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. All stories in the serires tagged here.

Note, all characters depeicted are over 18. The wish made all the students into adults, as all porn parody actresses are adults in these films.


Gertrude slapped the ruler against her palm sending the sharp sound through the classroom, “Now class, what did I say about keeping quite during the test?”

All of the student’s eyes came to focus on her, but not a single one made a reply, before they put their heads back down to the task at hand.

“Ah Miss Garters, I see you are in the middle of an exam… I won’t disturb you.” Principal Hardcock’s voice came from the doorway.

Gertrude’s head snapped to the doorway and a wide smile formed on her lips as she hopped down from her seated position on her desk.

“Oh, Principal Hardcock! I didn’t see you there!” she exclaimed as she shimmied her way over and grabbed his hand as he turned to leave.

There were several giggles from the students but they stopped the instant she turned her glare towards the rows of desks.

When she turned back to Principal Hardcock there was the same bright smile on her face, “Please, I’m sure the class can maintain their composure for a few minutes while we talk in the hallway.”

She shot the class another cold glare as she shuffuled Principal Hardcock out of the classroom and closed the door behind them.

“Is that an antique?” Principal Hardcock asked as he took the ruler from her hand and examined it.

Gertrude blushed and nodded her head, “Why yes, yes it is. It was my grandmother’s ruler, she used it in her classroom as well.”

Principal Hardcock ran his hands over it a few times and then gave his palm a good slap with it, “I’m sure it’s seen quite a few tender bottom’s in it’s day… too bad such practices are no longer acceptable.”

“Yes, yes quite the shame…” Gertrude replied as a shiver ran down her spine, “…though perhaps…” she continued.

“Perhaps?” Principal Hardcock asked with a raised eyebrow.

“Well, perhaps it has one more tender bottom to see…” she replied and then turned and bent over a little, lifting her skirt up with one hand as she steadied herself against the bank of lockers in front of her.

Principal Hardcock gently rubbed the ruler over her bare bottom in a small circle, “Yes… perhaps…” he replied and then raised the ruler up and slapped it against her ass.

“OH!” Gertrude cried out and then moaned with a little laugh, “Oh, Principal Hardcock… you’ve done that before!”

A second and third slap with the ruler elicited more cries of pleasure, and didn’t stop until her ass was red and tender.


Gertrude walked back into the classroom, her hands clutching the ruler behind her back, as giggles and snickers erupted from the students.

With a purposeful stride, that inflamed her ass even more, she shot over to her desk and brough the ruler hard down onto it’s surface.

“Is there something funny? Perhaps someone told a joke while taking the test? Perhaps I should deduct 10 marks form everyone?” she shot over the heads of the students and silence, punctuated by the scribbling of pencils returned.

Gertrude nodded and then looked at the hard wooden surface of her desk, her gaze wandered over to the soft cushion of her chair and then back to the desktop.

A shiver ran through her as she wiggled her way up to the side of the desk and then jumped up onto it. Pain and pleasure raced up her spine from her ass, but she kept them both under control and returned to monitoring the students as they finished their exam.

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