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Scenes tagged 'Headmaster'

Punished by the Headmaster

Film (running time 21:57) with gallery of 9 screengrabs.
Updated 4 Nov 2022

Naughty schoolboys must report to Headmaster Pandora Blake for their caning - but first they’ll get the scolding they deserve. Each stroke bites so much more sharply that way, after all.

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Tags: British, cane, edgy, explicit sex, Films, headmaster, objectification, Pandora Blake, school, scolding, Solo-M, Solo-X, strap-on, strict

Beating the Headmaster

Film (running time 14:31) with gallery of 9 screengrabs
Updated 27 Feb 2022

Pandora Blake is a public school student’s dream come true in this film, as she gets a once-in-a-lifetime chance to administer a severe caning to the Headmaster himself!

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Tags: british, cane, film, hard punishment, headmaster, humiliation, Pandora Blake, prefect, school, Solo X, solo-F

Bend Over New Boy

Film (running time 10:42) with gallery of 72 screengrabs
Updated 27 Feb 2022

In this school caning JOI Pandora Blake, dressed in crisp school uniform, puts you in role as a scared new boy. Imagine being ordered to bend over for the cane - and for the prefect's big strap-on cock.

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Tags: British, cane, cold caning, film, first time, hard punishment, headmaster, institutional, Pandora Blake, POV, queer, school, school uniform, Solo X, solo-F, strap-on

A Visit to the Schoolmaster

Film (running time 11:51) with gallery of 33 screengrabs
Updated 27 Feb 2022

Pandora Blake has a new story to share with you - an experience she never thought she’d get to have in real life. Could she really have been caned by an actual public schoolmaster?

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Tags: British, cane, consensual, erotic, film, hand spanking, headmaster, JOI, Pandora Blake, school, school uniform, Solo X, solo-F, strap-on

Even Teachers Make Mistakes

Film (running time 9:22) with gallery of 39 HD screengrabs
Updated 27 Feb 2022

Interrupting Mike Pain at the wrong moment, Pandora Blake earns a bare bottom punishment caning: six of the best. However, the Headmaster might have the wrong end of the stick...

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Tags: asked for, bare bottom, British, cane, CMNF, cold caning, Danielle K, denim, film, hard punishment, Headmaster, Mike Pain, M|F, M|X, Pandora Blake, school, strict

Uniform Violation

Film (running time 10:26) with gallery of 40 photographs
Updated 7 Feb 2022

Poor Fauni Cate – called to Dr Richard Barton's office because his school uniform doesn't conform, he's subjected to a strict scolding and six of the best. This school punishment is Fauni's first ever caning.

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Tags: British, cane, cold caning, Fauni Cate, film, hard punishment, Headmaster, M|M, M|X, photogallery, Richard Barton, school, school uniform, scolding, strict

Maintaining Discipline - part 2

Film (running time 17:54) with gallery of 44 photographs
Updated 27 Feb 2022

In the headmaster's study Pandora Blake practices corporal punishment with the tawse and cane. Mike Pain takes a severe beating, before bending Pandora over the desk for a firm hand spanking.

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Tags: asked for, bare bottom, behind the scenes, British, cane, consensual, dominant spankee, film, firm hand spanking, F|M, hand spanking, Headmaster, interview, lingerie, Mike Pain, M|F, M|X, Nimue Allen (tog), Pandora Blake, pencil skirt, school, severe, slipper, stockings, switch scene, tawse, welts, X|M

Maintaining Discipline

Film (running time 18:00) with gallery of 24 photos
Updated 27 Feb 2022

Headmaster Mike Pain introduces new teacher Pandora Blake to corporal punishment – the slipper, the ruler, the works. Although the discipline is traditional, the lesson is anything but. 

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Tags: asked for, bare bottom, behind the scenes, boys in suits, British, consensual, dominant spankee, erotic, film, F|M, Headmaster, historical, institutional, interview, Mike Pain, Nimue Allen (tog), Pandora Blake, pencil skirt, photogallery, playful, ruler, school, slipper, training, X|M

Unearned Punishment

Film (running time 5:10) with gallery of 36 screengrabs
Updated 15 Feb 2022

In this school caning film things are looking bleak for Alexander. A careless mistake leads to the hapless schoolboy bending over in grey school shorts to receive a punishment caning from the headmaster.

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Tags: Alexander Knight, behind the scenes, cane, cold caning, film, hard spanking, Headmaster, Molly Malone, M|F, M|M, M|X, Nimue Allen, Pandora Blake, Richard Barton, school, school shorts, school uniform, strict, unfair

Caning Practice

Film (running time 19:57) with gallery of 48 photographs
Updated 20 Jul 2015

Like all schoolboys, Michael and Sebastian dread the cane. When the Headmaster catches them exchanging practice strokes in the school grounds, they soon find out what it really feels like.  

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Tags: cane, cornertime, fair, fear, film, gay, hard punishment, Headmaster, honour, Michael Darling, M|M, Nimue Allen (tog), outdoor, photogallery, queer, school, school uniform, scolding, Sebastian Hawley, strict, switch, Thomas Cameron, trans, welts

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