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Mila: After School Spanking (Part 1) 1 Mila: After School Spanking (Part 1) 2 Mila: After School Spanking (Part 1) 3 Mila: After School Spanking (Part 1) 4
Mila: After School Spanking (Part 1)
After school, Mila is welcomed home by the Headmaster with a long OTK spanking. He begins with his hand on her bare bottom and then moves up to a hair brush.
Updated: Mon. Aug. 19, 2024
Yvonne: Naked Bedroom Punishment (Part 2) 1 Yvonne: Naked Bedroom Punishment (Part 2) 2 Yvonne: Naked Bedroom Punishment (Part 2) 3 Yvonne: Naked Bedroom Punishment (Part 2) 4
Yvonne: Naked Bedroom Punishment (Part 2)
Yvonne's bedroom punishment continues as she is order up on the bed and on-all-fours. The Headmaster then proceeds to punish Yvonne with the leather strap and ping pong paddle.
Updated: Fri. Aug. 16, 2024
Yvonne: Naked Bedroom Punishment (Part 1) 1 Yvonne: Naked Bedroom Punishment (Part 1) 2 Yvonne: Naked Bedroom Punishment (Part 1) 3 Yvonne: Naked Bedroom Punishment (Part 1) 4
Yvonne: Naked Bedroom Punishment (Part 1)
The Headmasters begins by strapping new girl Yvonne over her skirt. He then orders her to strip naked and bend over the foot of the bed for a hard punishment with the heavy leather strap.
Updated: Wed. Aug. 14, 2024
Jenna: Long Living Room Punishment (Part 4) 1 Jenna: Long Living Room Punishment (Part 4) 2 Jenna: Long Living Room Punishment (Part 4) 3 Jenna: Long Living Room Punishment (Part 4) 4
Jenna: Long Living Room Punishment (Part 4)
Jenna endures a long painful punishment session with multiple implements and positions with the Headmaster in the living room. Jenna's day of despair concludes with nakedness, a hard strapping and tears.
Updated: Mon. Aug. 12, 2024
Jenna: Long Living Room Punishment (Part 3) 1 Jenna: Long Living Room Punishment (Part 3) 2 Jenna: Long Living Room Punishment (Part 3) 3 Jenna: Long Living Room Punishment (Part 3) 4
Jenna: Long Living Room Punishment (Part 3)
Jenna endures a long painful punishment session with multiple implements and positions with the Headmaster in the living room. In part three, Jenna is given a rubber glove inspection and a long painful session with the hairbrush and belt.
Updated: Fri. Aug. 09, 2024
Jenna: Long Living Room Punishment (Part 2) 1 Jenna: Long Living Room Punishment (Part 2) 2 Jenna: Long Living Room Punishment (Part 2) 3 Jenna: Long Living Room Punishment (Part 2) 4
Jenna: Long Living Room Punishment (Part 2)
Jenna endures a long painful punishment session with multiple implements and positions with the Headmaster in the living room. In part two, Jenna is spanked into squirming submission with the Headmaster's belt.
Updated: Wed. Aug. 07, 2024
Jenna: Long Living Room Punishment (Part 1) 1 Jenna: Long Living Room Punishment (Part 1) 2 Jenna: Long Living Room Punishment (Part 1) 3 Jenna: Long Living Room Punishment (Part 1) 4
Jenna: Long Living Room Punishment (Part 1)
Jenna endures a long painful punishment session with multiple implements and positions with the Headmaster in the living room. In part one, she goes over his knee for a bare bottom OTK hand spanking.
Updated: Mon. Aug. 05, 2024
Daija: Talking Back 1 Daija: Talking Back 2 Daija: Talking Back 3 Daija: Talking Back 4
Daija: Talking Back
When a very sassy Daija decides to talk back to the Headmaster, she is rewarded with a painful OTK paddling on her bare bottom.
Updated: Mon. Aug. 05, 2024
Danni: Welcome to the Academy 1 Danni: Welcome to the Academy 2 Danni: Welcome to the Academy 3 Danni: Welcome to the Academy 4
Danni: Welcome to the Academy
Shy new girl Danni is welcomed into the Academy by the Headmaster with an interview and several OTK hand-spankings.
Updated: Fri. Aug. 02, 2024
Casey: Private Session with the Headmaster (Part 2) 1 Casey: Private Session with the Headmaster (Part 2) 2 Casey: Private Session with the Headmaster (Part 2) 3 Casey: Private Session with the Headmaster (Part 2) 4
Casey: Private Session with the Headmaster (Part 2)
New girl Casey is given a private counseling session by the Headmaster. She is punished several times, inspected, ordered to strip naked and given her Academy uniform.
Updated: Wed. Jul. 31, 2024
Casey: Private Session with the Headmaster (Part 1) 1 Casey: Private Session with the Headmaster (Part 1) 2 Casey: Private Session with the Headmaster (Part 1) 3 Casey: Private Session with the Headmaster (Part 1) 4
Casey: Private Session with the Headmaster (Part 1)
New girl Casey is given a private counseling session by the Headmaster. She is punished several times, inspected, ordered to strip naked and given her Academy uniform.
Updated: Mon. Jul. 29, 2024
Daija: OTK Wooden Paddle Spanking 1 Daija: OTK Wooden Paddle Spanking 2 Daija: OTK Wooden Paddle Spanking 3 Daija: OTK Wooden Paddle Spanking 4
Daija: OTK Wooden Paddle Spanking
Daija squirms her way uncontrollably through a painful OTK paddling.
Updated: Fri. Jul. 26, 2024
Taylor: Welcome to the Academy (Part 3) 1 Taylor: Welcome to the Academy (Part 3) 2 Taylor: Welcome to the Academy (Part 3) 3 Taylor: Welcome to the Academy (Part 3) 4
Taylor: Welcome to the Academy (Part 3)
New girl Taylor is welcomed to the Academy by the Headmaster. She is interviewed, weighed, measured and punished several times.
Updated: Wed. Jul. 24, 2024
Taylor: Welcome to the Academy (Part 2) 1 Taylor: Welcome to the Academy (Part 2) 2 Taylor: Welcome to the Academy (Part 2) 3 Taylor: Welcome to the Academy (Part 2) 4
Taylor: Welcome to the Academy (Part 2)
New girl Taylor is welcomed to the Academy by the Headmaster. She is interviewed, weighed, measured and punished several times.
Updated: Mon. Jul. 22, 2024
Taylor: Welcome to the Academy (Part 1) 1 Taylor: Welcome to the Academy (Part 1) 2 Taylor: Welcome to the Academy (Part 1) 3 Taylor: Welcome to the Academy (Part 1) 4
Taylor: Welcome to the Academy (Part 1)
New girl Taylor is welcomed to the Academy by the Headmaster. She is interviewed, weighed, measured and punished several times.
Updated: Fri. Jul. 19, 2024
Jordan: Welcome to the Academy 1 Jordan: Welcome to the Academy 2 Jordan: Welcome to the Academy 3 Jordan: Welcome to the Academy 4
Jordan: Welcome to the Academy
New girl Jordan is welcomed to the Academy by the Headmaster with an interview and two OTK hand-spankings.
Updated: Wed. Jul. 17, 2024
Daija & Lynn: Bedtime Spanking 1 Daija & Lynn: Bedtime Spanking 2 Daija & Lynn: Bedtime Spanking 3 Daija & Lynn: Bedtime Spanking 4
Daija & Lynn: Bedtime Spanking
The Headmaster warms Daija and Lynn's bottoms with a brisk bare bottom OTK hand-spanking before sending them off to bed.
Updated: Mon. Jul. 15, 2024
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: Fri. Jul. 12, 2024
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: Wed. Jul. 10, 2024
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: Mon. Jul. 08, 2024
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: Fri. Jul. 05, 2024
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: Wed. Jul. 03, 2024
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: Mon. Jul. 01, 2024
Daija: Rise and Shine 1 Daija: Rise and Shine 2 Daija: Rise and Shine 3 Daija: Rise and Shine 4
Daija: Rise and Shine
The Headmaster awakens Daija with a bottom warming OTK spanking with the ping pong paddle.
Updated: Mon. May. 13, 2024
Alex: New Girl at the Academy (Part 1) 1 Alex: New Girl at the Academy (Part 1) 2 Alex: New Girl at the Academy (Part 1) 3 Alex: New Girl at the Academy (Part 1) 4
Alex: New Girl at the Academy (Part 1)
New girl Alex is introduced to the Academy by the Headmaster. She is interview and given several hand-spankings.
Updated: Mon. May. 06, 2024
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