Reader discretion is advised, this story contain graphic content depicting violence and rape which may not be suitable to all readers. This is a fictional story and does not portray real events or real persons. All characters are 18 or older.
My mom and dad divorced when I was in high school. It didn't come as any shock to me. Mom had caught him wearing her clothes a couple times. I even caught him once. I actually thought he was hot dressed like a woman. She had enough and they got a divorce.
Dad had a small book store down in the city. Mostly used and out of print books. He made a small living from it. Dad was 43 and he still loved to dress like a woman. I guess he hung around with other guys like him, but I wasn't one to judge. I worked for a local gangster, running numbers.
I had been doing it since I was 18 after high school. I'm 19 and close to 20, and had other ideas. I wanted to run that book store and have my dad work for me. The problem was, he didn't want anything to do with me or mom. He made that clear. I went to see Mister Calero.
"You been a good runner for me, David. I never had to worry about you. Dependable and honest. I reward people like that. You want to go in business with your old man, you go. If it don’t work, you always got a job here.
I smiled at him.
"I appreciate that, mister Calero. But, there is a favor I need to ask."
The burglars showed dad no mercy when the broke in his apartment. He was alone, dressed up in women's cloths and watching television. He did everything they asked, even showing them where all the valuables were. He hoped that would make them leave quicker. They decided to stay and have some fun with him.
They gagged his mouth, tied his arms behind his back and stripped him. They made him do some humiliating things, including sucking their cocks, spanking his ass and forcing him to jerk off in front of them. It was a long and humiliating night for dad. I found him naked and on the floor when I came in.
I saw his ass was still dripping cum and so was his cock. His face was even covered with it. His ripped up clothes were scattered on the floor, but he still had a blonde wig on. He saw it was me and I could see the humiliation in his face. I sat down on the sofa and looked at him.
"We need to talk about our future together. I’ve learned a few things from mister Calero. I’m going to run the book store and you work for me. "
I could tell dad was not happy to hear that. I had him in a helpless situation and I was going to take advantage of it. Not that dad was an aggressive guy, actually he was more of submissive guy. Mom was always the strong one. She ran the house and everything in it. Including dad.
From the very first time I saw dad dressed up like a woman, I thought about seeing him naked. He is not an ugly man by any means. He wasn’t tall, but he was always nice and trim. Very sexy looking in mom’s clothing. I noticed his whole body was shaved, which looked really sexy.
I knew I was going to have to show dad I was not some little sniveling kid, but a man who was going to be in control. Dad and me got to know each other very well that weekend. I didn't fuck him then, although I really wanted to.
I just wanted to weaken him enough that he would submit to my running the shop. I just played with him that night and all day Sunday. I made suck my cock 5 or 6 times. I made him do it in front of the mirror on the closet door.
To my surprise, every time he did, his cock got hard. I led him around the apartment on a collar and leash. I would also jerk him off from time to time. By Sunday evening, he was modeling clothes and stripping them back off for me.
I never told him the 2 burglars were guys that worked for mister Calero and they didn't steal anything. They gave it all back to me. I told dad I was going to live in the apartment with him. He didn’t really have a say in it, but he said he was happy to have me there after the break in.
I took over the running of the book store and I told dad he would wear women's clothing at the store all the time. I thing dad always wanted to dress like a woman in the store, but was afraid to. Now, he was forced to wear women's clothing at the store and he seemed happy about it. Dad’s name was Paul, so we made a name tag for him that said Paula.
I noticed a few more crossdressers coming into the store. Some of them were really hat, but others you could tell they were men. There was this guy that liked dad and he would come in everyday to see him. One day I saw him in the back isle with his hand up dad's skirt. They saw me and quickly moved on, but it got me to thinking.
If there were more guys like him, maybe I could make some money prostituting dad in the back room. Suck a few cocks, maybe a few quick fucks a day. I was going to give that some serious thought. I could supplement the store’s income with that arraignment.
I told dad to go buy some sexy clothes. Black Skirts that are about 6 inches or more above the knee. Some crotchless black fishnet stockings, a black fishnet top and a couple of nice looking wigs. The high heels I left up to him. That night, I made him show me what he got. The black leather dress was hot.
I ordered him over to my chair. I slid my hand up the skirt to his cock and balls.
"Turn around."
I slid my hand over his smooth, round ass and down his inner thigh. I knew what dad wanted to hear.
“Dad, you’re a real knock out!”
It was the first time I really saw him smile. I patted him on the ass.
"Who's that guy that comes in to see you all the time? The one that had his hand up your dress."
Dad chuckled as he smiled.
"That Martin."
I leaned forward in the chair.
"And, what does Martin want, besides a free feel?"
Dad shook his head.
"Oh, nothing really. I've known him for some time now. We met at the club."
"Did you suck each others cock?"
Dad slowly nodded. I could tell he was embarrassed.
"Yes, a few times. But, nothing else."
I took another swallow of my beer.
"From now on it's, no free feels. $20 dollars for a blowjob and $100 dollars for a fuck!"
Dad stepped back with his mouth open.
"That’s, it’s prostitution. I can’t do that!"
I smiled at him.
"No, it's called servicing the customer. All the big stores do it. They supply the customer with every thing he wants."
Dad shook his head.
"David, I can't do this. I won't do it. We could go to jail!"
I quickly reached up between his legs and grabbed him by the balls. He gave out a yelp and tried to close his legs.
"I run the store, not you. I'll tell you what you're going to do and what you're not going to do! UNDERSTAND ME!"
He quickly nodded his head and I released my grip on his balls. That night, I thought I better show him just what his place was. I tied him up and gave his ass a hard spanking. I fucked him twice on the floor, then jacked him off as hard as I could. I let him suck my cock in the shower before bed.
The next day, Paula was dressed in sexy cloths. He was sorting books on the shelves while I watched. He was wearing red panties, because they showed every time he reached above his head. Late morning, I saw Martin come in. I met him half way and told him what the deal was. He smiled and pulled his wallet out.
"I'll pay 20 dollars to suck her cock any day."
I walked over and slapped dad on the ass.
"Martin paid to suck your cock. Use the back room and don't take all day."
Our side business was off and running. Even though dad pretended to be reluctant, I could tell he didn’t mind getting his cock sucked in the morning. He came up to me.
“I think I should be able to have a say in who I pick and what I do with them.”
I quickly took him into the back room and cuffed his hands behind his back. I yanked off his skirt, his panties and top. I led him back out to the center of the store and told him to stand there. Just in his high heels, crotchless stockings and nothing else.
It didn't take long for dad to change his attitude. He was ready to do whatever I said by 1:30. I thing all the pulling, poking, prodding and slapping, quickly changed his mind. The first week we made $460 dollars. That night, I had a talk with him.
"Lose the panties and bend over more. Oh, when you get through sucking cock, put more red lipstick on."
Truthfully, I thought turning dad into a whore, would have been harder than that. I could tell he loved all the attention. I think deep down dad was always a slut, but afraid to admit it.
The book store sales were going up, especially on Wednesdays. That was the day I turned dad into the naked cashier. I'm not sure where our business will go from here, but we’re both enjoying it.
END.
