Pretty, curly-haired blond Stephanie appears to be a model Wentworth Academy student. Her sweet smile, however, conceals the sly, crafty girl she really is. Stephanie is the student assistant to Mr. Blake, Wentworth Academy's Headmaster. He thinks she is just the 'best little assistant he's ever had.' Two of Stephanie's senior classmates, shy, sweet Wren and curvy, cute Melissa are wise to Stephanie's ways and would love to see her revealed for what she really is. However, when Stephanie overhears the two plotting, she sets them up for spanking punishment from Headmaster Blake. With Stephanie present, Headmaster Blake bares Wren and Melissa's bottoms, and proceeds to spank them raw. To add insult to injury, the Headmaster even allows Stephanie to apply his paddle to their upturned, reddened asses. With a sly smile and strong arm, Stephanie paddles the daylights out of her senior classmate's clenching, turning asses. Wren and Melissa seek revenge and help Headmaster Blake uncover Stephanie's misdeeds. Soon it's snotty Stephanie who finds herself over Headmaster Blake's lap, getting a super-strong, bare-bottom spanking. Next he applies the wooden paddle to her scorched behind, causing her to shriek and whimper, begging him to stop. Headmaster Blake decides that since Stephanie is a senior, she will be punished to the fullest extent. He produces the school's wooden rod. After a complete dose of full-force cane strokes to her singed ass, Stephanie is a whimpering mess, but only sarcastically agrees to change her ways.