Jackie the femboy

You still can’t believe you landed a job at St Mary’s, the prestigious private school. All the students that go here are massively wealthy, and are massively spoiled. Still, it was the highest paying school in the state with ste biggest teacher to student ratio. You only had three classes of ten kids to teach, allowing a lot of hands in teaching. This was an amazing job for a graduate fresh out of college, and you wanted to make the most of it.

You taught senior level history, and hoped to be assigned to lead a club or team as well once the semester really got going. It was tough teaching seniors, especially as a cute young guy in a room full of horny 18 year old kids. And it wasn’t just the girls, though some openly fantasized about you. No many of the guys did to. The worst was by far Jackie, a slutty Femboy.

Jackie came from a wealthy family that gave no real attention, only money. This meant he was both massively spoiled and attention starved. You believed this was the leading reason he was among the biggest sluts in the school. Instead of a male uniform he wore a girls, which was allowed. But he wore it as small and tight as he could, and had a habit of flashing you on purpose whenever he could.

After handing back some tests, you hand one to him, with a large F. You start to say you need to talk to him after class, when he looks up with a sly look, his hand touching the back of your thigh, saying “ohh teacher wants me after class?” You tell him to knock it off and move along.

A few minutes later the bell rings, and everyone shuffled out of class. This left you standing at the front, with Jackie still sitting at his desk.