Shoplifting Has Its Consequences
Copyright© 2025 by Rachel 42
Chapter 1
True Story Sex Story: Chapter 1 - A young teen is caught shoplifting and pays the price.
Caution: This True Story Sex Story contains strong sexual content, including Blackmail True Story Masturbation
As you get a little older in life, you tend to look back on things that have happened along the way. In my case I was remembering back to a time when I was thoroughly embarrassed as I got caught shoplifting and the consequences of my actions.
We were a very poor family, and I lived with my single mom and two younger brothers. I really wasn’t taught to do things the right way, and in fact had been encouraged to do things a much different way. Mom was a shoplifter, mainly because she couldn’t afford some of the things we needed and as a result, she not only taught me to do the same, but she also encouraged it.
Whether it was clothing, food, or just something I wanted to have, and because we didn’t have the money for it, I began stealing from stores and in fact, I became very good at it. Or at least I thought I was good at it, and up until the first time I got caught, I had never considered the consequences of my actions if I did get caught.
I was just 15 years old when I got caught stealing for the first time. It happened in a local supermarket. Quite often on my way home from school, I would stop and wander into the supermarket and steal one of the huge chocolate bars, take it home and share it with my mom, she was always so proud of me, and it made me feel so happy and loved to be able to share these chocolate bars with her.
One day after school I walked into the supermarket like I had so many times before. I was wearing a blouse that was buttoned up in front and a light jacket over it. I was walking around the store looking at different things but knew that I would eventually end up in the candy aisle and ply my trade as a thief and tuck one of those tempting chocolate bars inside in shirt and steal away as if nothing had taken place.
I eventually made my way to the aisle where those chocolate bars were, then after ensuring that nobody was looking, I picked one up and slid it inside my shirt and under my bra strap to keep it in place. I then looked around again and made my way to the exit. I clearly felt that I had again pulled off the perfect theft, and mom would be so proud of me and make me feel like I was her good little girl.
Well, not everything went as planned. I got to the exit and took a step or two outside when a man in his thirties or forties stopped me. I heard him say: “Excuse me Miss; do you have something that you haven’t paid for?” I was shocked, I didn’t have a clue what to say or how to respond, not only did I have the chocolate bar, but it was hidden in my bra, this was going to be so embarrassing. I managed to answer him by lying a one-word answer: “No.”
He looked into my eyes and then he said these words to my scared self: “I think we should go back into my office, you are going to have to face the police.”
Obviously, I was scared to death, I had never been caught before, and I was so scared of him calling the police. I followed him into his office. It was very small with a desk that was full of different types of papers. There was a small window that was one-way glass, he could see out, but nobody could see in. I thought to myself that that was probably how I had been caught.
As he looked at me, he asked me to remove my jacket so that I could return the chocolate bar. I did as he asked, but then he noticed that I had it tucked into my bra, and that is when I saw his eyes and his temperament change. It became so obvious to me that he was fascinated by my boobs.
I was only 15, but I had extremely large boobs, I was already wearing a 40D bra and it was well filled out. Then he said to me: “Miss, you have done a very bad thing, shoplifting is a serious offence, and we don’t take it lightly. I have a few options here; I can call the police or something else that might be an easier way out for you. Why don’t you pull that chocolate bar out and put it here on my desk.
Shaking and still scared, I did as he had asked, I reached into my bra and pulled it out and placed it on his desk. I could tell by his reaction that he was excited to see me reach into my bra. I looked back into his eyes, and I knew what he wanted, I sensed that there was a way out of this mess without him calling the police.
This was another thing my mother had taught me only a few months earlier, she told me that all men were the same, she had a very low opinion of men, as she had been used and reused many times in her life by men, and she had to use sex to get what she wanted of to get out of certain situations. She had told me that all men wanted tits and cunt, it was all they ever thought of, and she was adamant that she knew what they wanted.
Now this guy had me right where he wanted me, he knew I was scared, and he knew that i was very vulnerable and that I would probably do almost anything to get out of the situation I was in. I just didn’t know how far he expected me to go or how much he expected me to give.
I finally worked up the courage to ask him what I could do to get out of this situation without him calling the police. He smiled and then staring directly at my tits and making it perfectly obvious what he had in mind, he turned the question around and asked me what I was willing to do to make it go away.
I was hoping that if I showed him my boobs that he might be satisfied, I was hoping that would be enough, but I knew it might not be, but he had me right where he wanted me, he knew I was scared, and he knew I didn’t want a visit from the local police. He got up from behind his desk and he walked to the office door and turned the lock. As he walked back to his desk he looked at me as if to say, “We are alone now and secure, it is your move.”