High School Hooker
Copyright© 2022 by Master Jonathan
Chapter 2
Erotica Sex Story: Chapter 2 - Cheryl had found a way to earn some extra money at school and it wasn't till I had to pick her up one day that I learned her moneymaking scheme - no wonder she was so secretive about it! But her chosen income avenue had a downside to it as well...
Caution: This Erotica Sex Story contains strong sexual content, including Ma/ft Consensual Heterosexual Fiction School Anal Sex Oral Sex Voyeurism Prostitution Violence
After I had calmed her angry red ass a bit more, I took her home. I’m sure it wasn’t a very comfortable ride for her, but I tried taking the quickest and smoothest way I could think of.
When we got home, I helped her into the house and put her in her bed, laying her on her stomach with nothing covering her poor abused ass but more cool washcloths. I had to cool her ass further and help it to begin recovering.
After several more cool washcloths, she was feeling better. It would be a day or two before she could sit comfortably, but she had quit her crying and was able to rest.
I sat on the bed beside her as she lay there. Neither of us said anything for the longest time – me because I didn’t know what to say. Her because she was too embarassed at what she had been caught doing.
I didn’t want to lecture her and act like our father. She knew what she had done wrong and it didn’t need to be pointed out or explained. Besides in her fragile state, it would have done more harm than good.
And she knew that there was no reason and no excuse for doing what she had done. We were not a poor family – if she wanted or needed something, she could always go to Mom and Dad and get it. It wasn’t like she couldn’t find a boyfriend, either. Boys were always buzzing around her like bees at a beehive. She was a queen bee and was never at a loss for male companionship.
I didn’t even care why she had done it. The “why” didn’t matter – only that it had and now I had to find a way to deal with it. But that would have to wait until after dinner. I made sure that Cheryl was set and didn’t need anything, and then I went in to fix dinner. When it was almost ready, I came back in to check on her.
“Cheryl do you think you can eat dinner?”
“I’ll try,” she said softly.
She came in to the dining room walking very carefully. I had placed an extra seat cushion fromone of the other chairs down on her seat hoping it would make it easier to sit. She sat down very slowly and very gingerly, whimpering as her sore ass contacted the cushion.
We ate dinner quietly, not mentioning what had happened or anything about her exploits. After dinner was finished, Cheryl wanted to go to her room. Although she didn’t say anything, I knew she was too embarrassed and ashamed to face me at the moment. Which worked for me as well – I needed some time to figure out what I wanted to say and how to say it.
The next morning I awoke to the smell of breakfast and hot coffee. I went into the kitchen and found Cheryl looking incredibly sexy in her cropped spaghetti-strap pink cami that barely covered her tits and her tiny pink panties.
But the strangest part of this was she seemed to be making breakfast! Now having my sister cooking breakfast may seem normal to you my readers but trust me – just having Cheryl awake and out of bed this early in the morning is a feat in itself. Having her cooking is nearly miraculous!
“What are you doing, Cheryl?”
“Making breakfast, what does it look like. Now sit down your eggs are just about done.”
We sat down to a surprisingly good breakfast of bacon and eggs, toast and juice. Who knew my little sister could cook!
“This is really good, Sis! I’m impressed.”
“Thanks. I’m far from being a chef, but I can cook a little. Mom has been teaching me.”
“Well, this is a nice surprise. I might have you cook more while they are gone,” I said.
“Sure, I would like the practice ... if you don’t mind eating my cooking!”
Once we had finished breakfast, I pushed back from the table. “Sis, we need to talk.”
I saw her eyes lower and her mood dampen. “I was wondering when we would talk about what happened.”
“Don’t you think we should, Cheryl?”
“I suppose.”
“Listen Cheryl, I know you are seventeen now and I’m not Dad, I’m just your brother...”
“Step-brother,” she corrected me.
“Yes, step-brother. But still Mom and Dad left me in charge because I’m older. And I’m supposed to be taking care of you and watching out for you.”
“Look Chris, I don’t need you taking care of me. I am perfectly able to take of myself.”
“Yeah, I saw how well you were taking care of yourself. Now, I am not going to tell Mom and Dad about this. But I can’t let you just go on like this. You could have gotten really hurt, Cheryl.
“I had it under control...”
“Not from what I saw, you didn’t. How come you are still standing, Miss I-Can-Take-Care-Of-Myself?”
“I...”
Then borrowing a page from Dad’s playbook, I said. “Listen to me, Cheryl. This matter is not up for debate. This is how we are going to handle this. I am not going to tell Mom and Dad about this, but from now on I am going to be there when you have your ‘dates’. I won’t be visible or standing over you, but I will be close by.
“If things should start to get out of hand, I will step in and stop the party just like I did yesterday. I know I can’t stop you from doing what you do without involving Mom and Dad – or the police – but you are my sister, okay step-sister, and I love you. I don’t want to see you get hurt, Cheryl.”
This seemed to get her attention and broke down her resistance to my talk. I wasn’t sure if it was the fact I wasn’t going to tell Mom and Dad, or that I admitted I couldn’t stop her from doing this, or if it was that I cared about her. But whatever it was she quieted down and was willing to listen to me.
“Now yesterday wasn’t the first time I have caught you in the act, so to speak. And I know you turn a pretty good profit at this. The other day you got $200 for doing Billy and last night you were about to make that much or more with that asshole, Tommy.
“By the way, he dropped this in his rush to keep from getting beaten to within an inch of his life.” I handed her the two $100.00 bills that I had picked up off the locker room floor.
“I want a piece of the action, and in return I will give you protection when you work. I will make sure that something like this never happens to you again.”
“So you are going to be my pimp?”
“Well, I am not going to get you your clients, but I will make sure things don’t get too rough. Think of me more as your bouncer.”
“And how is that going to work? I meet my dates as you call them at different places, depending on when they want to play,” she said.
“You know that travel trailer I have been fixing up? Well I am going to do a few ‘modifications’ on it for you to use. You just bring your guys to it and tell them it’s your brother’s and make it seem like you are sneaking in to use it.”
“What kinds of modifications are you talking about?”
“I am going to wire it with a microphone and a hidden camera so I can keep an eye on you with my laptop here.”
“You know how to do that?”
“No, but I have a friend who does and who won’t say anything when he does. All I have to do is pay for the hardware and he’ll do the installation.”
“So you will be watching me have sex with these guys?”
“Sis, I already have. But yes ... I want to make sure you are safe.”
“Well, it might be a little weird at first, but I guess I can live with that. And that’s all you want – just to watch me having sex?”
“Oh no Sis, there’s more ... I want a cut of the profits too!”
“What do you mean? How much of a cut?”
“Well what do you charge your dates? What are your rates?”
“I get $20 for a handjob, you know jerking them off, I get $50 for a blow job, $100 for a straight fuck, and after that we talk.”
“Well, I think 20% should be adequate for my protection.”
“20%! That’s like... $10 for a blowjob and $40 if they fuck me!”
“Yeah, what’s your point?”
“That’s highway robbery!” she complained.
“And what you are doing is called prostitution. Maybe I should have let Tommy show you the benefits of having someone watch out for you.”
Cheryl rubbed her ass lightly, remembering what had happened.
“Okay, 20%. Is that it?”
“Not quite, Sis. Watching you have sex with these other guys is going to get me ... aroused. It already has. And since I don’t have a girlfriend to take care of the growing problem, you are going to have to – since it’s because of you I have it in the first place.”
This revelation seemed to pique her interest. “Watching me got you hard?”
“It sure did. In case no one has told you lately, little sister, you have a hot little body. And the guys seem to like what to do with it!”
“You think I am hot, Chris? Really? I never thought you took much notice.”
“A guy would have to be blind not to notice you, Cheryl!” I said.
“Thank you Chris. So tell me more about how I am to take care of you when you get hard watching me. What do you mean?”
“It’s simple Sis. I watch out and take care of you. In return you take care of me. I get to fuck you or get a blowjob whenever I want for free ... call it my ‘benefits package’.”
“And you won’t tell Mom and Dad? Or try to stop me or tell me who I can or can’t see?”
“If you agree to this you can run things as you see fit. I will just watch out that none of the guys try to hurt you like Tommy did, collect my 20% and, when the need arises, call on you myself.”
“And you will set up your trailer for me to work out of?”
“I can have it done in a weekend. It’s not difficult.”
“Well I guess we can do this ... I don’t see that I have a lot of choice in the matter,” Cheryl said.
“Actually, Cheryl, you do have a choice. I already told you I’m not going to tell Mom and Dad about this. Whether you go along with my idea or not. So that is not a concern of yours. Now, you can go ahead and go about things the way they were, taking a chance each and every time you set up one of these dates that you will get caught, or that your date will turn out to be another Tommy.
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