tagTranssexuals & CrossdressersProfessor to Sissy Slut

Professor to Sissy Slut

bysdbottomslut©

I had just turned thirty-four and I was miserable. My wife of twelve years had left me for another man and was living with him. We were not yet in the process of filing for divorce and I was hoping she would have a change of heart. I was still in love with her but I understood why she had left. We had grown distant over the previous few years and we rarely had sex. The sex was amazing, at least for me, when we met and even through most of the marriage. I didn't know that she was unhappy with my four-inch cock. I didn't really realize that I was shortchanging her in that department. It was lonely kicking around the house with her gone. I am a history professor at the university and I took solace in my work and spent as much time on campus as I could before going home to that empty house. Little did I know that school would completely change my life.

I was happy to get back to school after a long and lonely summer. I was excited to dive in and get to know the new and returning students and to delve into American history. On the first day I always do the typical course introduction, hand out the syllabus, etc. I also have them write a short essay on what their goals are for the coming semester. In my afternoon class, I couldn't help but notice that one of the students was eyeing me intently. He looked to be in his early twenties. He had dark hair and piercing eyes. His jaw was chiseled and he looked to be in good shape. I'm used to students looking at me, but not staring<.em> at me. I began to get a little uncomfortable with the way he almost leered at me. Even as the class was writing their essays, whenever I met his gaze he stared at me and smirked. I tried to ignore him. Finally, he, along with the rest of the class, handed in their essays. I went back to my office to read them and relax a little before I went home.

I got to my office and closed the door and put some music on to relax to while I read over the essays. They were the typical essays I expected: I want to get an A, I want to study harder, I need to manage my time better, etc. However, one caught my eye before I even started reading it. I noticed the word "bitch." The essay had been written in pencil, but it was obvious that the author had gone over the letters of the word "bitch" a number of times, so that it was almost in bold. I began to read and this is what shocked me:

I decided as soon as I sat down and saw you what my goal is for this semester. It's not really a goal. It's actually a fact that it will happen. Within the next few months maybe even the next few weeks I am gonna make you my bitch. I mean that in every sense of the word. I am gonna make you a sissy fucktoy of mine. You are gonna be my cum dump, my cock whore, my yurnal (sic), my sissy bitch. I will beat your ass red and then fuck it. You might resist at first but you will soon be begging for my cock and you will think about it 24/7. I might even pimp you out to others to be used and abused.

Think about it bitch. You will belong to me. You won't know when I will get you, but I will.
I was stunned. It had to be the student who had eyed me so intently. He had been leering at me, picturing me as his sissy bitch. I had looked at some porn on my computer over the years, so I pretty much knew about all the things he had written. I also noticed that as I was still staring and re-reading it, my cock was hard. Was he serious, or was this some student prank? It would take a couple weeks to find out.

The next two weeks were typical for the beginning of the semester. I tried to avoid eye contact with him, but whenever our eyes did meet, I could feel myself blush and he would have that leering smirk on his face again. There I was, standing in front of students talking about post-Civil War reconstruction, and I was envisioning getting fucked by one of the students and being his sissy bitch. Since I had read that essay, which I did not comment on with any remarks on the paper, I had jerked off every night thinking about it. I had never been even remotely intimate with a man. I guessed every guy wonders what it would be like to suck a cock, but that had been as far as it had gone with me. Now, I was wondering what it would be like to be a sissy bitch to someone a dozen or so years younger than I was.

One late afternoon there was a knock on my office door. My office is on the third floor of the history building and it has a nice view of the quad, where students often sit or toss a Frisbee. That day, I had some music on and was daydreaming and looking out the window. The knock jarred me from my reverie and the door opened and closed before I could say anything. It was him. I tried to say something but nothing came out. I didn't even say anything when he locked the door behind him. Not a word was said. He walked over, unbuckled his pants, let them drop around his ankles, followed by his boxers. His cock was big and it wasn't even hard yet. It twitched a little as he watched me eyeing it. He then pulled his black tee shirt over his head and tossed it on the desk. He waited. Without even realizing I had done so, I was on my knees before him.

He stepped forward and began slapping my face with his cock. Doing so obviously aroused him and he was becoming hard. I had always thought that if I ever had sex with a student, it would be a hot coed, not a male student. He pressed his cock against my lips and I opened without thinking. His cock was fully hard now as I had my lips around it. I tried to use my tongue the way the wife used to with me. I guessed I was doing a good job because he was moaning. He put his hands on the sides of my head and began fucking my mouth.

I was in a daze, not thinking that a student or colleague could knock on the door at any moment. All I could think of was sucking him to completion. After about ten minutes of this, he broke the silence. "Suck and lick my balls, bitch." I was his bitch. I worked on his ample balls for a few minutes and then he shoved his cock back in my mouth. "You'd best swallow every drop, slut," he said, then a few moments later flooded my mouth with his cum. It was thick and salty and I managed to swallow every drop. He ordered me to clean his cock, which I did, looking up at him as I did. He was grinning.

He pushed me away, then pulled up and buckled his pants, then put his shirt back on. He walked out of the office without saying another word. I was in a daze. I had just sucked off one of my students, who apparently was just getting started with me. I had done so with no qualms. I sat back in my chair. I could still taste his cum. I tried to take stock of what my life had become. I had willing submitted to a man, who had had his way with me. I wondered what would happen next and when and where it would happen. I decided to call it a day. It wouldn't take long for me to find out what other plans he had in store for me.

Just two days later, a Friday afternoon, I had just gotten home from the university. I was tired and looking forward to a cold beer and some television. I hadn't even had a chance to get a beer when there was a knock at the door. I opened it and was shocked to see him standing there. How did he know where I lived? He shoved me aside and walked into the living room. I closed the door behind us and turned to him. He was holding a paper shopping bag with handles in his right hand.

"Let's get started, bitch," he said. "Strip." I just stood there, unable to speak. He had some kind of power over me. "I said strip!" he barked. I fumbled with my clothes and was soon standing naked before him. He looked at my cock and laughed. "No wonder your wife left you," he said, laughing. How did he know that? How did he know so much about me? He handed me the bag. "This is your outfit for tonight. Now hurry up and put it on." I pulled the contents of the bag out and put them on the couch: plaid skirt, white blouse, white stockings, garters, satin white panties, white lace bra, black collar, and a pink wig. As I pulled on the panties and stockings, he had begun to undress.

I hadn't noticed before how muscular he was. Not big, bulky muscle, but lean and cut. His cock was also hard from watching me dress for him. I guessed his cock to be at least eight inches and I couldn't believe I had had that monster in my mouth. I finally got everything on and used the mirror clock to straighten the wig. It was some kind of school girl outfit. I wondered why there were no shoes. "We'll get shoes for next time," he said, as if reading my mind. "Now get over here and take care of this," he said, pointing at his hard cock, which was pointed toward the ceiling. I walked over and dropped to my knees and began to worship his cock. My own cock was rock hard inside the panties as I licked, kissed and sucked his cock and balls. After only about ten minutes he shot a load down my throat. He then ordered me into the bedroom.

Once in the bedroom, he had me lie on my back. He pulled my legs back so that my feet were touching the headboard. My ass was in the air and I felt very vulnerable. He then climbed on top of me so that his back was to me. "You are going to worship my ass while I loosen up that pussy of yours," he said. "Now get busy." He reached back and spread his cheeks and then put his ass to my face. My legs were under his weight, so I was going nowhere. I tongued his ass for all I was worth. It was not easy to breathe. I felt him pull my panties aside and apply a wet finger to my anus. "Mmm. I'm gonna love popping this cherry," he said, and began to penetrate me for the first time.

My tongue was getting tired from licking and sucking his ass. I was glad that he was not only clean there, but that he was also hairless there, just as he was on his balls. He would occasionally slide back so that his balls were on my face and I would lick and suck them. He was moaning as he was now sliding two fingers in and out of my ass. He was slamming them in and out. He eventually got up to three fingers easily sliding in and out. Now I was moaning as he just manhandled me. He finally pulled his fingers out and got off me. Before I knew it, he was straddling my chest. He grabbed a pillow, folded it in half, and shoved it under my head so that he would have a better angle to shove his cock in my mouth, which he promptly did. This time he took his time. He slowly fucked my mouth, grabbing and pulling my hair as he did so. I couldn't believe what I had been reduced to. I was a tenured history professor! Now I was dressed like a slutty school girl and getting face fucked by a student.

He got off my chest and ordered me to take off my panties. He held his hand out and I handed them to him. He then shoved them in my mouth. "This is to keep you quiet while I take that pussy of yours." I could taste my own precum on the panties. He flipped me over onto my stomach and pushed my legs apart. I thought he would arrange me on my hands and knees, but he didn't. I could feel him fingering me again and I was moaning into the pillow. He had some lube that he had brought with him and he applied some to my ass. It was kind of cold. I couldn't believe I was about to get fucked. I also couldn't believe that I really wanted him to fuck me. I could feel his cock pressing against my hole.

"Relax," he said, "it will be easier that way." I did manage to relax some and I groaned as the head of his cock slid into my ass. I was a little surprised and glad that he was actually kind of tender about taking my virginity. It hurt a lot at first and I groaned again and he told me to relax and take it. It took about ten or fifteen minutes of slowly sliding a little more in a time before I could feel his balls touch my ass. I felt so full. Then he slid his cock almost all the way out, then slowly all the way in. His hands were pressed into the mattress on either side of me. He did about twenty more long, slow strokes, then grabbed my hips and pulled me back toward him so that I was on my knees. I leaned up on my hands, but he put his hand on the back of my head and pushed it down. He began to pick up the pace. Now I was truly his sissy bitch. If my students could see me now! If my wife could see me now! Now he was truly giving me a fucking. He pulled back on my hips as his cock slammed forward into my ass. After a while, I realized that I was pushing back into him. It now felt so good to be fucked by him. He reached around and pulled the panties from my mouth.

"Who's my bitch," he yelled.

"I am!" I moaned back.

"You are, what?" he said.

"I am your bitch, sir!" I yelled. He had me repeat it over and over. He pulled out, flipped me on my back, put my ankles over his shoulders and shoved his cock back in my ass. He was really getting into a rhythm now and putting all his weight into each stroke. I was moaning in ecstasy. He had stamina. He has just blown a load into my mouth a little while earlier, and now he was lasting for who knows how long I had been getting fucked by him. Finally, he frantically fucked me harder, then pulled out, pushed my legs down, and straddled my chest again. His cock erupted with a tremendous load, which went all over my face, throat and chest. I had never seen so much cum in one place.

"Don't move," he said, climbing off me. I felt so slutty, dressed like a school girl and covered with cum. He came back from the living room. He had a small digital camera in his hand and proceeded to take a bunch of pictures of me. He took a bunch of close-ups of my cum-covered face. It didn't even occur to me at that moment that he could use them to blackmail me and put my career in jeopardy. I even posed for him and scooped the cum from my face and eagerly licked it from my fingers. I was truly now his slutty little sissy bitch and cock whore, just as he had said would happen. I also wondered what other things and outfits he had in store for me. It wouldn't take long to find out.

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by Anonymous

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by Anonymous09/10/14

Good one

I think you should have prolonged it...like after you read the essay you didn't know what to do. You didn't wanted to jeopardize a young student's career. You decided to counsel him. He came to your officemore...

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by Anonymous07/12/14

would like to read the next chapters about the semester goals and how the prof achieved them.

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