TG, Dom or Authoritarian
This is my 2nd submission. Parts of this story is true, I did have a roommate named Phil and the crossdressing incident did happen, but the part with Alfredo is somewhat fiction. I did meet a man named Alfredo, but it was after a date when I came home and it was my walk of shame coming home after spending the night with a man as his sissy in the dress i wore the night before.
E-mail: luvlaceandsatino1@gmail.com Christina Marie Rosales
I call this the Instant Sissy
This goes back to when I was in college. Phil, a classmate, and I rented a small house in Buena Park while we attended CSF. Phil worked nights at Bekins, moving storage boxes and around, and I worked nights in a machine shop. We would always try to impress each other with what we got at work.
One night I was bored at work, so I fashioned a penis out of aluminum stock, and polished it all up as a joke. When I got home that night, Phil had four large boxes on the front room floor. I asked about the boxes, and he said they could not figure out who they belonged to. The company was going to toss them out, so he took them home. I laughed and said I had something better. I pulled the aluminum penis out of my jacket pocket and proudly showed it off. He smiled and said, "Let's look in the boxes."
I went into the kitchen and got us a couple of beers, and came back. He opened the first box, and pulled out some woman's lingerie. It was vintage lingerie from the 1920's. We laughed and then he pulled out the next item; it was a maid's dress, long and black, and had a ruffled white apron along with it. We both smiled. Then he pulled out a pair of high heels, size 11. He snickered and said somebody is not happy about missing this box. Then he pulled a long, blonde wig out of the box.
I was thinking to myself that Phil won our contest tonight. Phil looked at the heels and said they were too small for him, but they would fit me. I agreed, and Phil said I should put them on. Just having fun, I did, and we laughed. Then he said, "Why not put the whole uniform on with the lingerie." At first I hesitated, and Phil said who is going to know? So, what the heck, I took them all into my bedroom and put them on.
When I had finished and came out of the bedroom, Phil jumped up and placed handcuffs on me behind my back, and said "I got ya!" As I was moving towards my room, he tackled me, and a small rope appeared out of his hands which he tied my ankles. Bound and subdued, I lay there. Phil then helped me up and over to the kitchen table and sat me down in a chair. "I found all this makeup and jewelry in the second box," he said. I replied, "Oh no, you don't." But I could not get away.
Phil then made up my face, and then placed jewelry on me, and then fluffed up the wig. Then he stepped back, and admired his work. He ran off into his room and came back with his polaroid camera. He also shut and locked my bedroom door so that I could not get into it. I protested, but to no avail. Phil took picture after picture of me, and at all angles. He then unlocked the handcuffs, and snapped pictures of me with my hands free, so that the pictures would show me willingly being a maid.
I reached down and started to untie my ankles, and Phil kept snapping pictures. Once I was free, he laughed real hard and said, "You have to wear this to get the tool box out of the garage to unlock your door." Angry, I stormed out the front door to go to the garage that was separate from the house. Here I was, outside my house at 1 a.m., dressed as a sissy maid, in the middle of a lowrider neighborhood, trying to open my garage door, when all of a sudden I hear a lowrider's voice behind me saying, "Hey baby."
I turned around, and it was this huge Mexican guy, about 6'2", and built. I am only 5'6", and even in heels I was much shorter then he. He said, "What are you doing out here tonight, bitch?" I said I needed to get my tools out of the garage. He walked over towards me, and I looked up and saw Phil looking out the window, smiling. This guy got right in front of me, and said I looked good as a sissy. And then he said he had a sissy when he was in prison.
Right about then I was scared to death. I told him I didn't want any trouble, and this was just a joke my roommate was playing on me. He said, "I like to play with sissies." He grabbed me, pulled me towards him and he kissed me with his bearded face real hard, and forced his tongue deep into my mouth. When I didn't respond, he kissed me again, this time harder. I could feel his whiskers digging into my smooth, hairless skin. This time I could not help but feel his tongue against mine, and I moved it in my mouth a little.
That seemed to make him more turned on. He picked me up, and pulled me to him; I only weighed 140 pounds back then. He must have weighed 240 pounds, at least. As he pressed himself against me, I felt his cock growing hard and huge. I knew there was no way out of this, so, I gave up resisting, and fell limp in his arms. I decided I would have to try to enjoy this a little because there was no way out.
The next time he kissed me; I swallowed his tongue and sucked on it. He then said "That's more like it, sissy." He took me over to the side of the house, where it was dark, which I liked better because if I was going to be his sissy, I didn't want anyone to see me. When we got to the side of the garage, he pushed me to my knees and took out his cock. It was huge, and I was scared. He grabbed my head and forced his cock into my mouth. It took everything to keep from gagging. With each suck he grunted and pushed it in further. I was trying to move with his rhythm.
This was exciting him even more. I was thinking, if he would just get off, then this ordeal would end. During this time, I did not notice that the side lights had come on. I was on my knees sucking his cock, dressed like a sissy maid, at the side of my garage, and I was starting to get into it. I also realized at this time, that I was starting to get a little erection while doing this. I was then able to fully suck his cock, without gagging and now he just stood there with my head and mouth doing all the work.
He had his hands on my head, and I am working his cock in my mouth. Suddenly, he reaches down and pulls me up. He then dragged me over into the back yard, to the picnic table, pushed me over on it face down and pulled up my dress and ripped off my panties before I could protest. He said, "If you scream, I will cut your throat." Terrified, I submitted. He took something out of his pocket, and I felt cool liquid on my bottom.
Then I felt his cock against me, and with a sudden surge, he penetrated me. It hurt real badly, and I gasped. He said again, "Don't scream." So I am quiet, and he starts to fill me with his cock. This went on for what felt like an eternity, but it was really about two minutes. He grunted real loud, grabbed my hips and said "Take it, bitch! Take it all, take my cum, bitch, you are my cum whore!" And with that, he ejaculated into me.
It was a strange sensation, and I felt his seed swimming inside me. My head was swirling, my ass was hurting, my jaw ached, but the sensation of his sperm swimming in me gave me a raging hard-on. When he saw this, he said, "Next time, you will take me into your house, and I will fuck you on your bed. You will sleep with my seed inside you. My name is Alfredo, and from now on you will call me Master." With that, he left.
I gathered myself up, opened the garage and got the tools to open my door and went back inside. Phil was standing behind the door, and said he was really sorry for what happened. He said that we should call the police. I said no, and then I went over and opened the other boxes. They were all full of fetish dresses and heels and lingerie. As I went through them, I could still feel Alfredo's seed swimming in me. I got more and more excited with each dress I pulled out, thinking that I would wear it for Alfredo.
I didn't seem to even notice Phil anymore, as my thoughts were drifting back to my first lay as a "girl." Even now I wanted him to come back, knock on the door, and take me in his arms. I never knew I would feel this way. Phil went to bed, and I finished sorting out all the dresses and lingerie. I opened my closet door, and left the blinds open, so I could be seen as a sissy.
I removed many of my clothes and placed my newly found wardrobe in place of them. I cleaned off the top of my dresser, and placed all the makeup items and jewelry on it. Then, I cleaned out my drawer with my boxers, and replaced it with the lingerie, and threw my boxers out. When I had finished, my room looked like a girl lived in it. I could not believe how quickly this change had happened, but I knew in my heart this had always been my destiny. I then picked a pink teddy out of the lingerie, put it on for bed, and just before I turned my lights out, I caught a glimpse of Alfredo across the street, smiling at me. I turned out the light, and cuddled up and slipped off, dreaming about Alfredo's cock. I had become an instant sissy!!
After that night, I asked Phil to find a new place to live. I knew that Alfredo was coming to see me, and I wanted our time to be slow and with no interruptions.