My Teacher is Blackmailing Me

My Teacher is Blackmailing Me

A Crossdressing Senior get more than She's Bargaining for

Chapter 1 by Yelawolf Yelawolf

(Everyone is 18 year old or older)

I stare at myself, my body mask in a sexy schoolgirl skirt. The plaid coloring is the typical kind, a regular red and black. The white blouse matches exceptionally well. I fasten the cute small black tie around my neck. I'm John, kicking off my senior year of high school. I recently turned eighteen years old as fall began to set in for my large town of over forty thousand. I'm a guy who fell deeply in love with porn and the admiration of being worshiped by pervs online.

I get into a slutty pose on my knees lifting my skirt up to show off my tiny sissy clitty through the small see-through white g string. During the summer months, I was able to work a decent-paying retail job to afford my little dressing habits. I went online a week ago telling my tiny Reddit fanbase of twenty which costume should I pose in when I finally reach the legal age. They all said that they couldn't wait to see what I had been building up over the last month. Some perverted men said that they had an Olson twins clock ticking down the time to my eighteen birthday.

My slender small frame is very similar if not exactly like a feminine female body. My hips are almost like handlebars to hold onto roughly. My male chest, little hotdog between my thighs, and my boyish mannerism around other people. My ass if in hot gym yoga pants gave away where I put in most of my time. My round cheeks become exceptionally toned from the sissy workout porn videos I have been watching.

I stare into the camera with my big brown pupils with an ambiguous confused look on my face. The picture-snapping as I snatch my phone up to leer at my sissy 5'3 outline. The cute skirt lifted up, while my small clitty made a minute wet precum stain. I knew my awaiting fans couldn't wait to jerk off and probably post this picture all around the spaces online.

I get a text from my group from English class. My friend Jeremy told me that the project had been pushed back to October eighth. He is a tall guy who plays tight end for our high school football team, the fighting eagles. I grin delightedly that our teacher Mr. Steen has moved the project back. Mr. Steen is an average height handsome looking older male. He's only thirty so he still gets a lot of my female classmates hitting on him during class. A big rumor around the school during my sophomore year was that Mr. Steen always fucked the new head cheerleader, presumably for good luck for our sports team. I didn't believe the stupid rumor, but I have to admit. I fantasize about becoming the head cheerleader and getting rail by the nice stern teacher.

I sent a smiley face emoji back to Jeremy as I open my Reddit sissy page. I sent messages to my adoring fans, asking them if I should post the pictures on other sissies' Reddit pages or if I should text them the picture via text message. So they could have my pictures just to themselves.

A lot of the guys sent me their phone numbers, as I type in the first number and attach the picture with a message that read. "Hehe, your sissy schoolgirl slut."

I sent the first delaying the others to see the initial guy's reaction to my slutty exposing the sissy body. But I didn't receive a text back from a fan. I stare at the numbers I typed in to see that miss click the last digit with a six instead of an eight. A person on my contact list had that number. My teacher Mr. Steen. He is probably still in class, so he likely won't see the picture. My stomach ache like when the titanic got smack by the iceberg. The splitting pain of what is about to happen causes me to be physically ill.

My attention is on the bubble that pops up from Mr. Steen's messages. The picture has one small word beneath it. Seen. It goes one dot two dots then three dots as he starts to send a text to me. All going quickly, then finally after a few minutes that felt like long hours. Mr. Steen a message to his eighteen-year-old student.

"Meet me in your schoolgirl outfit this Friday during the football game or I will send this to your mom and dad, then the principal... And spread the picture around the entire school, sissy."

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Do I meet him this Friday after our big football team game

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