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Private office (Dealership)
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I went into work the next day after masturbating in front of the GM on her porch, thankfully her house was far enough out it wasn't an issue with her neighbors or anything like that. She walked by my office and smiled and nothing out of the ordinary. After few days I received a text from an unknown number, the number claimed to be Erin. The message told me to bring an extra set of work clothes and told me I had a 2pm meeting with Erin on Friday. I just replied with a simple yes I can make that and Erin replied with a simple "I know". Friday came and I went upstairs with my bag of clothes to meet with Erin, I knocked on the door and let myself in, she was sitting in the dark with all of the shades drawn so no one could see inside her office. "Is everything okay?" I asked. Erin turned the lights on and said "Yes, now please shut the door." I quickly did as she asked. Now with the lights on I could see Erin wasn't in her usual work attire, she had changed into a matching red bra, panties and stockings. They contrasted very nicely against her black heels. Not expecting to see Erin like this I stood there in shock, "sit down" she said. Quickly I did as I was told.

Erin had a bag of her own, she pulled out some rope and began to tie me to a couch that was in her office. Once I was secured she ripped open my shirt and pulled my pants to down around my ankles, tied to her couch I'm sitting there just shocked at what's happening. Erin asks me what I think of how she looks, the only thing I could think of was "fantastic". "Good" she said smiling back at me. Erin then pulled out a paddle and gag from her back, she gagged me and began to paddle my cock and balls. As she paddled my cock I got rock hard, smiling she looked at me "you like this boy?" I nodded my head yes as talking wasn't exactly happening with the gag in my mouth. Erin then set the paddle down and sat on the couch next to me and took her heels off. She leaned herself back and started to rub my hard cock with her red nylon covered feet teasing me with anticipation, Before leaning forward and giving my cock a lick. She smiled at me again and took her panties off.

Erin climber ontop of me and I felt her slide myself into her. Erin began to ride me moaning as she went up and down on me. I couldn't do a thing but sit there and try to smile with the gag in my mouth and being tied to the couch. Before long I felt Erin clench up as she brought herself to an orgasm, feeling this I blew a load into Erin. She had never put a condom on me so I sat there worried about what I had just done, Erin just smiled at me as she climbed off and undid the gag so I could talk. As I started to apologize she stopped me, Erin sat back in her chair with my cum dripping out of her and lit a cigarette. "Boy, you're the first person to cum inside me in over a decade. My daughter will be in tomorrow to pick up her new car for her 18th birthday and you'll be going over the features with her. If you want this to continue you will not hit on her, am I clear?" "Yes ma'am" I told Erin. She got up and untied me before telling me to get dressed and go back to work. As I left she called to me and told me "I can't wait to try more things with" "Me too" I told her smiling as I shut the door behind me to my nearly naked boss.

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1 year ago