Wish for Porn High is a series of captions in which Dean has used one of his three wishes to “be the principle at a porn parody version of his high school”. The first post in this series is here.


“Oh, hello Miss Castle!” Dean said as he opened the door and raised an eyebrow. The brunette teacher stood there dressed in a blue and white student outfit.

“Hello Principal Hardcock!” she replied with a smile on her lips and gave a little curtsy. Dean waved her inside and closed the door behind her, the clicking of her stiletto heels echoing from the hard tile floor.

“And please call me Dawn Principal Hardcock.”

“Sure Dawn, and call me Dean then.” he said as he nodded his head slightly.

“Oh, no Principal Hardcock…” she replied, shaking her head slightly, “I want you to get the full experience of the chess club I’m recommending to you.”

She grabbed the hem of her skirt, the chess set in her one hand, and did a little twirl, “That’s why I’m dressed as a student today. And a student would never address you as anything but Principal Hardcock, it would be disrespectful!”

Dean smiled, “Well, alright then… Dawn, should we get started?” he replied and gestured over to the living room where there was a table setup between two comfortable looking arm chairs.

Dawn setup the board and put out all the pieces so that Dean was white and she was black.

It didn’t take long for a dozen of her pieces to be off the board while Dean still had all of his in play.

Dawn scrunched her forehead in thought and shifted forward on the chair, intently studying the board. A few more lost pieces later and she’d shifted herself over on to the corner of the table, her legs spread wide as she subconsciously placed one of her lost pieces between her lips.

“My gosh Principal Hardcock, I didn’t know you were so good at chess!” she exclaimed and looked down at the board once more, a pout forming on her lips.

She reached down and set the playing piece that had between her lips on the table and then reached out to her king and toppled it over. Without missing a beat, she slide it across the table and under her skirt. A quick flip of her hand sent the skirt sailing away from her bare pussy and she pushed the piece against her moist lips.

“Mmmmm… Principal Hardcock, you could be a chess master for sure! moan” she said as here eyes closed briefly.

Dean watched her whole body shiver as she said “master” and she continued to rub her fallen king between her legs.

Dean stood up and walked over beside her, her face looking up at him, “Please Principal Hardcock… Master… can you teach me how you did that?” she continued as her fingers went for his pants and after only a moment, they dropped to the floor.

Her lips quickly wrapped around his hardening shaft and her right hand returned to the fallen king between her legs.

After a few minutes of bobbing back and forth, she felt him stiffen even more and pulled back, using her free hand to stroke him as spurts of cum flew across her face and glasses. She squealed in delight as he did and then quickly took him back in to her mouth as the the stream of cum came to rest on her lips.

“Well Dawn, this is your first lesson right here… this is called a Castle maneuver.”

Her whole face beamed in a smile as she nodded in appreciation.

“What do you say we do a lesson each week from now on, I’m sure I’ll find new positions to teach you.”

Dawn popped off his dick to answer, “That would be great Master! I can’t wait to learn everything you have to teach me!”, and then sliped her lips over his softening shaft once more.

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