My new interest in wearing ladies panties has become more time consuming than I ever thought that it would. It seems that each time I try something new it just pushers me to move up to the next level. What started out as me wearing them on my occasion trip to the mall quickly lead to backyard strolls wearing only the panties and a short tee shirt, the occasion nature walk but it was never enough.
I decided that since i spent half of my live at the office that this would be a good place to wear them. Whoever designed our office building must have love sun light, it was shaped in a "U" with each office having at least one window. I worked late most nights and often would find myself watching as the lights on the opposite side turned off one at a time, these lucky people were heading home. Eventually the only time I would see a light was when Rita the cleaning lady would turn it on to clean the office. Rita was a nice lady about mid to late thirties I would guess, I had never really talked to her other than a casual hello as we passed in the hall.
After a few days of wearing my panties to work it was time for something new. It was after normal working hours and the other side of the building was dark. First I slipped off my shoes then my pants while still sitting at my desk I removed my socks then my shirt leaving only my new lacy black thongs on. I sat there for a while nervously scanning out the window for any movement. As time passed I became much more comfortable with my attire and even began walking around the office, this felt so good and bad at the same time. This became my nightly routine as soon as the building went dark my clothes disappeared except for my panties.
One night just as I had finished getting dressed I heard a key in my door, the door opened and in walked Rita, a couple of minutes earlier and she would have caught me. I said hello and she replied with a good evening I see that you have put your clothes back on. I almost fell off of my chair. I pretended to not know what she was talking about and she explained that she knew what goes on in this office after dark. I denied everything, Rita said that she was going to have to report it but I told her that it was her word against mine. She pulled out her phone and showed me pictures of me prancing around my office wearing only a pair of ladies panties. My face dropped into my hands in shame as I began begging her not to report it, I will do whatever you ask. In hindsight I probably just should have let her report me and taken my lumps.
Obviously she had planned what she was going to say. She told me to strip everything except for the panties. Rita started snapping more pictures of me as I undressed, after a few minutes she told me to take my cock out and start stroking it, I hesitated at first but she gave me a challenging look. Reluctantly I began jerking my cock while Rita snapped many more pictures. She moved over to my desk and a started doing something with her phone and my computer. She later explained that she had sent the pictures to a web address and downloaded my mailing list from my computer. If I resist her she will send the address to everyone on my list.
The constant stroking of my cock combined with Rita staring at me and taking pictures was getting me to a familiar point, I was going to cum soon. As I looked around for something to catch it, Rita took my coffee cup and approached me, she removed my hand and replaced it with hers, after a few quick strokes I could feel my cock was about to explode. Rita aimed the end of it at my cup and I was soon pumping a load of warm cum into my cup. When I was finished Rita handed me the cup and instructed me to drink up. I refused and she gave that look again and picked up her phone, she told me that this was the absolute last time that she was going to take any more resistance from me and began pushing buttons on her phone. I begged her to stop, said that I was sorry and raised the cup to my lips. Opening my mouth I tipped the cup up and allowed the it to slide out into my mouth. Rita ordered me not to swallow but instead stick my cum coated tongue out for her to see it. She smiled and took a picture then told me to swallow.