Shoplifting Has Its Consequences
Copyright© 2025 by Rachel 42
Chapter 5: Back to the Grocery Store
True Story Sex Story: Chapter 5: Back to the Grocery Store - A young teen is caught shoplifting and pays the price.
Caution: This True Story Sex Story contains strong sexual content, including Teenagers Blackmail Fiction True Story Incest First Masturbation Petting Squirting
Mom seemed to be a little shocked and embarrassed too when I asked her the question about her ever selling herself sexually. However, mom being mom, she was strait forward and honest with me. “Yes Rachel, I have sold myself, and I have done it several times. I must admit that I do like sex, but I think you already know that, but when I sold myself, I did it for the money, it was money I needed to either feed you kids or to pay the rent.
When I need the money, I go into the city and work the streets, so Rachel the answer is yes, I have and still do occasionally work the streets in the city as a prostitute. I’m not proud of it, but sometimes you have to do what you have to do. Personally I would rather not do it, I would rather just find a man that wants me and give it away, that way we would both get what we need and want, but when the bills mount up and there is no money, then I do what I have to do to survive.
I loved hearing my mom talk to me honestly, then I asked her: “Does it bother you that I let some boys pay me for sexual favors, I mean, I know you didn’t ask, but there were four boys, I let two of them fuck me and the other two I gave blowjobs, they were so happy with what I gave them and they were nice to me, mom, I liked it.”
Mom smiled, I could tell that she wasn’t upset with me at all. “Rachel, you are learning fast, I had to do it at a young age too, A lot of prostitutes don’t like what they are doing, but I love sex Rachel, for me it is something I would do for nothing, but if a man is willing to pay for something that I enjoy, then so much the better.”
“I love you mom, thank you for being so understanding and talking to me, I think I am going to go back to the Supermarket today and see what I can get out of the manager. He told me to come back when I wanted more chocolate bars, and instead of stealing them, just go to his office and ask him for them.”
Then mom looked at me and asked: “Would you like to go to the city one evening and work the streets with me, I think we could have a great time together?” After a short pause to ponder what she was saying I answered her: “Sure mom, that would be fun, and it is so nice to have some money, think of some of the things we could have, like a whole drawer full of lingerie and bras, instead of these old ones.”
“We will do it soon Rachel, maybe even this coming weekend.” mom answered me with her naughty little smile.
I went to school the next morning, it was another beautiful day. I walked into the school and was standing by my locker when Bob approached me, he wasn’t rude this time, in fact quite the opposite. He came up to me and sheepishly asked if he could talk to me. We still had a lot of time before school started, so I agreed. He wanted to talk privately, so we went out behind the school to a place where no other kids were around.
“What’s up Bob, you want to fuck me again, I’ve already told you that as long as you have the money, you can have me.”
“No Rachel, I mean yes, I do want to fuck you again, but I want you to come to my house tomorrow, my parents won’t be home and we can have the whole house together, but what I really want from you Rachel is for you to teach me things, let me examine your body, I mean, I am such a nerd when it comes to the body of a girl, I need you to teach me things.” was how Bob responded.
I looked at him and asked: “I see, well then if it is just, you and me, I don’t know exactly what you want from me, but I guess I could do the best I can. How much money were you thinking this would be worth to you?”
Bob answered: “Rachel, I come from a wealthy family, my parents have given me a lot of money, so whatever you want, I will pay, but I want you for a couple of hours or so, so how about a hundred bucks, would that be enough.”
Almost shocked by the offer, I answered: “That would be enough Bob, I will see you after school tomorrow.” I spent that whole day at school thinking of the conversation I had with Bob and wondering exactly what he wanted and what he meant by examining me. Still, I had no fear of the situation, he sounded very naive, and I suspected that he was just interested in learning more about sex. I wondered about his girlfriend, obviously she had no idea that Bob would be doing this, so I knew I had to keep it to myself.
After school I went to the Supermarket on the way home, I had one goal in mind, and that was to get the manager, hope that he was in a horny mood, and see if I could get a gift certificate or voucher for groceries by doing something sexual with him. I knew he wanted me and would be willing to give something for a little more that he got last time.
As I walked through the supermarket on my way to his office, I felt more confident than I had ever felt before, I felt like I could take control of the situation and convince him to give me something of value for the use of my body. I reached his office and gently tapped on the door; I heard him say: “Come in Rachel, I’ve been expecting you.”
I walked in and sat in the chair across from his desk, I smiled and asked: “Would it be okay if I got a couple of chocolate bars, or is there something else you might have in mind, what I am asking for is maybe something more, like a food voucher because my family and I are very broke and we can’t afford groceries.”
He looked at me and asked:” Well Rachel, just what exactly are you offering me for this food voucher.”
I answered him bluntly: “I will do whatever you want, as long as I get compensated fairly for what I give you, you just tell me what it is you want and then we can figure out how much it is worth.”
The manager answered: “Rachel, I knew you would be back, and I have been thinking of what you might want and how I might get what I want, so here is my thought. I get off work at 5:30, would you be willing to meet me in the motel up the street for about an hour, I am going to want to totally take advantage of your body and use you for my satisfaction, there will be nothing violent or sadistic, just me fucking you and you sucking my cock and things of that nature. For your trouble, I will give you a fifty-dollar food voucher. Does that sound fair to you?”
“I answered with a huge smile: “Yes, but I also get to take four chocolate bars now, and then I will see you this afternoon at 5:30.” I walked out of his office and noticed the name on his desk: Mr. Ron Skye. Then I saw a picture of him on one of the shelves, it was him with a good-looking woman. “Is that your wife?” He nodded. “Don’t forget to bring a condom.”
I hurried home knowing that I only had a little over an hour before I was supposed to meet him at the motel down the street from the grocery store. I was both excited and a little apprehensive, excited to be with a married man that was willing to give me the equivalent of money for sex, and a little apprehensive about the possibility of being found out.
When I got home and went into the house, I knew mom wasn’t home because the car was gone, I thought I might be alone, but Roger was home. He quickly came and told me that he had the condoms and was wondering when the two of us could have the sex that I promised him. Knowing that I was going to have Mr. Skye that afternoon and then Bob from school tomorrow, I told him that it would have to wait. I am going out in a few minutes and wouldn’t be home until later tonight.
Roger seemed a little disappointed and asked: “Oh, come on sis, you promised, how about later tonight when you get home, we will have the house to ourselves, how about we do it then.” I hesitated, and said: “We will see how I feel when I get home, that’s a maybe Roger, not a yes, okay?” Roger seemed pleased, probably assuming that my maybe actually meant yes.
I went into my room and quickly changed out of the dress I had worn to school, and pulled on the only pair of cut-off jeans that I owned, I left my new black bra on, and put on a blouse that was white in color, looking in the mirror I noticed how much the black bra showed through my blouse. I didn’t really care, I was wearing that bra, and I didn’t have a lot of options for tops to wear.
This was the late nineteen-sixties, free love was a theme, along with braless girls everywhere. I could have easily gone braless too, but I had just bought this bra, and I wasn’t accustomed to nice clothes, I also had these relatively large boobs to contend with, so for now at least, I was wearing my new black bra.
Now that I was ready, I headed out the door and slowly walked towards the motel that Mr. Skye had asked me to meet him at. I realized that I had no clue as to what room he would have rented for the evening. I really didn’t have to worry about that, I got there before he did. I watched as he pulled up in his car, saw me standing across the street, he gave me a little nod and then went into the office to rent a room. I waited for him to come out, and when he did, I watched as he walked down the front of the building and stopped at room twelve.
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