1. Deborah Becomes a Company Whore


    Date: 1/8/2024, Categories: Diary , Blackmail, Humiliation Job/Place-of-work Prostitution, Author: spacybickerson, Source: sexstories.com

    ... my makeup with me last night along with some other things. But I'm wearing what Dan picked out today." She came out of the bathroom dressed in the skirt she wore last night, a nice denim one that came a few inches above her knees, a pink sweater that buttoned in the front, and her black loafers.
    
    What was noticeable was, she had no hose on, and no bra. And no panties, I was to find out. Let me tell you about Deborah. She teaches school (history) at the local high school. She is very conservative. She has never dressed without a bra before.
    
    She has auburn, reddish hair and 36D breasts (or 38D) she has bought both sizes, depending on the bra. She is a little overweight, maybe 10 lbs. Her hips are probably 36, I'm really not sure. Her waist is probably a 30.
    
    The point is, her skirt was fine, except that she had no panties on. Her sweater was fine, except she had no bra on. As she walked, her tits bounced all over the place, and her nipples were clearly visible.
    
    I was speechless. "Just take me to work," she whispered. "We have no choice." She gathered her things and we left. As she got out of the car, I knew that all the boys and the teachers would be staring at her.
    
    Deborah went into the school building dressed ok, but without a bra or panties, and her skirt a little short, just as Dan, my boss had told her to. I dropped her off and then went to work.
    
    Deborah called me from school telling me how she was ogled by the students and fellow teachers due to her tits ...
    ... bouncing as she walked and her nipples pointing through her top.
    
    She told me that she had gone into the principal's office and bent over as Dan had instructed her to (I didn't know he had told her to do this). As she had carried on a normal conversation about the new text books, she noticed that his eyes were fixed on her cleavage and wondered if he could see her nipples as her top hung down and her titties were hanging down too.
    
    She had also bent over a few times as she was teaching as Dan has instructed her, especially near the older male students. The rest of the day went alright, though she was self-conscious about the way she was dressed.
    
    She told me that Dan was picking her up and taking her home, so I did not have to worry about her. I knew what that meant, he would be fucking her again. She gets out of school at 3:30 and I get off work at 5:00. I kept thinking about what Dan was doing with her while I worked. She was keeping me out of jail, but we were both paying the price of my embezzlement.
    
    I got home about 5:20. Dan's car was in the driveway. I wondered what the neighbor's thought. I could hopefully explain it away. I came into the house and I could hear them in the bedroom.
    
    I walked in, as the door was open, and Deborah was on top of Dan, riding his dick as another man I work with was presenting his dick to her mouth. They were all naked. Deborah was having trouble sucking his dick as Dan fucked her. I could see her pussy stretched out over his dick ...
«1...345...20»