I had been coming to Tom's place once a week for almost two months when my duties... evolved.
Once a week, I showed up at his ornate condo, and stripped naked to clean. I crawled around on all fours, washed dishes, did laundry, let him grope and inspect me. One time, he had me do jumping jacks to 'improve my conditioning', he had said. And at the end of every visit, despite following me every move, Tom would give my work a second look, pull out his cock and reward me efforts before sending me home.
After every visit to Tom's, I would rush back home, strip naked and masturbate wildly on my bathroom floor, spilling seed everywhere. It was weird but I liked the feeling of being naked on the cold tile of my bathroom floor, it felt - harsh. I enjoyed that though. It was becoming part of my sexual character.
Of course, my run of the mill, every day character was that of a staid and boring office manager. Nobody knew how submissive I was, nor how kinky I wanted to be - not even myself! Not until Superbowl Sunday.
When Tom had told me he needed me to schedule me that Sunday, I felt a bit trapped. I was supposed to go to a friends place to watch the game, and wasn't sure how I was going to make an excuse to get out of it. I couldn't exactly say I was going to another friend's party, because pretty much everyone I knew was there. I wanted badly to maintain my relationship with Tom, and felt that missing such an important event would bring that to a halt. Eventually, I chose to fake an illness the day of the event, making my way to Tom's place instead.
When I arrived, I started to undo my shirt in the den - Tom stopped me, and told me to put my jacket on. The party, he said, was at a friends of his. I went cold. All this time, I had only shown my naked self to Tom. The idea that I was going to be shared with a friend of his was scary... and incredibly hot. I had become addicted to the thrill of what was essentially a naked performance, and was slowly losing sight of what was safe and normal. My cock throbbed in my pants.
Tom locked his door and led me down to his parking garage. I couldn't think of a single thing to make small talk about, instead choosing to stare at my feet. He walked me to a dark sedan in the furthest corner of the garage, and stopped me just outside the trunk. I looked him in the eye.
"Now strip,"
I hesitated as my mouth hung agape, waiting for him to tell me he was joking. When his posture never changed, I began to undress. My face blushed a crimson red as the cold air hit my newly exposed body. I feared looking around as my hands covered my genitals. Tom clicked his keychain and the trunk popped open. I tried not to show my horror. He nodded towards the back of the sedan, and I crawled in. Then darkness.
* * * * * *
The ride was bumpy, and the only other thing I could sense were city noises. It must have been about ten minutes before the car stopped and the trunk opened. I hopped out, trying to make sense of my surroundings. It was another parking garage, but this time we were closer to the elevators. Tom slammed the trunk and walked to the elevator. I raced inside as he hit the button for the 17th floor, feeling scared and cold. Staring at the elevator carpet, I started to have a sense of deja vu. I swear I had been here before. There was a ding and the doors opened - and my temporary distraction became fear. Tom led me into the hall and knocked on a nearby door. I jogged over, my limp cock bobbed as I moved.
