High School Pimp

High School Pimp


I was only thirteen years old throughout most of my freshman year in high school. I was only four years old when I entered kindergarten and I had not failed any grades. I was a nerd and had no friends. I just didn’t fit in. High school was nothing like grade school I’ll tell you that.

Then one day in March a senior boy talked to me. I thought that he was talking to someone else and turned around to look. He walked right up to me and then I figured that I was going to get beaten up.

He asked me, “Was that your little sister I saw you with yesterday at the pizza shop?”

I said, “Yes Danielle is my sister. Why?”

He asked, “Does Danielle fuck?”

I said, “No she is a virgin.”

He said, “Too bad I’d give fifty bucks to fuck that.”

During the rest of the day at school all I could think about was him wanting to fuck my little sister. To think that someone would pay me fifty dollars to fuck her. Hell her tits were just starting to grow. I get to see them occasionally but that’s only because we have a bathroom that connects our two bedrooms together. Since we grew up that way we don’t seem to bother with closing the bathroom door or locking it that much. I see her almost every morning in just her panties brushing her teeth. All we ever sleep in is just our underpants. Mom and Dad don’t even wear that much.

That day after I got home from school Danielle was in her bedroom while Mom was downstairs puttering around.

I decided to tell Danielle what the boy had said to me.

Danielle said, “He would really pay fifty dollars to fuck me! Why?”

I said, “I’m not sure but he seemed to really like you after seeing you in the pizza shop.”

Danielle said, “You know that I’m a virgin, don’t you?”

I said, “Yes and I told him that too but he didn’t seem to care and walked away.”

Danielle then surprised me when she said, “We could split the money if I did let him.”

I said, “Why would we split it?”

Danielle said, “Come on you watch all those cop shows with me. You know that the pimp gets most of the money.”

I said, “Yes but that’s television.”

Danielle said, “Then again you would have to get the money, bring him home, and stand guard for Mom while he fucked me.”

I said, “You’re getting interested, aren’t you?”

Danielle said, “Yes, I want to buy some more clothes and makeup. I could use the money.”

I said, “But you’re a virgin. What if it hurts and you scream. Then Mom will catch us.”

Danielle said, “Then we need to do it first and see.”

Danielle then locked her bedroom door from the inside and then went into my room to lock that door too. Then she came back. She took her clothes off including her panties and just looked at me. I took my clothes off too and we stood there looking at each other naked.

Danielle knew more about sex than I did because Mom had ‘the talk’ with her recently. Dad had his talk with me a few years ago but he left out all of the good stuff. Apparently Mom had not left much out at all.

So Danielle got down on her knees and sucked on my cock for a minute. Then she got on her bed and told me to lick her pussy. When I asked why she just said that it was part of making love according to Mommy. I told her that it looked gross. She said that Jenny and Samantha had both licked her pussy and that they didn’t think that it was gross. She told me that she had licked their pussies too. That excited me. I sort of liked seeing pictures of two girls in some of Dad’s magazines. So I just started licking her slit. I actually enjoyed it. It didn’t taste nearly as bad as I had imagined that it would. Danielle sure liked it. After a few minutes Danielle started moaning. She told me to stick it in and held her pussy lips open for me. I slipped my cock into her and it went right in. Danielle tried to explain that it was because we were both ready to make love. I hardly paid any attention to what she was saying because what I was doing felt a whole lot better than jerking off. When I cum in her I really liked it. Danielle said that she liked it too but then I watched as she played with herself. She explained that Mom had told her that women usually had to finish themselves off after sex because men just couldn’t do it long enough. Anyway after she took care of her own needs we got dressed and went downstairs.

When Dad came home it was usually time for dinner and Mom had it almost ready. During dinner Danielle asked Dad to tell her about pimps and whores. That started a very interesting lecture on how pimps take advantage of young girls, get them hooked on drugs, take all their money, and beat them up. Mom talked about some of the movies that she had watched when we were in school. Some expensive call girls make a lot of money and somewhat safer while the street hookers get into cars with complete strangers and are murdered. Then Mom and Dad started going back and forth on whether or not prostitution should be legalized. Dad said that it would just invite more girls to do it. Mom said that it was good because then men would not be raping girls if it was easier to get laid. They even got into white slavery and young girls being kidnapped and sold as whores around the world. Especially young pretty blondes like Danielle.

Then Mom lectured us both on getting pregnant, using condoms, AIDS, and VD.

After dinner we went back up to our rooms just to get away from them. We locked ourselves in and Danielle wanted me to fuck her again and this time harder and longer as if I were paying for it. Being thirteen I did the best that I could, then about twenty minutes later I fucked her again. She begged me to do it as much as I could. She was training herself to please me. She said that I seemed to like it when she squirmed, when she cooed softly, and when she panted during her orgasms.

That night I fucked Danielle six times and she slept in my bed. In the morning we did it twice before school. Danielle really wanted me to invite the boy home after school.

I found him and asked him if he was serious about paying me fifty dollars to fuck my little sister. He sure was and said that he had a few friends that would like fuck her too. I told him that I could only take one home at a time and he said that he wanted to be first. So he told me where to meet him after school.

When we went into the house Mom said hi and I told her that he was going to play a video game with me for a while. She just smiled and told us to enjoy ourselves.

Danielle always gets home before I do so she was sitting on my bed when we walked in. I locked my door and Danielle said that she had locked her door too.

Danielle opened her knees up and let us see her pink panties as she asked, “Did he pay you yet?”

I patted my pants pocked and said, “Right here.”

Danielle stood up and took his hand then she led him into her bedroom. She closed the bathroom door on my side.