This first-time sissy sex story started with an unsuspecting playmate, my boss Dillion. I know what you are thinking. How on earth was I capable of turning my boss into my complete sissy slut? Well, sit back, relax and let me share the intriguing story of how my boss became a first-time sissy.
It all started with us working late at night every night over that past month. My boss, a partner for one of the most prestigious law firms in the state had an extensive caseload. Normally I would be getting off between 4 and 5 PM. Those hours allowed me to hit the gym before heading home. However, for the past month, I’ve been getting off well past 8 o’clock in the evening. So I naturally I had to find time to work out, to keep this ebony body right. Therefore, I began to go to the gym at lunch. After a good workout, I would shower, change at the gym, put my workout clothes back in my gym bag and then head back to work. I always kept my gym bag in the office in case I decided to jog to the gym instead of taking my car.
He was acting so strange!
On this particular day, my boss had been acting a little weird, I was thinking it was the stress of the caseloads. Therefore since we had already decided that we were going to be working late tonight yet again, I offered to go and grab us some food. I order our food and headed out to go pick it up. I got in the elevator and headed to the parking garage. Before even getting off the elevator I realized that I had forgotten to pick up his credit card off my desk. So I pressed the button on the elevator to head back up to the office floor.
I walked past his office, the door was open, but he was not there. I told myself that he must be in the restroom or in the copy room. So, I continued to my office to get the card that I had left on my desk. Opening the door to my office, I got the surprise of a lifetime. My boss was sitting at my desk with my gym bag open and his nose pressed in my dirty panties. When he looked up and saw me standing in the doorway with my mouth wide open he jumped up and started apologizing and saying, “It’s not what you think it is”. I chuckled and said, “ It looks like, you were sniffing my dirty panties.” Still hold my panties in his hands he turned beet red. Without speaking I pick up the credit card and headed back out to go get dinner.
He was nervous, but I was happily planning his sissy sex story!
Of course, he was nervous, he is a lawyer and knew that I had him by the balls. He called my cell phone several times while I went to retrieve the food, but I never answered. I wanted to make him stew and wonder what he was going to do. I had already begun to plan the sexy sissy sex story I wanted for the night. After about an hour I returned back to the office with our food.
Picking up the office phone and summoned him into my office. I took my food out and began to eat before he even came into the office. His food I threw on the floor next to my desk. When he walked in my office, from the look on my face he knew there has been a shift in power. He began to try to apologize and explain. However, I was not interested in hearing his explanation for his perverted behavior. I just wanted to see him in those dirty panties he was sniffing. So I reached in my gym back, pulled them out and threw them in his face. He was shocked when I commanded him to put them on. Knowing there was no way out of the situation he did as he was told. He strips down and put on my panties ad stood before me embarrassed, but hard.
Do you want to know all the naughty details of what happened to my Boss? Pick up the phone and I would love to tell you all the naughty details. Stay tuned for Sissy sex story Part 2.