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This studs means business, & women's buns are going to be wors for war before he & his leather strap are finished with her

Occasionally headmaster will go wild with need to punish his students for things he felt they will eventually commit.  He decided on Trisha, since she had longest history amongst girls, in terms of violations.  He had her bent over his leg, & take brutal punish, as you can see in this clip.  She screamed in all to familiar key of painful pleasure.

Hear her scream & yelp! She's in pain, no doubt about it.  & you would be, too, if cruel fuckers were whipping your back like he's whipping hers.  Watch that cat o nine tails whizz through air as it lands on her bare skin

Fransisca seems to have not stopped her drug use, & headmaster was going to put & end to this.  He dragged her in to room, & immediately began to spank her with his bare hands.

How much can one sex kitten take? Her cries of protest go unheeded

Tina failed her final exam & is dragged into headmasters office by her teacher to receive her punishment.  The headmaster & teacher place Tina in guillotine, lift up her dress & give her caning she wont soon forget.  Tina cries out in pain as welts begin to form all over her pale bottom & vows never to fail final exam again.  Her bottom cant took any more caning sessions.

Cora likes pestering our spanking Master.  No one punishes her like he does.  She does amuse him, so he gives her want she wants.  She bends over & sticks her butt her out.  What to beat her with today? Her Master chooses thin leather whip.  If she wants spanking, it will be one that leaves her with few marks, painful enough to keep her from sitting.  

Anitta has been pestering us for another session with our spanking Master.  We've never met women so eager to be dominated & punished.  So she get's her wish.  She's placed in bondage device, ass & back out for easy access.  Her Master introduces her to his long leather flogger.  He brings it down hard on her back.  His goal is to make this beauty regret her request.  He decides when he wants to spanking miss.  So he has another treat for her.  thin cane.  however you have to stick around for what he does with it.  

She is humiliated as well as whipped, strapped face-down on contraption & with her panties yanked off to leave her butt vulnrable to whip's stinging blows as lads & honey work to show her what misery is really like

Hitched to whipping post, cherry women must endure terrible flogging at hands of her captor, who is determined to inflict as much pain as possible on her

Lucie has disobeyed her teacher one too many times & is called in to headmasters office for prety caning.  With help from another teacher, headmaster bends Lucie over desk & binds her arms & legs.  He lowers her panties, lifts her skirt & gives his naughy student stern caning.  Lucie cries out with each caning & moans in pain as welts begin to form on her pale behind.   This is one caning video you dont want to miss.

Shannon was hoisted upside down completely helpless.  She had recently gotten tattoo on her back like so many other German school girls.  It is because of this, she was declared to have her tender & soft hind end viciously hurt, with hard paddle beating her supple bottom.

How can one woman be so cruel to another? however vicious blond orders other white haired into stocks & than whips her till she cries out in pain & agony

Megan was riding instructor at school, however she always seemed to be heavy handed with her whip.  Finally day came when she had overly beat horse, & it was found dead.  This infuriated headmaster, who loved horses, & had spent several thousands of USD, of his own money buying it.  It was than he decided to give her taste of her own medicine.  He had her tied up in staple, & bludgeon her back with paddle, striking heavy blows upon her back.

the piteous cries of pain emanating from woman who is being flogged on her bare back do nothing to discourage her tormentor

Shannon knows what happens when she stays out to late, however does it anyway & is called in to headmasters office to receive her punishment.  The headmaster orders Shannon to remove her dress, places her in guillotine & uses his cane to turn he bottom lovely shade of pink.  Shannon cries out in mix of pleasure & pain with each canning vows never to break curfew again.

Lea had left school several weeks ago, in essence running away.  She was found by headmaster, on side of street, selling her body to highest bidder.  He brought her to school, ready to whip her for blatant disobedience.

The headmaster has just received Angelas failing report card & decides to teach her valuable lesson.  He drags over chair, pulls her across his lap, & gives her good old-fashioned OTK spanking.  He then removes her panties & uses his firm hand to turn her behind lovely shade of pink.  After Angela has received her spanking, she is ordered to sit on couch & think about what she has done.   All Angela can think about, however, is her freshly spanked ass.