Life as a Sissyboy

By D Smythe

Published on Oct 20, 2007

Transgender

My Life As A Sissyboy

Chapter 1

My name is AnnaBelle Rodriguez and I've always wanted to be a sissyboy. I was always fascinated by the idea of being a sex slave and having titties and a dick. This is the story of how I became one.

When I was 13 my father came home with a big Hispanic man named Jack. As they walked in, Jack's eyes searched over my naked body. I assumed he was staring at the fact that I had a feminine body. My dick rose with all the attention I was getting from this hunky man. Dad explained that he was in the pussyboy business and was in the process of helping Jack find a sissyboy. I smiled. This was my chance.

"I'll do it!" I volunteered. Dad and Jack exchanged looks.

"Son, that would mean you would have to move, and be in a sexually binding contract for the rest of your life. If this is what you want to do, fine. But are you really ready?" Dad asked

"Yes." I replied.

"Then suck my dick." Jack said. He pulled down his pants and a big, fat, circumcised, Spanish sausage flopped out. I walked over and took the head of Jack's dick in my mouth. I started licking the head and estimated that his dick was a foot. I started sucking his dick making slurping noises. I bobbed my head down on his fat cock.

"Yes you little whore. Suck my fat dick. Deep throat it. Gag on it."

I did as I was told, attempting to deep throat his cock. After about five times, I succeeded in getting his cock down my throat. After what seemed like hours, Jack came in my mouth. It was salty and sweet.

"Swallow it all" he commanded. I swallowed, making sure no cum dribbled down my cheek. When I was finished, Jack took his dick out my mouth.

"Your name is Adam, correct?" he asked

"Yes sir" I said.

"Well if your father hands custody over to me, your name is going to be AnnaBelle, o.k?" he asked

"Yes sir."

"And call me Daddy."

"Yes, Daddy."

Daddy then turned to my father and said, "May I have him?"

My father replied "Get your whore out of here."

As Jack led me out to his car, he handed me a pill and told me to swallow. I did as instructed. When I got in the car Jack said, "Ready to go home, baby girl?"

"Yes Daddy."

When we got to Jack's modest, two story house, my chest began to feel heavy. I also felt drowsy. I kept my mouth shut, though. As soon as I walked in Jack picked me up and carried me to the bedroom. As soon as my head hit the pillow, I was asleep.

When I woke up it was morning. As I got out of bed I noticed that I had D-sized breasts and long brown hair. I was very excited and I had to pee. I wandered around until I found the bathroom. Upon finding it, I went in sat on it, and took a shit. When I was finished, Jack came in totally naked. He had a raging hard-on.

"Suck my dick and drink my piss." He instructed

I did as he told swallowing the loads of piss that pumped out of his massive dick. When I finished he told me to take a shower and put on the clothes he would put on my bed. He then said he would meet me down stairs. I had an hour. I got in the shower and turned the hot water on. As the water hit my body, I lathered my self with soap, rubbing my titties and playing with my nipples. After a 30 minute hot shower I turned off the water and dried off. I wrapped the towel around myself and walked to my room. On my bed were a thong, a small bra, a mini skirt, and a tight tank top. As I put on the clothes I admired myself in the mirror. I was an attractive girl. I found a pair of heels and I put them on. Looking on my dresser I found a hairbrush and some lip-gloss. After brushing my hair and putting on lip-gloss, I walked down stairs to meet my Daddy. Upon arriving in the kitchen Daddy, fully dressed, said, "You look very sexy, bitch. Come give Daddy a kiss." I walked over to Daddy and kissed him. He pulled up my skirt and pulled down my thong. I felt his dick grow in his pants.

"Pull out my dick and get it all wet so I can fuck your tight little cunt." He whispered in my ear. I slid out his lap and knelt between his legs. I pulled down his pants and began to suck on his sausage. After about ten minutes he pulled my mouth off his dick and told me to get on all fours. When I did it I felt his cock head pushing into my cunt hole. The pain was excruciating.

"Push like your taking a shit" he told me. I did as he said and his head popped in. slowly the pain subsided. Soon he began to fuck me very slowly until I was begging him to fuck me harder. As he fucked me harder and faster I was in heaven. We were both moaning as he played with my tits and fucked me at the same time. Suddenly his dick grew bigger in my ass and I knew he was about to cum. He pumped his rod harder and harder until he came in my ass. As soon as he was finished my asshole clenched around his pole as I came on the floor. When I was finished, Daddy pulled out of me and told me to lick up my mess. I licked up my salty cum with no complaints.

After I finished Daddy announced that we were going to meet some friends of his, and that I was the main sexual attraction. We walked out to the car and drove towards the beginnings of my second sexual adventure.

Please e-mail me with story suggestions. Comments appreciated. Thanks in advance. slutboy24@yahoo.com

Next: Chapter 2


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