Caroline Grey

Lecturer Ensures Every Inch of Bottom Receives Care 16 00:06:02

Lecturer Ensures Every Inch of Bottom Receives Care

Student Learns Hard Lesson Across Lecturer Lap 15 00:07:01

Student Learns Hard Lesson Across Lecturer Lap

Schoolgirl Caroline Takes Continued Hand Spanking 10 00:08:56

Schoolgirl Caroline Takes Continued Hand Spanking

Academic Lesson Concludes with Brightly Coloured Cheeks 12 00:05:52

Academic Lesson Concludes with Brightly Coloured Cheeks

Headmaster Canes Aleesha Fox Over the Desk 12 00:07:23

Headmaster Canes Aleesha Fox Over the Desk

Traditional Desk Position Caning for Two Girls 13 00:06:44

Traditional Desk Position Caning for Two Girls

Headmaster Canes Caroline Grey Over the Desk 13 00:06:28

Headmaster Canes Caroline Grey Over the Desk

Schoolgirl Caroline Takes Full Measure of Cane 21 00:08:18

Schoolgirl Caroline Takes Full Measure of Cane

Schoolgirl Caroline Over Knee Bare Discipline 16 00:08:29

Schoolgirl Caroline Over Knee Bare Discipline

Caught in Defiance – Amelia and Caroline’s Scandalous Dance Escapade 50

Caught in Defiance – Amelia and Caroline’s Scandalous Dance Escapade

Faking Kinky with Amelia Jane Rutherford – A Fascinating Turn of Events 23

Faking Kinky with Amelia Jane Rutherford – A Fascinating Turn of Events

Knee High Socks and White Cotton Knickers – The Prefect’s Playful Retribution 17

Knee High Socks and White Cotton Knickers – The Prefect’s Playful Retribution

The Bondmaid Line – Adding a Twist to the Classic Play 26

The Bondmaid Line – Adding a Twist to the Classic Play

Caught Red-Handed – Amelia Jane Rutherford’s Expense Fraud 12

Caught Red-Handed – Amelia Jane Rutherford’s Expense Fraud

Behind the Scenes – The Untold Story of Caroline’s Defiance 13

Behind the Scenes – The Untold Story of Caroline’s Defiance

Pandora Blake – Master of Domination in the Great House 14

Pandora Blake – Master of Domination in the Great House

Dreams of Spanking – The Exciting World of OTK 12

Dreams of Spanking – The Exciting World of OTK

Defiant and Punished – Thomas Cameron’s Dark Comedy 16

Defiant and Punished – Thomas Cameron’s Dark Comedy

Will the Footman’s Unfortunate Interception – A Taste of the Cane 20

Will the Footman’s Unfortunate Interception – A Taste of the Cane

Cross-Dressing Confessions – Pandora Blake in the Throes of Fear and Desire 8

Cross-Dressing Confessions – Pandora Blake in the Throes of Fear and Desire

Fraternisation and Fear – Uncloaking the Relationship between Spy and Agent 17

Fraternisation and Fear – Uncloaking the Relationship between Spy and Agent

Amelia Jane Rutherford – A Spanking Secret Revealed 19

Amelia Jane Rutherford – A Spanking Secret Revealed

Leather Straps and Paddles – A Taste of Amelia’s Corrective Pleasures 15

Leather Straps and Paddles – A Taste of Amelia’s Corrective Pleasures

From Anxious to Assertive – Amelia’s Journey into Disciplinary Role 19

From Anxious to Assertive – Amelia’s Journey into Disciplinary Role

Naughty Nurse Caroline Grey – The Unseen Side of Hospital Discipline 9

Naughty Nurse Caroline Grey – The Unseen Side of Hospital Discipline

Disciplinary Measures – The Spanking of Caroline Grey 9

Disciplinary Measures – The Spanking of Caroline Grey

Headmaster’s Office Seduction – The Tale of Caroline Grey 8

Headmaster’s Office Seduction – The Tale of Caroline Grey

Coach Johnson’s Discipline – A Lesson for Caroline Grey 12

Coach Johnson’s Discipline – A Lesson for Caroline Grey

Caroline Grey’s Unexpected Drill – A Painful Caning Experience 9

Caroline Grey’s Unexpected Drill – A Painful Caning Experience

Behind the Scenes – Spanking Session at the Conference 11

Behind the Scenes – Spanking Session at the Conference

Disciplining the Sassy – Caroline Grey and Her Hard Spanking 11

Disciplining the Sassy – Caroline Grey and Her Hard Spanking

Caught Red Handed – Caroline and the Case of the Missing School Fees 12

Caught Red Handed – Caroline and the Case of the Missing School Fees

Caught in the Act – Caroline Grey’s Unexpected Consequences 11

Caught in the Act – Caroline Grey’s Unexpected Consequences

Caroline Grey – A Spanking Misstep in Birmingham 9

Caroline Grey – A Spanking Misstep in Birmingham

Spankings and Stolen Evidence – A Tale of Policewoman Grey 13

Spankings and Stolen Evidence – A Tale of Policewoman Grey