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Page: 1 of 44
Brooke: Van Spanking 1 Brooke: Van Spanking 2 Brooke: Van Spanking 3 Brooke: Van Spanking 4
Brooke: Van Spanking
Innocent young Brooke is groped and spanked by the Headmaster in the back of the van.
Updated: Mon. Nov. 20, 2017
Daija: Sleeping Again (Part 2) 1 Daija: Sleeping Again (Part 2) 2 Daija: Sleeping Again (Part 2) 3 Daija: Sleeping Again (Part 2) 4
Daija: Sleeping Again (Part 2)
The Headmaster finds Daija sleeping when she is supposed to be working. He helps her wake up with a brisk bottom beating.
Updated: Fri. Nov. 17, 2017
Daija: Sleeping Again (Part 1) 1 Daija: Sleeping Again (Part 1) 2 Daija: Sleeping Again (Part 1) 3 Daija: Sleeping Again (Part 1) 4
Daija: Sleeping Again (Part 1)
The Headmaster finds Daija sleeping when she is supposed to be working. He helps her wake up with a brisk bottom beating.
Updated: Wed. Nov. 15, 2017
Karmen: Welcome to the Academy (Part 2) 1 Karmen: Welcome to the Academy (Part 2) 2 Karmen: Welcome to the Academy (Part 2) 3 Karmen: Welcome to the Academy (Part 2) 4
Karmen: Welcome to the Academy (Part 2)
New girl Karmen is welcomed into the Academy. She receives her initial interview, her measurements are taken, the Academy rules are explained and a number of spankings are delivered.
Updated: Mon. Nov. 13, 2017
Karmen: Welcome to the Academy (Part 1) 1 Karmen: Welcome to the Academy (Part 1) 2 Karmen: Welcome to the Academy (Part 1) 3 Karmen: Welcome to the Academy (Part 1) 4
Karmen: Welcome to the Academy (Part 1)
New girl Karmen is welcomed into the Academy. She receives her initial interview, her measurements are taken, the Academy rules are explained and a number of spankings are delivered.
Updated: Fri. Nov. 10, 2017
Jenna: Punishment and Rubber Glove Inspection (Part 2) 1 Jenna: Punishment and Rubber Glove Inspection (Part 2) 2 Jenna: Punishment and Rubber Glove Inspection (Part 2) 3 Jenna: Punishment and Rubber Glove Inspection (Part 2) 4
Jenna: Punishment and Rubber Glove Inspection (Part 2)
Fully naked Jenna is ordered onto a bench by the Headmaster. She is punished and given a rubber glove inspection.
Updated: Wed. Nov. 08, 2017
Jenna: Punishment and Rubber Glove Inspection (Part 1) 1 Jenna: Punishment and Rubber Glove Inspection (Part 1) 2 Jenna: Punishment and Rubber Glove Inspection (Part 1) 3 Jenna: Punishment and Rubber Glove Inspection (Part 1) 4
Jenna: Punishment and Rubber Glove Inspection (Part 1)
Fully naked Jenna is ordered onto a bench by the Headmaster. She is punished and given a rubber glove inspection.
Updated: Mon. Nov. 06, 2017
Daija: Lounging Again (Part 2) 1 Daija: Lounging Again (Part 2) 2 Daija: Lounging Again (Part 2) 3 Daija: Lounging Again (Part 2) 4
Daija: Lounging Again (Part 2)
Daija's punishment for failing in her cleaning chores continues. In Part 2, she goes over the Headmaster's knee for a paddling with a short wicked wooden paddle. He finishes her punishment by putting her on her knees and strapping her already tender bottom.
Updated: Fri. Nov. 03, 2017
Daija: Lounging Again (Part 1) 1 Daija: Lounging Again (Part 1) 2 Daija: Lounging Again (Part 1) 3 Daija: Lounging Again (Part 1) 4
Daija: Lounging Again (Part 1)
Daija is supposed to be cleaning. Is she cleaning? No she is not. The Headmaster takes the leather strap to her bare bottom until she is squirming delightfully. He then binds her wrists and gives her a healthy dose of the 'Yardstick of Correction'. Oh Daija, will you ever learn?
Updated: Wed. Nov. 01, 2017
Mila: Welcome to the Academy (Part 2) 1 Mila: Welcome to the Academy (Part 2) 2 Mila: Welcome to the Academy (Part 2) 3 Mila: Welcome to the Academy (Part 2) 4
Mila: Welcome to the Academy (Part 2)
Pretty young new girl Mila is welcomed to the Academy by the Headmaster. She is interviewed, weighed, measured and spanked several times.
Updated: Mon. Oct. 30, 2017
Mila: Welcome to the Academy (Part 1) 1 Mila: Welcome to the Academy (Part 1) 2 Mila: Welcome to the Academy (Part 1) 3 Mila: Welcome to the Academy (Part 1) 4
Mila: Welcome to the Academy (Part 1)
Pretty young new girl Mila is welcomed to the Academy by the Headmaster. She is interviewed, weighed, measured and spanked several times.
Updated: Fri. Oct. 27, 2017
Daija & Angelina: Drunk Again (Part 2) 1 Daija & Angelina: Drunk Again (Part 2) 2 Daija & Angelina: Drunk Again (Part 2) 3 Daija & Angelina: Drunk Again (Part 2) 4
Daija & Angelina: Drunk Again (Part 2)
The Headmaster returns early and catches Daija and Angelina drinking on Academy grounds. Both girls are paddled hard. Angelina receives additional punishment for providing the alcohol.
Updated: Wed. Oct. 25, 2017
Daija & Angelina: Drunk Again (Part 1) 1 Daija & Angelina: Drunk Again (Part 1) 2 Daija & Angelina: Drunk Again (Part 1) 3 Daija & Angelina: Drunk Again (Part 1) 4
Daija & Angelina: Drunk Again (Part 1)
The Headmaster returns early and catches Daija and Angelina drinking on Academy grounds. Both girls are paddled hard. Angelina receives additional punishment for providing the alcohol.
Updated: Mon. Oct. 23, 2017
Coed Bailey Spanked OTK for Disobedience 1 Coed Bailey Spanked OTK for Disobedience 2 Coed Bailey Spanked OTK for Disobedience 3 Coed Bailey Spanked OTK for Disobedience 4
Coed Bailey Spanked OTK for Disobedience
Coed Bailey is a new student at High-Expectations Academy. As with most new girls, she is disobedient and misbehaves frequently. She has to be "reminded" that at this academy the Headmaster does not put up with such girls and spanks them to impress on them that their obedience will be obtained and they will not misbehave. Bailey has been disobedient to the Headmaster, so he spanks her OTK after making her raise her schoolgirl uniform. She is also made to bend over an ottoman so a hairbrush can be used to spank her. Feet-kicking, bouncing and squirming, there is a lot of action by Bailey during this punishment. She cries freely as this is a real spanking and she shows real tears. She receives 220 hand-slaps for her spanking and 60 strokes of the hairbrush. Finally she is ordered to kneel on the ottoman, knees and elbows for 59 strokes of the strap
Updated: Fri. Oct. 20, 2017
Daija: Spanked 'just because' 1 Daija: Spanked 'just because' 2 Daija: Spanked 'just because' 3 Daija: Spanked 'just because' 4
Daija: Spanked 'just because'
Daija is spanked hard with myriad implements for reasons too numerous to mention, including: wooden hairbrush, wooden paddle and giant yardstick.
Updated: Wed. Oct. 18, 2017
Taylor: Legs Up Spanking 1 Taylor: Legs Up Spanking 2 Taylor: Legs Up Spanking 3 Taylor: Legs Up Spanking 4
Taylor: Legs Up Spanking
Blond new girl Taylor is given a very exposed and humiliating legs up hand spanking by the Headmaster.
Updated: Mon. Oct. 16, 2017
Clarice: Naked Hand Spanking 1 Clarice: Naked Hand Spanking 2 Clarice: Naked Hand Spanking 3 Clarice: Naked Hand Spanking 4
Clarice: Naked Hand Spanking
Completely naked new girl Clarice is given a choice of where she wishes to be punished. She chooses the couch and the Headmaster orders her to lay over the arm of the couch and gives her a brisk hand spanking on her shapely bare bottom.
Updated: Fri. Oct. 13, 2017
Daija: Gimmee Some Money! (Part 2) 1 Daija: Gimmee Some Money! (Part 2) 2 Daija: Gimmee Some Money! (Part 2) 3 Daija: Gimmee Some Money! (Part 2) 4
Daija: Gimmee Some Money! (Part 2)
Daija wants money to see a concert. At the Academy there is price to be paid for asking for money. In Part 2, Daija's punishment continues with additional hand-spankings on her already tender bottom.
Updated: Wed. Oct. 11, 2017
Daija: Gimmee Some Money! (Part 1) 1 Daija: Gimmee Some Money! (Part 1) 2 Daija: Gimmee Some Money! (Part 1) 3 Daija: Gimmee Some Money! (Part 1) 4
Daija: Gimmee Some Money! (Part 1)
Daija wants money to see a concert. At the Academy there is price to be paid for asking for money. In Part 1, Daija is stripped naked and punished OTK with hand and hair brush.
Updated: Mon. Oct. 09, 2017
Clarice: Rise and Shine 1 Clarice: Rise and Shine 2 Clarice: Rise and Shine 3 Clarice: Rise and Shine 4
Clarice: Rise and Shine
When the Headmaster learns that Clarice came home drunk last night, he decides to awaken her with some firm discipline. She is pulled naked from bed for OTK hand and hairbrush spankings.
Updated: Fri. Oct. 06, 2017
Mila: Needing to be Spanked (Part 2) 1 Mila: Needing to be Spanked (Part 2) 2 Mila: Needing to be Spanked (Part 2) 3 Mila: Needing to be Spanked (Part 2) 4
Mila: Needing to be Spanked (Part 2)
Blond and whimsical young Mila shows up at the Headmaster's home in desperate need of a good spanking. In the spirit of chivalrous bipartisanship, the Headmaster offers his disciplinarian services. In Part 2, Mila confesses that she has been skipping school. She is ordered to strip naked and go over the Headmaster's knee for a painful hairbrush spanking. Mila is then positioned on the floor, bottom very exposed, and spanked further with the hairbrush. In the end, a valuable lesson is taught and learned.
Updated: Wed. Oct. 04, 2017
Mila: Needing to be Spanked (Part 1) 1 Mila: Needing to be Spanked (Part 1) 2 Mila: Needing to be Spanked (Part 1) 3 Mila: Needing to be Spanked (Part 1) 4
Mila: Needing to be Spanked (Part 1)
Willowy wayward young Mila shows up at the Headmaster's home asking to be spanked. He is reluctantly persuaded to oblige. In Part 1, she is ordered naked and over his knee.
Updated: Mon. Oct. 02, 2017
Daija: Bedroom OTK 1 Daija: Bedroom OTK 2 Daija: Bedroom OTK 3 Daija: Bedroom OTK 4
Daija: Bedroom OTK
The Headmaster catches Daija lounging in the new lingerie she bought to tease and titillate her boyfriend. He rewards her for this wise purchase with an OTK hand-spanking.
Updated: Fri. Sep. 29, 2017
Mila: Study Hall 1 Mila: Study Hall 2 Mila: Study Hall 3 Mila: Study Hall 4
Mila: Study Hall
The Headmaster tutors wayward Mila in the subtleties and refinements of proper and effective studying habits. He accomplishes this with a heavy leather strap applied judiciously to her shapely bare bottom. Well done, Sir!
Updated: Wed. Sep. 27, 2017
Daija: Pick That Shit Up, Girl! (Part 2) 1 Daija: Pick That Shit Up, Girl! (Part 2) 2 Daija: Pick That Shit Up, Girl! (Part 2) 3 Daija: Pick That Shit Up, Girl! (Part 2) 4
Daija: Pick That Shit Up, Girl! (Part 2)
Daija was sent to pick up her room. Instead she poses and plays with herself in front of the mirror like common street trash. The Headmaster is not amused by her abhorrent behavior. In Part Two, the Headmaster returns to an already very tender and exposed Daija still in position from her previous punishment. He finishes making his point with some additional paddling on her already very pink bottom. He does not cease his relentless assault of focused discipline until she has learned her lesson.
Updated: Mon. Sep. 25, 2017
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