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Sweet Baby
Born to be a Porn Princess!
by Mistress Tawny Suede
Chapter Nine – School Daze
I passed a few interesting milestones during the next week. I saw Mom around the apartment from time to time, but she was growing distant. I suspect – no I KNEW – that she was unhappy with my infatuation with Mommy Jennifer and her growing influence on me. I also suspected that she now had a regular boyfriend who she had decided to spend a lot more time with, but not at our place. So she was absent a great deal of the time.
This made it much easier for me as I did not have to explain, or argue, about the continuing change in my appearance. I now loved my dark black hair and was getting good at applying subtle makeup to enhance my more femme appearance.
I remembered Troy’s lessons and had begun walking with a bit of swish to my walk, and was gesturing more with my hands when I talked and was more limp wristed. The girls at school really took to me and the boys looked at me askance. And Mr. Fillmore made a move.
There were only a few more weeks left before I was done with high school forever. I was not a good student and it was looking like I would fail my final year. But I would not come back and would not do any summer school. I was just not smart enough, or was just too distracted. I needed to start looking for a job. Not just a summer job but a full time job. Where I was going to live was also up in the air. Mom was making noises as if she would like me to find my own place. Mommy Jennifer had held up the possibility of me living with her, but not until she decided I was ready. Whatever that meant!
I was eager to see more of Mommy Jennifer. I really wanted to please her and move in with her. On the Monday evening I received email from her telling me that on Thursday Roger would pick me up from school at lunch time. She also gave me a task for the week. I was not to cum on my own. But if I could make someone else cum, someone new, then I could ask that person to make me cum. It was her challenge to me. She wanted me to be more adventurous!
I immediately thought of Jake Thruster, the school jock who had forced me to suck his cock. But since I had already cum with him, he did not qualify. I was seriously considering taking Cindy Brady up on her offer of a date.
But on Wednesday the ideal opportunity presented itself. Well, perhaps I helped it along a bit. Before early afternoon math class I visited the washroom and freshened my lipstick. I used a brand that would glisten in the light rather than my usual more muted tube. I also sprayed a bit of perfume that I had appropriated from Mom’s room that morning.
I was sitting in my normal seat at the back of Mr. Fillmore’s math class. I made sure that I sat with my legs slightly spread. Whenever Mr. Fillmore was at the front of the room and was looking at me, my hand would stray down to my groin and stroked my inner thigh. I would also lick my lips slightly and smile, looking directly into his eyes.
As had become his habit recently he strolled up and down the aisles as he lectured. When he passed behind me, I could hear him inhale my fragrance. And he would place his hand gently on my shoulder, perhaps even giving it a brief rub. But the last time he passed fikirtepe escort by me, towards the end of class, I could see he had popped a boner in his pants and he sat down behind his desk for the last few minutes.
When the bell rang and we all filed out of the room, he called my name. I went to his desk. He remained seated, but told me he needed to discuss my grades and the upcoming final exam. He asked me to return to his classroom after classes ended which was less than an hour away. As he asked me this, his hand touched mine and I could feel electricity.
When I returned to his classroom at the end of day, he got up from his desk and closed and locked the door. We were on the third floor of the building so no one would see in from outside. We were now alone, which was inappropriate, but neither of us cared. He approached me and I backed up against his desk. He stepped very close, into my private space. He said, “Such a tease!” and then leaned in and kissed me!
I wasn’t very surprised. I had been teasing him in class. And the week before he had suggested that he “tutor” me after hours. But I did surprise him by gripping his cock in his trousers as I returned his kiss. He pushed his groin against my hand and moaned as my tongue entered his mouth. He pulled back briefly and then used both arms to hold me close. Now my own pantied cock was grinding against his!
“Such a naughty boy!” said Mr. Fillmore. He pushed me to my knees and began to undo his belt. I pulled down his zip and then his pants and underwear. His cock bobbed in front of me. I took it in my hand and ran my fist up and down it while looking up into his eyes. “Suck me!” he hissed. “Put those pretty boy lips to good use!”
I gladly ran my tongue around the head of his cock and then pushed my head down, letting his prick slide to the back and up against my throat. Then I eagerly bobbed my head up and down his cock, sucking greedily. While I sucked, I undid my own jeans and slid down the zipper. I played with my own dick in my panties. I was hard and needed release! But Mommy Jennifer said that I could not make myself cum!
It took only a few minutes before my teacher moaned, grasped my head hard and then spurted several hard jets of cum into my mouth. I cleaned his cock and then stood. I tried to kiss him, but he turned his head away. My own cock was erect and yearning for release. “Wank me, please!” I said to Mr. Fillmore. But he had already cum. So of course, he had now lost interest in me. And even if he had not cum, I suspected he was not the kind of man to wrap his hands around a student’s cock and jerk him off.
I sighed, straightened myself up and said, “I’d love to suck your cock again. Anytime you want, Mr. Fillmore!” I blew him a kiss and left, frustrated. I had made someone new cum, but that person had not been willing to make me cum.
But I knew my physics teacher Mr. Hardbottom had also been eyeing me. Perhaps…??
Most of the teachers stayed around the school for an hour or so after last class, to mark tests or for staff meetings or just because they were lonely. I looked in Mr. Hardbottom’s class room but he wasn’t there. I next looked in the staff room. He was in there talking fındıkzade escort with two other teachers. He was the only one facing the door. I quietly opened the door just enough so that he could see me. He looked up and was about to say something at me when he saw me pout my lips and run my hand across my groin. He sputtered in his coffee a bit. I managed to close the door before the other teachers turned around.
Less than a minute later Mr. Hardbottom came out of the staff room, took my hand and led me out of the school to his car. As he drove he looked over at me with a nasty grin on his face. “I knew you wanted it, Timmy!” he growled. We drove about five minutes until we were in a deserted area and he was able to pull off the main road into a secluded area. As soon as he turned off the ignition, he grabbed me and kissed me. He had beard stubble and that rasped my face. His breath also smelled something horrible.
“I’ve had boys tease me in class before. But none ever as cute as you! But they all want the same thing!” he said as he began to loosen his belt. I helped him and in a moment his cock popped free and I had it in my hands. I was eager to go down on him, but he fumbled with my own pants and in a couple of minutes my pants were at my ankles and my cock was hard and standing straight up. Mr. Hardbottom then surprised me by first taking my cock in his hand, and then he leaned down and sucked me!
“Christ, I love boy dick!” he said as he licked and slurped on my dick. “Damn school rules make it hard to get any these day! You ain’t going to tell anyone about this, are you?”
“Fuck no, Mr. Hardbottom! God, you do know how to suck!” I said to him as I squirmed. As he sucked me, he tried to worm a finger into my ass. But if he did that I knew I would cum right away. I definitely wanted… needed to cum. But not in two minutes! I pulled his head up and we kissed again, and then I went down on him. He managed to move his seat back a bit to give me better access. His dick was a nice size and unlike his breath, his hygiene was good enough that there was no foul odour or taste from his groin.
“God I wish I could take you home to my bed and fuck you!” He said. “But my wife had a fit that last time she caught me with a male student in our bed!”
I didn’t tell him I wasn’t ready to have him or anyone fuck me in the ass yet. But just as he had, I tried to slip a finger into his ass, and it did slide in! “Mmmmm. God I do love my ass played with. Next time we get together I’ll rent a hotel room. I’ll fuck you and you can eat my ass! I love a tongue probing my butt! How’s that sound?” He pulled my head up and kissed me before he slammed his cock into my throat again.
It sounded disgusting and… interesting. I wondered how a tongue would feel in my ass. I’d have to get Troy to do that to me.
We took turns kissing and sucking. After about fifteen minutes Mr. Hardbottom came hard in my mouth. Thankfully he did not lose interest in me and two minutes later, I spurted a strong load into his mouth too! A new conquest had made me cum! Just like Mommy Jennifer had challenged me!
When I got home that evening I pulled the laptop computer out from underneath the bed. I found fulya escort an email from Mommy Jennifer saying that she would not be able to video chat with me that evening. She also reminded me that Roger would be picking me up from school at noon the next day. She told me this was for a business appointment. She wanted me to dress nice, nor provocatively. I should look boy pretty but not slutty.
I also had an email from Troy just making contact and saying he was looking forward to getting together again soon, but with no specific day mentioned. I was bummed about that. I wanted to get together with Troy again real soon. Each time we went out it was a new adventure. And I looked forward to having him constantly remind me to talk with a more feminine voice, to hold my wrists more limply… just overall reminding me to be more of a fag! That was what Mommy Jennifer wanted from me!
I was also pleased to receive an email from Claire, from the beauty salon. She said that her mistress, Vivian had told her I would like to go on a date with her and had received permission. Apparently Mommy Jennifer and Vivian would work out the timing.
I had the whole evening to myself. I spent an hour practising applying makeup. I tried several different applications. I need to learn how to wear makeup that was barely visible, but which enhanced my femininity (that was the look I would be going for tomorrow) but also had to know how to look sexy and alluring, and also how to look slutty. But all while still looking mostly like a boy wearing makeup and not trying to outright look like a girl. I was not ready for that.
Applying the makeup made me think about the lessons Claire had given me. The five foot tall girl was very attractive and I looked forward to our date, sometime. But I also knew she was a very slutty girl. And she usually found herself under the ass of one woman or another. I recalled watching her being practically smothered when a large woman sat on her face at The Gathering Hole. And I especially remembered the pics I had found on Mommy Jennifer’s website of Claire laying down with her mouth wide open as cum dripped into it from Mommy Jennifer’s freshly fucked asshole. Oh, Claire was nasty!
This got me hot and so I spent the next couple of hours browsing Mommy Jennifer’s porn website watching my beautiful Mommy have wild sex with lots of different people. I found I preferred the videos of her having sex with just one or two partners over the videos where she was gang banged by six or eight men. Those were definitely hot, especially when at the end you could see her gaping asshole and all the men shot their final loads all over her face. But I preferred the more intimate videos..
I also enjoyed watching videos of Roger Ready, her assistant, with other shemales and crossdressers. There seemed to be a lot of videos with him and boigirls who were just starting out in the business.
I loved watching those girls suck his cock, which I had sucked. But I was always a bit jealous when he fucked them in the ass. Mommy Jennifer had not let Troy fuck me yet, and I was so looking forward to my first fuck, and many more after that!
I got myself a snack and then took a shower to help wash off all of my makeup, and yes, to clean my cum off of my thighs. After Mr. Hardbottom had made me cum, I was sure that Mommy Jennifer was fine with me making myself cum, so I had jerked off to the videos. Well, duh!
I played a few video games and watched a scifi tv show and then crawled under the covers.
Just a half day of school tomorrow and then a mysterious “business” meeting!