Shoplifting Has Its Consequences
Copyright© 2025 by Rachel 42
Chapter 31: Down and Out
True Story Sex Story: Chapter 31: Down and Out - 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
I was lying in bed alone in the motel I had been in for the last week, most of my injuries had healed, I had turned tricks the last two nights and I was expecting Bob to arrive at some point to take me home. I had done a lot of thinking, I had just missed a week of school, and my grades had not been good up to that point. I thought seriously of dropping out of school. I knew it wasn’t the smartest choice, but one I was giving a lot of thought to. I decided to talk it over with Bob when he arrived.
Bob arrived later that afternoon, and I sensed something wasn’t right. Bob seemed a little more distant than normal. He came into the motel room and looked at me. I thought I detected that he was a little disgusted with me, maybe he had grown tired of me. Then he told me what was on his mind.
“Rachel, I have met someone, I have started dating a girl from school, we had two dates where we just got to know each other, and then last night we had sex together. Rachel, I have feelings for her, and she has told me that she has feelings for me too. I just don’t think that it is right for me to be close to you like we were if I am going to put effort into my new relationship, and Rachel, I want this new relationship. You have continually told me that you and I can’t have the kind of relationship that I want and need, even though I wanted to have that kind of relationship with you. Rachel, you have no idea how badly I wanted you, but always hearing you say that you were not for me.”
Bob stopped, and feeling bad about what he was saying, he looked at me again. I hung my head, never expecting this to happen, I knew deep down that I did love Bob, I loved his family, and now I was losing him.
I looked up and said: “I understand Bob, but don’t ever think that I didn’t have feelings for you because I have, and I still have, I hope we can be friends.”
Bob answered: “Rachel, you are pretty fucked up in many ways, you use your body for money, you don’t care who fucks you, you got the shit kicked out of you, but you still consider yourself a piece of shit, a slut, you won’t allow yourself to be wanted and loved, I just don’t get it.”
I didn’t know what to say, I didn’t bother talking to Bob about my decision to leave school, but this new revelation made my decision a whole lot easier.
I looked at Bob, a tear streaming down my cheek, then I said: “I wish you all the best with your new girlfriend Bob, I think it’s best I stay here for another week or so, I will get a bus back home when I am ready to go back home. I am going to drop out of school, my grades are not good, and now I have missed more time. I know I am a fuck up Bob, you are far too good for me.”
I got up and walked over to him and said: “I hope your girlfriend doesn’t mind me kissing you goodbye.” I leaned forward and kissed him on the lips, then put my head on his shoulder and I cried. I was only wearing my bra and panties at the time, so I turned and walked back to the bed and got into it. “Goodbye Bob, I hope you are still my best friend.”
Bob looked at me as I climbed into the bed and answered: “You will always be my friend Rachel, but now that I have this girlfriend, I need to keep our relationship a lot different than it was.” Bob turned and walked to the door, opened it, and then he left.
I spent the rest of that afternoon trying to comprehend what had just happened, I had just lost the only good thing that I ever had, Bob had been so good to me. He always treated me like a queen, yet I always just kept pushing him away. I couldn’t blame him for hooking up with some other chick.
After pulling myself together, I walked down to the office and paid the room rent for another week. I decided to do just as Bob had said: Sell myself, use my body to make money, turn tricks, be a whore, a dirty fucking whore that has no self-respect, a sixteen-year-old prostitute.
I went out that night and the next two nights after that, I made a lot of money and turned a lot of tricks, John found me late on the third night and drove me back to the motel. Of course, I knew he was going to want sex, that was just the way it was.
When we got to the motel, John parked the car and we walked into the motel room together. He had a bottle with him. I wasn’t sure what it was because it was still in a paper bag. When we got to the room, he asked if I would like a glass of wine. I hadn’t been drinking as much as I had a few months ago. He poured us both a glass of wine, and we sat there drinking it, and I enjoyed the taste, and then eventually the feeling I got after having a few glasses.
John managed to get me drunk, in fact he got me wasted, so drunk that I had to have his help undressing and getting into bed. As drunk as I was, he still managed to fuck me. I remembered it and did the best I could, but I was so fucking drunk.
I woke up the next morning, and as usual, John was gone, obviously he went home to his wife. I had a pounding headache from the wine, and I began feeling sorry for myself. I thought about Bob, and I thought about him with his new girlfriend. I thought about John, how he was married and yet I didn’t care about his wife, I just let him use me like I did with all the other Johns I had. How many of them were married I asked myself, Rachel, you are such a fucking loser.
Later that afternoon, I decided that I wanted another bottle of wine, I was too young to get it myself, so I went to my corner to turn a trick. My price would be money and a bottle of wine. I wasn’t on the street long, a younger guy came and asked for a blowjob. That wasn’t going to be a problem. I told him it would be forty dollars and a bottle of wine. He agreed, so I got in his car, he drove to a nearby liquor store, went inside and bought me the bottle of wine, then as we were parked in the back of the parking lot, I did my thing with him there.
I don’t know why, but I asked him if he was married. He told me that he was, and that his wife was nice, and good in bed, but didn’t ever want to give him a blowjob. I had heard that many times, so many wives are willing to suck their husbands’ dicks, but won’t go all the way, they won’t let their husbands cum in their mouths. He undid his belt, the button and pulled down his fly. I watched as he slid his pants down to his knees and then pulled his cock out of his white jockey shorts.
I took his cock in my hand and briefly stroked it, he got hard rather quickly, I went down with my mouth and began licking and sucking his hard dick, I also stroked it with my hand to help get him off quicker. He seemed to be enjoying it and then he began moaning and telling me how good I was as he let it go into my mouth. Like a good little whore, I swallowed his entire load and he was happy. He was good enough to drive me to my motel; I got out and went inside and sat down with my bottle of wine.
I sat alone drinking that bottle of wine, and again I started feeling like the biggest fucking loser in the world, I drank more of the wine until I was absolutely wasted. I loved the taste of that wine, it made me happy, then it made me sad. I took my top off and then my bra and I looked at myself in the mirror, I thought to myself: What a fucking slut, you have such nice tits, and yet you use them for money, you let any man that has a few bucks play with them, they should be saved for the man you are going to marry.
I managed to get my skirt off and climb into bed where I passed out.
For the next three months, I allowed the wine to take control of me, I became a wino, an alcoholic that was a slave to that bottle of Baby Duck wine.
When I first arrived at my motel, I only had limited clothing, two sets for hooking, and two sets of clothes for other times. When I began to drink, those clothes got worn without washing several times, I had nothing clean to wear.
There were mornings after drinking all night when the motel maid came in to clean my room, I was still in bed, and I was still drunk. I would get out of bed and sit in the corner chair, completely naked while she made my bed and cleaned my room up. She looked at me sitting there, and I could tell that she had seen this scene before, another young woman, making money the old-fashioned way, and then giving in to drugs or alcohol.
I was a fucking mess, and I knew it, but the wine had taken a hold of me, and I couldn’t help myself. I needed it, and I wanted it.
I still managed to get out and turn a few tricks in the beginning, I would get enough money to pay my rent, but some of the other things I needed, I had to do without. I could never stay sober long enough to get my clothes washed, I didn’t eat properly, and I spent most days in bed, naked and too fucking drunk to even get up to use the bathroom. Yes, several times I just pissed myself as I laid in bed.
One night I went out to turn tricks, I was extremely drunk, I don’t even remember walking to my street corner, and when I got there, I couldn’t stand up. I ended up sitting up against a wall; I wasn’t getting propositioned at all. I was just a useless drunk whore, like a few of the other girls.
On another occasion, a guy stopped and asked me how much I charged for a blowjob. Realizing that I was drunk, and I needed the money, I said I would blow him for ten bucks. He asked if I could even find his cock with the state I was in. Then he drove off.
Another guy picked me up and took me to his motel room, again I was loaded, couldn’t speak properly, and I couldn’t really do much sexually, but he just wanted to use my body, play with me, masturbate me, and look at how pathetic I looked. At that point, it was all I was good at. It is humiliating today to look back and know that I did that for a lousy twenty bucks, he shoved all sorts of things into my cunt, took potoroid photos of me getting all sorts of things shoved into my hole.
Towards the end of my time there, I didn’t have the money to pay the rent, and they kicked me out, I found myself alone sleeping in an alley in a very seedy part of town, the guys that used me were in the same shape I was in. Drunk, grubby, and down on their luck. They would give me some of their wine or other hard liquor for a blow job. Some would even fuck me right there in the dark alley.
Although not all of this is clear, I remember staying in a makeshift tent with a guy for about a week. It was in a dirty alley, and in a horrible part of town, but the guy I was with somehow was able to get the wine, he kept me drunk, he kept me naked under that tent, and he fucked me constantly. I just laid there and got drunk and let this guy use me any time he felt like it. I had obviously hit rock bottom.
One morning I awoke, and managed to get through the day without drinking, I was able to sober up for a brief time. I managed to make my way back to where I used to turn tricks, I was determined to make enough money to get back to the motel I stayed in. But I knew I needed cleaner and sexier clothing, and being broke, I resorted back to something I had done several times growing up. I needed to go shoplifting.
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