I kissed her cheek in the semi-darkness of the room and tasted the saltiness of the tear.
"This is the last time," I told her with false sincerity. "I promise I'll give you all of the photos and the negatives if you just promise to do this last party. They're expecting you to be one hot slut... are you up to it?" I waited a few seconds and saw her visibly make up her mind. "That's a good girl. Now fix that slutty make up or you'll be found out for sure. I'll send them in to you in a short time."
I went to the door, paused, and turned and addressed her in a commanding voice, "And don't think I won't be recording this with the video camera. If you are not one hundred percent the whorish slut they wanted, ready for anything but using your pussy, I will not give your blackmail back. Got it? You are to be the nastiest bitch in town."
I stared at her until she nodded her acceptance, then I turned and left the room.
As I walked out I shut the door behind me. I went down the hall and down the stairs to where the party was going on. At the bottom of the stairs I paused again and my grin broke out full force. That asshole was really going to pay for failing me in his class. Re-take senior year, fine. He is paying a lot more than me.
Backtrack one month, Friday.
Mr. Tim Gunn was my high school science teacher. He was a brand new 22 year old teacher. He could not control the class very well as he was only 5'6" tall and very thin. What with his long hair we almost never took him seriously. He was also a royal pain in the ass. He was always telling us we had to do better than we were. I was 18 years old and he treated me like I was a freshman. When he failed me for the semester and told me I would have to take biology again I was pissed. This was supposed to be my best summer ever. Just graduated and all. Now I would have to go back.
I went to the neighboring town of Chiggsville to drown my sorrows that night with my fake ID. I took along a date helper just in case I could find some girl that just might. I sat at a booth in the back and started to drink a few beers when in walked Mr. Gunn. He looked around and actually chose the booth right behind mine. An evil idea began to form in my head. 20 minutes later when he went to the bathroom I leaned around and poured the knockout drug into his beer. 15 minutes later I was walking the semi-unconscious teacher out the door with no-one the wiser.
The next morning, Saturday.
I was sitting in a chair in my parent's basement. Mr. Gunn was slowly waking up. He couldn't move too much, I had tied him to the bed and gagged him. As he became conscious he started to thrash around at first and then settled down and glared at me. I grinned back.
"Wondering what happened last night?" I asked him. He continued to glare at me. "These pictures might help you remember." I leaned over him and started to show him the pictures in order.
The first picture was of his face with only my dick resting on his lips. The second picture had my dick buried in his mouth. The next picture was of him naked on the bed with his face in my crotch. The third showed him lying like he was now on the bed but he was dressed in a woman's black bra and panties... just like he was now!
Mr. Gunn realized what he was wearing now and started to struggle again. I kept the photos out and asked him quietly, "What would happen if the principal saw these pictures?" He froze. I could see the sheer terror start to form in his eyes. "Or maybe if they got passed around the school?" He was starting to see that he was in deep shit.
I could maybe let you out of this bind, Mr. Gunn. But you see I am one horny teen and right now I only have sex on my mind. Now where could I find a woman to blow me?" I looked at him lying there in the woman's underwear. "Ahh, here's one now." I grinned sadistically at him. "I am going to ungag you now, if you scream I will spread the pictures, do you understand?" I waited until he nodded before I took the gag out of his mouth.
"I'm not going to do anything for you," he snarled at me, but I could still see the fear in his eyes.
"Yes you are, Tammy, you are going to answer to the name Tammy, for one, because I am not gay and therefore you must be a woman to blow me. And second, if you do not, you are ruined."
Mr. Gunn, excuse me, Tammy, was trapped and knew it. "You'll give me the pictures after I do this?" he asked. "I swear, Tammy," I replied.
Mr. Gunn/Tammy thought about it for a few seconds and then nodded. I quickly took off my shorts and straddled his, no excuse me, her head. My dick was as hard as it ever got. I leaned forward and set the head on her lips. She looked me in the eyes and paused.
"Open your mouth you fucking whore." I growled at her. She blinked in surprise and did just that. I pushed in and my dick sank to the hilt in her mouth. I then leaned forward and lightly touched the button on the remote on the nightstand. Tammy did not notice because she was experiencing her first blowjob from the giving end of it.
I was a bit surprised. She was doing a pretty good job of it. I pulled out though and sat back. "Would you be more comfortable if I untied you? Don't think you can run, I am about 70 pounds heavier than you... you'll never make it."
"Please let untie me," Mr. Gunn/Tammy asked me in a quiet submissive voice. "I won't try to run. I just want this to get over with."
I untied him and let him up. I sat with my back on the headboard and she(he) crawled in between my legs and started to blow me again. It felt great. Soon I was close. "Lay on your back, Tammy." I instructed. She did as I said.
I crawled up her chest and finished jerking myself off on her face. I grinned with delight as I shot my streams on her face.
"Now for the last thing," I said with an evil grin, "I want you to lick it off and tell me how yummy it is and then say you love being a girl."
"What? No way," Mr. Gunn said through cum covered lips.
"Do you want the photos or not?"
He was struggling with this one but could see no way out. Before he began I instructed, "Now do it like you mean it or I will have to cover your face again!"
He gave me a dirty look, thought for a second and then looked at me with a huge grin, "I love the taste of your cum!" He then licked his face and tried to get all he could.
I threw him the photos.
As he got dressed and left he never once looked at me. As he walked out I got up and went to the closet and got out the video camera I had turned on... I smiled.
Sunday afternoon.
Mr. Gunn stood at the door when I answered the knock. He just stood there. I invited him in to my parent's house and he came in and stood in the foyer. He couldn't look me in the eye. He looked around the front room and saw my friend Jerry, also a senior, laying on the couch sound asleep. I had Mr. Gunn follow me downstairs to the basement where I live.
"You said you still had one picture to give me," he said in a subdued voice. "Can I have it?"
"Have it? No. Earn it, yes."
"Listen you bastard," He said with some spark in his voice. "This is black mail. It is illegal. Do you want to go to jail?"
I looked at the stairway. "Jerry would love to see the pictures, don't you think? All I have to do is wake him up and your secret life as a cross dressing whore is out."
"I am not a cross dressing whore!" He proclaimed to me with an angry look in his eyes.
"Yes, you are," I replied sharply. "Or at least you are a whore. The cross dressing part starts now." I pointed to the bathroom. "Now get in there and follow the directions on the paper on the sink or I wake Jerry up and show him your lovely cum covered face."
I could tell he was sick with shame as he slowly walked to the bathroom and shut the door. I waited. Five minutes later I heard the shower start. I had won and I knew it now.
The note on the sink had read. You are simply my whore now. With the pictures I have and the video I made yesterday (you didn't know about that did you?) you will do as I say or I will go public and ruin you. I will soon enough give you all of the blackmail, but for now I need a bitch. I want you to become her. You will dress in these clothes and behave as my slut or else. You should try your best to be one slutty bitch because if I am displeased in any way I will make your life hell. I want you to take a few seconds and think of just how bad the rest of your life could be. Now are you willing to work this out? I thought so. In the bag on the toilet seat is the outfit I want you to be wearing when you come out. Make up too. You really must shave those hairy ass legs too. I don't want anything to make me think you are a man. Razor is in the shower. Get moving, Tammy. Remember, you are a woman now. If you do what I say for the next week, you will get everything back as soon as you change my grade to passing. But you must do everything. Now get your ass moving.
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