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Wynter receives six strokes of the cane for smoking.
Wynter`s Schooldays -...
Categories: Spanking 
Added: 694 days ago
By: sfrvids1
Runtime: 1m36s
Views: 64206  | Comments: 9
Rating:      
Wynter is dragged home from school drunk by her furious headmaster. First she is caned in and out of her green school knickers, followed later by a bedtime punishment in her PJ's.
Wynter's Drunken Caning
Categories: OTK Spankings  School Girls  Caning 
Added: 285 days ago
By: neptune66
Runtime: 1m53s
Views: 63382  | Comments: 11
Rating:      
Nikki is at it again, this time with a problem in gym leading to her latest punishment. The headmaster picked up a wooden staff, knowing the full effect it would have on her. He repeatedly struck her until bruises began to appear, reminders for the rest of the week.
Will Nikki learn?
Categories: Spanking 
Added: 97 days ago
By: fucked_up
Runtime: 2m2s
Views: 52571  | Comments: 13
Rating:      
Vicky gets the slipper for forgetting to wear her tye.
Vicky Slippered
Categories: Spanking 
Added: 694 days ago
By: sfrvids1
Runtime: 1m14s
Views: 69414  | Comments: 4
Rating:     
Verity has been punished at home and now has been taken before her headmaster where further punishment is discussed. She is the recipient of a long and painful application of the spanking slipper. This instrument inflicts a sharp pain well beyond what even the Verity expected
Verity gets a severe paddling
Categories: Spanking  School Girls  Paddling 
Added: 425 days ago
By: rem
Runtime: 1m2s
Views: 43292  | Comments: 2
Rating:     
Spanked by the school caretaker then straped,paddled and caned by the headmaster these two schoolgirls know they have been well punished.
Two for the cane and two...
Categories: School Girls  Caning  Strapping 
Added: 343 days ago
By: rem
Runtime: 0m54s
Views: 65957  | Comments: 5
Rating:     
Identical twins Amelia Jane and Lucy have been playing tricks on the teachers again and have been sent to the music room to await discipline from the Headmaster...
Twins
Categories: Spanking 
Added: 688 days ago
By: neptune66
Runtime: 1m39s
Views: 52490  | Comments: 6
Rating:      
Ben Dover has been sent to his headmaster for a caning. This is not the first time Dover has been in this study for punishment. The headmaster decides to give the naughty lad an exemplary thrashing in the hope that Dover will mend his ways. 12 of the very best with the senior dragon cane.
Twelve of the very best
Categories: Caning  Male/Male Spanking 
Added: 130 days ago
By: Benjamin Dover
Runtime: 1m35s
Views: 16781  | Comments: 5
Rating:      
This is a spanking video to watch. Elissa came to school in a short skirt and stocking, intentionally attempting to insight excitement among the male teachers of the school. Not so subtle innuendos and overly sensual movements caught the vicious eye of the headmaster. He immediately brought her into a room, and immediately began spanking her soft bottom. She now knew to not be such a temptress, knowing what would happen if she did.
Trembling Cheeks
Categories: Spanking  OTK Spankings 
Added: 264 days ago
By: fucked_up
Runtime: 2m1s
Views: 54818  | Comments: 9
Rating:      
Time for Trouble with Evelyn Clark!The first video shot in 2009 with our new equipment.Whole Video's can be found at www.headmastersoffice.comEnjoy and Be Good!-The Headmaster
Time for Trouble!
Categories: OTK Spankings  Strapping  Paddling 
Added: 441 days ago
By: HeadmastersOffice
Runtime: 1m40s
Views: 25912  | Comments: 13
Rating:     
Pretty school girl Emma has to remove her knickers for an embarrassing and painful bare bottom caning. Hundreds more clips at www.clips4sale.com/studio/22508
Thrashed by the Headmaster
Categories: Caning  School Girls 
Added: 444 days ago
By: chrissyotk
Runtime: 1m32s
Views: 58328  | Comments: 9
Rating:      
The Headmaster with memory problems deals with a 6th former.
The Senile Headmaster
Categories: Caning 
Added: 303 days ago
By: Jasonking001
Runtime: 3m1s
Views: 31449  | Comments: 7
Rating:      
Her guardian takes his leave after being reassured by the headmaster that Verity will get the lesson of her life, a severe caning with the senior girls cane. She is bent over the table, bottom bare for the strokes of the cane. Swish, the pain is for real and she knows she is in for a hard lesson.
The cane marks her good
Categories: Spanking  School Girls  Caning 
Added: 425 days ago
By: rem
Runtime: 1m2s
Views: 57408  | Comments: 3
Rating:      
Sylvia is one of those repeat offenders, always coming back to the headmasters punishment room, always in some form of trouble. It is made apparent that the harder Sylvia was spanked, the more and more she screams. Whether they are screams of pain of pleasure, the headmasters aren't sure. Nonetheless they punish the little slut, thinking that someday she will learn.
Spanking Orgasm
Categories: Spanking 
Added: 46 days ago
By: fucked_up
Runtime: 2m1s
Views: 57165  | Comments: 5
Rating:      
6th form schoolgirl Emma has given the Pottery Mistress a 'dose of the vapours' with her overly realistic depiction of a certain 'item' of male 'furniture'! The Headmaster decides that he will make sure Miss Emma Brown understands the unacceptability of her behaviour by firstly spanking her red, then, after soothing her bottom with cold cream, turning it puce by spanking her again on her moistened bottom. Emma finds that the Headmaster's 'kindness' is a two edged sword because it hurts a lot more on a damp bottom!
Sound Punishment - Emma's...
Categories: Spanking  OTK Spankings  School Girls 
Added: 195 days ago
By: SoundPunishment
Runtime: 0m50s
Views: 44358  | Comments: 4
Rating:      
Sometimes we feel that we must audition a girl if she wishes to work for us. To ensure she is up to the high standards you expect we have auditioned on your behalf the beautiful Czech top model Natalie. See her strip naked and bend over our resident 'Headmaster's knees to get her bottom turned cherry red by his hard hand.A red bottom for top model Natalie in her first film for us.
Sound Punishment - Czech...
Categories: Spanking  OTK Spankings 
Added: 161 days ago
By: SoundPunishment
Runtime: 1m3s
Views: 42436  | Comments: 3
Rating:     
Chinese schoolgirl Lilly is now really in trouble as she is caught vandalising her Headmaster's garden. She finds herself over his knee for an al fresco spanking and then her very first dose of his dreaded school cane. Her squeals of pain and horror blend with the thwack of rattan on her bare bottom, a symphony of pleasure for the true spanker.
Sound Punishment - Chinese...
Categories: OTK Spankings  School Girls  Caning 
Added: 181 days ago
By: SoundPunishment
Runtime: 1m3s
Views: 51978  | Comments: 7
Rating:      
Lilly, our new Chinese exchange student is not settling in and seems determined not to obey the school rules. She now faces the Headmaster and gets her very first spanking on her soft bare bottom. Her squeaks and wails of alarm are a joy to his ears as her delivers a blistering spanking onto her virgin bottom cheeks.A great new schoolgirl corporal punishment movie with new Chinese pupil Lilly.
Sound Punishment - An...
Categories: Spanking  OTK Spankings  School Girls 
Added: 275 days ago
By: SoundPunishment
Runtime: 0m53s
Views: 36788  | Comments: 10
Rating:     
The spanking she got earlier was not enough to cure her and she is soon back before the Headmaster to receive a blistering hand-spanking and then the very first strapping of her young life with his fearsome leather paddle. Her cries of pain do not dissuade him from his task and Lilly is soon a sore and very contrite Chinese schoolgirl.A great new schoolgirl spanking movie starring first time model Lilly.
Sound Punishment - An...
Categories: Spanking  School Girls  Paddling 
Added: 248 days ago
By: SoundPunishment
Runtime: 1m2s
Views: 35863  | Comments: 11
Rating:     
Clover Mathews is the bane of the Headmaster's life. This petite naughty 6th form troublemaker is now caught wearing a 1st form gymslip rather than her neat 6th form uniform. It is so short that her white panties are on show if she even bends only slightly forward! The Headmaster decides that as she is dressed like a 1st former, she shall be spanked like a 1st former. He then canes on her naked bottom as a 6th former for her insolence.
Sound Punishment - A...
Categories: Spanking  School Girls  Caning 
Added: 261 days ago
By: SoundPunishment
Runtime: 1m2s
Views: 79374  | Comments: 11
Rating:      
Her guardian has broken his spanking arm and she is running wild, smoking and cavorting with boys. Her guardian has no choice but to ask his friend, the headmaster of Caroline's school, to come to his home and deal with this rebellious schoolgirl. This he does with his trusty size 11 plimsoll slipper!
Slippered for smoking
Categories: Spanking  School Girls  Paddling 
Added: 369 days ago
By: SoundPunishment
Runtime: 0m33s
Views: 25970  | Comments: 1
Rating:     
Eva had been walking around school without panties flashing her fellow classmates. She saw this as a big joke, and a way to make her dull life all the more exciting. The headmaster however saw this and took immediate action. She was not to make a mockery of the school and everything it stood for, and thus she must be taught a lesson. The next day he had her take off the panties she had finally put on, just so he could see her pretty pink pussy squirm in pain as he paddled her soft ass, teaching her that lesson.
Skinny school girl gets...
Categories: Spanking  School Girls  Strapping 
Added: 305 days ago
By: fucked_up
Runtime: 2m2s
Views: 77000  | Comments: 13
Rating:      
Shanelle caned for smoking.
Shanelle`s Schooldays
Categories: Spanking  School Girls  Caning 
Added: 394 days ago
By: sfrvids1
Runtime: 1m42s
Views: 46446  | Comments: 4
Rating:     
Willow believes that by being cheeky she can get away with murder. Unfortunately her new Headmaster thinks otherwise and decides she needs to be punished for her unruly behaviour. To his horror he finds she seems to enjoy having her bottom spanked and so he has to use the cane to make her understand what is, and what is not, acceptable behaviour in school.Schoolgirl Willow severely spanked and caned in this brand new spanking film
Schoolgirl Willow's 18...
Categories: OTK Spankings  School Girls  Caning 
Added: 411 days ago
By: SoundPunishment
Runtime: 0m33s
Views: 28067  | Comments: 2
Rating:     
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