Shoplifting Has Its Consequences
Copyright© 2025 by Rachel 42
Chapter 4: Let’s Seal the Deal
True Story Sex Story: Chapter 4: Let’s Seal the Deal - 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
Monday morning, I went off to school like I did most days. I hadn’t expected to hear a few of the things I heard from some of the boys that day. Sure, I had become sexually active in the last couple of months, but I had no idea that some of the boys that I had allowed to fuck me or given blowjobs to would have spread it around to other boys.
As I entered the outside of the school, I was approached by a couple of boys that couldn’t resist taking a verbal shot at me. “Oh look, it’s Rachel the school whore.” I felt shocked, but not as humiliated as I should have been. A part of me was proud of the naughty things I had done. I felt good knowing that I was already sexually active and that the boys I had been with wanted me and what I would do for them.
Then I heard another remark: “Hey Rachel, would you fuck me too, I hear your pretty good.” This time I didn’t just hear it and move on, I decided to answer them with my own shot: “Sure, no problem, meet me after school, ten dollars for a blowjob and twenty if you want to get laid.” Then I kept on walking towards the school. It was obvious that one or more of the boys that I had sex with were bragging about it.
Later that day while I was standing at my locker, a good-looking guy came up to me and whispered: “If you are serious about doing us for twenty bucks, my friend and I would love to meet you after school, out in the woods behind the school.”
Startled, I just answered him: “Of course, let’s do it, just bring the money, make sure you have condoms, and I’ll be all yours.” I told him where to meet me. Having sex was not a big deal to me anymore. I enjoyed doing as many of the boys as I could, I loved spreading my legs and feeling those nice hard cocks in my pussy. I had never dreamed of making money with my pussy, but if these guys wanted to pay for it, I was more than willing to take it and enjoy the sex at the same time.
The day went slow as I anticipated these two guys fucking me later that afternoon in the woods. There was a trail through the woods that I walked to and from school every day. Just off the trail about a hundred yards was a place that was cleared out that I used to go to and just think and be alone. It is where I took the boys that I had let fuck me in the past. It is where I wanted to go after school and let the guys have me. To be completely honest, I was looking forward to doing this guy and whoever his friend was.
After school was out, I went to my locker, put my books away and grabbed my jacket and went on my way to where I was to meet the two guys that were to pay to have sex with me, I assumed at that time that they both wanted to fuck me and that if they were true to their word I would earn a very nice payday of forty bucks, more money than I had ever had in my life, but would they actually pay me or just use me.
As I walked down the trail and came to the little turnoff that led to the area I had chosen, my heart began racing with excitement. I couldn’t help it, I was excited, I wanted these two guys, I loved the feeling I had knowing that these two guys were willing to fuck me and pay for it. I walked along the path until I got to where I had arranged for us to meet. I was surprised to see that there wasn’t just two of them, but there was four of them.
I knew I needed to take control and not show any weakness, so I just stood there and said: “I see the party has grown, are you all wanting sex or have you all chickened out?” They all giggled and then I added: “You know the deal right, ten bucks for a blowjob and twenty to fuck me, money up front, and I’ll do blowjobs without a condom, but you need to wear one if you want to fuck me. So, who’s first?”
They could tell that I meant business, and they acted in a way that was making things easier. One of the guys named Bob spoke up: “Well Rachel, Mark and I want to fuck you, but Dan and Bruce only want blowjobs, so how would you like to do it?”
I looked at hem and said: “I’ll do the blowjobs first, then you two can decide who goes first when it comes time to fuck me but first let me see the money.” The boys all pulled out the money and handed it to me without any hesitation at all. I was so surprised, I had expected a little more hesitation, but these boys were well behaved and didn’t hesitate at all. I had the money, more than I had ever seen before, although I didn’t make it obvious. I put it away in my purse.
I then walked towards them, stood in the middle of them, undid the buttons on my blouse, and then removed it, reached around and undid my bra and let it fall forward, and stood there topless momentarily. I then said: “As you can see boys, I don’t have falsies like I have heard that some of you think, these puppies are real, so who’s getting the first blowjob?” I could hear the whispers as they stared at my tits, I don’t think they even thought that what was under my blouse were real. I heard remarks like: “Holy fuck, those are huge.” and “That bitch is stacked.” and “They are fucking real.” I knew this was going to be fun for me, then Bruce came forward with his jeans undone, his cock out and rock hard.
I looked at him with a grin and said: “You can feel me up first if you’d like.” He wasted little time in moving his hands onto my boobs and gently caressing me. He was gentle, I liked that. After a short time, I bent down and got on my knees in front of him. I put my hands in the bands of his pants and his underwear and pulled them down. His rock-hard cock was staring me in the face. It was not very big at all, I placed my hand on his balls and began to play with them, then I used my tongue to slide up and down his cock a few times, he was moaning, I could tell that he really wanted what he was about to get. I moved my mouth to the tip of his cock and opened it slightly, flicking the head of his cock with my tongue. Then I slowly allowed the rest of him to slide all the way into my mouth. Then rocking back and forth while fondling his balls I could tell that he wasn’t going to last very long. I was right because I felt him stiffen up as he was about to cum. I kept on bobbing back and forth on his cock when I felt that familiar shot of warm cum hit the back of my throat. Like the good little whore that I was trying to be, I swallowed every drop that he shot into my mouth. The taste is something that has never bothered me, and swallowing wasn’t anything I was afraid to do.
As he pulled his cock out of my mouth, he looked straight into my eyes and said: “Fuck Rachel, that was so fucking good.” I smiled back at him and just said: “Thanks Bruce, it was a pleasure doing business with you, maybe we can do it again.” Bruce nodded and then said: “I would love that Rachel, I do want more of you soon.”
I looked over at Dan and asked: “Okay Dan, are you ready?” Dan walked over to me as I stood in front of him, without even asking he began fondling my boobs, of course I didn’t mind, I considered it part of the package that they had paid for. I let him feel me up for a little over a minute and then dropped back to my knees, his pants were undone, but I had to help him pull them down. His cock was hard, very hard and his cock was quite a bit bigger than Bruce’s was. I followed the same procedure with Dan that I had with Bruce. I fondles his balls and then I stroked his cock and used my tongue to tease him, I knew he was ready. I took his cock all the way into my mouth and unlike Bruce, he began fucking my mouth with his hard cock. I liked what he was doing, and he even spoke a little as he continued fucking my mouth, telling me how good it felt and how close he was to cumming. When he was about to cum, he said: “Now Rachel, now I am going to cum baby.” He did and I swallowed every drop of his cum. Then holding his cock, I licked him clean.
I was again surprised by how kind and gentle he was, I was expecting them to humiliate me a little, but so far, they had all treated me so good. Dan parted with these words for me: “You are so fucking good Rachel, that is the best fucking blowjob I have ever had, I will be back for more if you are willing.” I just smiled, wondering how many blowjobs he had already had in his short lifetime.
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