Whenever my parents are out of town, they hire a sitter to watch the house - and me. While they are away, I decided to take a few shots, get onto the family pc, & look at porn. Trixie, who's my sitter, noticed one of the shot glasses was missing entered the family room to confront me about it. She walks in on me, completely naked & jerking off. She immediately goes off, scolding me for it. However, I've always had a crush on her, so I jerk off to her. Trixie, taken aback, proceeds to humiliate me for being a virgin, jerk off, loser. However, as she's tearing into me, she gets an idea. She d...

Whenever my parents are out of town, they hire a sitter to watch the house - and me. While they are away, I decided to take a few shots, get onto the family pc, & look at porn. Trixie, who's my sitter, noticed one of the shot glasses was missing entered the family room to confront me about it. She walks in on me, completely naked & jerking off. She immediately goes off, scolding me for it. However, I've always had a crush on her, so I jerk off to her. Trixie, taken aback, proceeds to humiliate me for being a virgin, jerk off, loser. However, as she's tearing into me, she gets an idea. She decides to blackmail me, threatening to tell my parents about this unless I accept due punishment. She tells me that I'm going to masturbate EXACTLY as she instructs from start to finish. I agree to the terms. Trixie then strips to her bra & panties, instructing me to Masturbate. She changes up the pace from fast to slow to moderate throughout, expertly edging my cock. At a point, while having my hands off my cock, she pulls down the back of her panties briefly to reveal her bare ass cheeks, grabbing her ass firmly, she allows me to resume jerking, leading me into a cum countdown. Calling back to the shot glass, telling me that I am to cum in it at the end of the countdown. She tells me, that THIS is my punishment. After cumming into the glass, Trixie says "Take that cumshot!" After I do, Trixie laughs/humiliates/destroys me for the last 60-30 secs.