Lets go!"
In the car on our way to the mall, I told Carla what to do.
"If we meet anyone I know, you are my cousin, Carla. I'll do the taking. You'll just smile and agree with what I say. Understand?"
Carla nodded, "yes."
I smiled. "I like the way you change your voice. You almost sound like a real female. But your pitch is still too low. No problem. Like I said I'll do the talking you just smile and don't say anything."
We were at the mall for about a half hour when we met two high school friends of mine. Jason and Clarke who were also both 15.
"Hey, Sean! What's up?"
"Nothing. Just doing the mall thing with my cousin, Carla."
"I didn't know you had a cousin. Don't remember you every saying."
I smiled, "yeah. I must have, you just forgot. She don't live here. She just comes to visit once and awhile.
Clarke nodded his head. "That's cool."
I turned to Carla. "Why don't you go shop for some shoes. I'm gonna hang with the guys for a bit."
Carla smiled and nodded her head before walking off to the store.
"How old is your cousin?" Jason asked.
"Too old for you," I replied. "She likes guys twice your age."
"She's hot," said Clarke.
I leaned in close. "I'll tell you a secrete about her."
"Yeah! What?"
"She likes to suck young cock."
"No shit! Think she'll suck mine?" Jason asked.
"Not right now! Not here!" I quickly replied. "She is gonna be in town for a few days. I might be able to work something out."
"Whoa, that would be awesome."
I smiled, "I'll let you know if I can fix you up."
Carla came back from the store just as Jason ans Clarke were leaving.
"Why were those boys winking at me?" Carl asked.
"I'll tell you later. Right now I wanna get something to eat."
When we got home I told Carla about Jason ans Clarke coming over and they wanted their cocks sucked. At first he hesitated at the idea even refusing. I had to remind him about our arrangement before he saw things my way.
"These guys are never going to know you're not a woman. Unless they try to feel your boobs or pussy." I laughed. "I'll make it clear no touching just sucking."
Around seven, Jason and Clarke came by. I called uncle Carl into the living room and ordered him on his knees. The three of us got naked and stood in front of uncle Carl. He immediately began fondling our hard cocks, licking us one by one. Placing his lips just over the glans, he licked the head of our cocks and it felt so good.
Jason was the first to ejaculate and uncle Carl sucked him dry. Clarke quickly jammed his cock in uncle Carl's mouth. It was just in time for his load to squire out. Just watching uncle Carl suck my friends was enough stimulation for me. I grabbed my hard cock and yanked. I had about four good spurts that landed straight on his face. Later that night, I had uncle Carl come to my room and suck me off before I went to sleep.
I saw no problem what so ever with whoring my uncle Carl to some of the guys, for a price, of course. Like I said before, I was manipulative and dominating bastard that saw a great opportunity here. Carla and I made our weekend trips to the mall so I could make some money. I put Carla in the last stall in the restrooms then the guys would go in and get sucked for five dollars each.
Sometimes we would do the back seat of the car and sometimes the park. I was taking in about two hundred a weekend. Uncle Carl didn't complain. I think he really liked it....
End