Shoplifting Has Its Consequences
Copyright© 2025 by Rachel 42
Chapter 30: Prostitution has its Consequences
True Story Sex Story: Chapter 30: Prostitution has its Consequences - 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
A few days later I was at home; mom and Roger were both home that evening. I hadn’t been spending as much time at home with mom and Roger as I had in the past, being able to hang out with Bob and his parents in such a big house and sleeping with Bob, instead of my mom was more of what I wanted at that time.
Mom and I went to bed together and I listened to her tell me the story of her recent breakup with the married man that she had been carrying on an affair with. It seems that he finally got caught by his wife, and that she had threatened him with divorce if he did not break off the affair he was having with my mom. He and mom had sat down, and he told her all about what his wife had found out and what she told him he had to do.
He confessed to her that he had never planned on leaving his wife, mom was just a convenient piece of ass whenever the two of them got together, he was still very much into his wife, and he still loved and wanted her. He did say that he was sorry that he had used mom but assumed that they were both doing it for the same reason, to him it was just extramarital sex, nothing more than that.
Mom also asked me how my life was with Bob and his family, she knew how much I cared for them and how I had become extremely sexual with more than just Bob, she was inquisitive and yet so understanding as I told her about some of the times we had spent together, both sexually and as friends.
I told mom that I wanted to go to town this coming weekend to earn some more money. I was obsessed with the idea of getting my own car, and I wanted it to be brand new; all paid for including insurance. I didn’t tell anyone what my goal was though, I wanted it to be a secret.
As mom and I laid in bed together, both naked and both unashamed of it, I rolled over and cuddled her, feeling sorry for her breakup with a guy she should never have been with. She returned my hug and we fell asleep in each other’s arms. Mom and I never ever felt any shame in loving each other or being naked around each other.
In the morning, mom got up first and put the coffee on and took a seat at the kitchen table. She was naked as usual, another habit at our house that none of us ever considered unusual or anything to be ashamed of. I got up soon after mom and joined her at the kitchen table, I was also nude, I liked the sight of my naked mom, and I think she liked that I was naked as well.
A little while later, Roger got out of bed and came into the kitchen, he walked over to the coffee pot, poured a cup of coffee and then walked to the table to join us, he was also not wearing anything, he stopped just in front of the table and starred at us before saying: “What a beautiful fucking sight, two of the most beautiful sets of tits I have ever seen.”
I looked at him and said: “Sit down Roger, you fucking pervert, is that all you ever think of is sex, sex, and more sex?”
Roger said: “Honestly sis, it is hard getting up in the morning and seeing you both naked and not wanting to fuck one of you, I’m just a normal fucking guy, and when I see a couple of hot ladies sitting naked, then ya, I want to fuck one of you.”
Mom got up and took Roger by the hand: “Come on Roger, let’s go and have some fun.” They walked into the bedroom and didn’t bother closing the door behind them, another of the things that happened at our house frequently.
I finished my coffee while listening to the moans and groans coming from the bedroom, mom and Roger were enjoying each other, and then I could tell that they were both reaching the stage of orgasm. A short time later, they came out of the bedroom and sat and enjoyed coffee together. Mom looked at me and said: “You can take care of him next time; he really is getting to be very good at fucking.”
Later that week, I asked Bob if he would be willing to take me to town and stay with me as I turned some tricks. As usual he wasn’t really liking the idea, but he knew that if he didn’t help me, then I would do it myself, so he reluctantly agreed. On that Friday evening, we went into the city, I paid for a room at a motel near the area where I wanted to work, I wondered if John, my new cop friend, would be around as well.
We checked into the motel and went up to the room; I wanted to get right to work as it was already getting dark. I opened my small overnight bag and pulled out what I had planned to wear that night. I small imitation leather mini skirt, a black thong, a very revealing low-cut top with a black push up bra, I looked at myself in the mirror and immediately felt like a slut. But I knew this was how I was going to get paid. Most men wanted the dirtiest, sluttiest fucking whore they could find, and when they did, they paid good money to get their rocks off.
Bob looked at me and I could almost see the tears in his eyes. The girl that he loved and cared for looked like something he only thought about. He knew guys would be fucking me, he knew guys would be getting their cocks sucked and he knew they would be caressing my body; he hated that.
I looked him in the eyes, kissed him passionately and said: “Don’t worry Bob, I will be okay, none of this means anything to me except for the money, and remember that my pussy has been banged so many times, that a few more aren’t going to matter, this is just for the money baby, and nothing else.” I turned and walked out the door and down to the street corner that I had usually used.
My first trick didn’t take long at all, a guy saw me and he wanted to have his cock sucked and then fuck me, that would be an easy hundred bucks. He took me to a hotel, and he watched as I stripped for him, then I went down on his cock and finally allowed him to get on me and finish himself by fucking me. No problem, as I quickly dressed and he returned me to my street corner. The second guy just wanted it in his car, he wanted to see my tits, feel my tits, and finger my twat and then get a blowjob from me, I did it all for eighty bucks.
As I stood back on my corner, I waited about twenty minutes when a guy pulled up in a nice car, asked me to get in, which I did, and we negotiated a deal. We would go to a park, I would get naked for him, and we would have outdoor sex for a hundred bucks. No big deal, just another john with another need that had to be filled.
I got into the car, and we drove a little longer than I had hoped, but we eventually came to a park. I got out and we walked over to a picnic table; he put his hands on my boobs and began feeling me over my bra and top. Then it became a little rougher, and I don’t like anything rough, I protested and he smacked me across the face. I was hurt, and I began to bleed from my mouth, he dragged me to a tree and tied me to the tree, I began to beg him to stop, do whatever you want, just don’t fucking hurt me. He pulled at my top until it ripped off me, and then my skirt was ripped off, I was in my bra and panties and he continued mauling me. Then he pulled my bra and then my panties off of me. I was naked as he groped me like an animal. He was mauling at my tits, nothing pleasurable at all was happening. He made me open my legs and he began sticking his finger up my hole and finger fucking me quickly and rough.
I continued to beg him to stop, but he wasn’t going to stop. Then he turned me over and I felt his finger enter my virgin asshole. It hurt like hell as he fingered me for several minutes, telling me all the while what a dirty fucking whore I was. Then finally, I felt his cock enter my ass hole, he fucked my ass, and I hated it, it wasn’t how I wanted my first anal experience to be. I cried as he continued pounding my anal passage. Another smack to the head as he continued shoving his ever so hard cock up my ass. I thought for sure that I was going to die.
Finally, I felt his hot cum in my asshole, I hoped that he was finished with this sexual attack, I hoped that he would just go away and leave me. He turned me around and again told me what a dirty fucking whore I was, and then he slapped me a couple of more times, and then pulling on my nipples, and the feeling was so painful, and finally he took something like a tool handle and tried to shove it into my cunt. It hurt like hell, and I cried, and then he pulled it out, and he stopped. It was like something came over him, and he knew he had done wrong.