With previews from Headmaster Michael1 Premium Site
With videos from Headmaster Michael
Headmaster Michael
Free Videos and Galleries
Girls Boarding SchoolHeadmaster MichaelElinMolly GBSspanking, m/f, caningNov 20The Single Malt OffenseRead more
Girls Boarding SchoolHeadmaster MichaelSimonespanking, m/f, otk, strapNov 20Simone Punished For Reading Porn MagazinesRead more
Girls Boarding SchoolHeadmaster MichaelSimoneCarolspanking, m/f, caning, otk, uniform
Nov 11Carol & Simone in Trouble - Photo Set
Carol and Simone are due for a corporal punishment for stealing money. It's not the first time that this happened, so Headmaster Michael has no other option but to apply a long OTK spanking to both brats, and a severe caning to Simone as she was found to be the mastermind of this repeated theft.
Girls Boarding SchoolHeadmaster MichaelSimoneMolly GBSspanking, m/f, strap, uniformBoth To Be SentencedRead more
Girls Boarding SchoolHeadmaster MichaelRoseannaspanking, m/f, leather belt, belt spanking, severe
150 Blows With The Belt
150 severe blows with the belt for Roseanna, on her bare ass, for skipping class again!
Girls Boarding SchoolHeadmaster MichaelNicolespanking, m/f, caning, otk, strap, uniform, severe, crying, tears
New Resident Nicole
He tells her that if she doesn't stay in place, the caning is likely to go on all night. With a super human effort, she manages to stay still and accept her punishment. When it is over, she is told to get into bed. Michael leaves her gently stroking her very hot sore bottom.
Girls Boarding SchoolHeadmaster MichaelLottiespanking, m/f, leather paddle, uniform, outdoor punishment
Smoking at the River
Lottie feels the sting of the paddle and the cane, for smoking. Great outdoor corporal punishment scene!Girls Boarding SchoolHeadmaster MichaelSannaspanking, m/f, caning
Sanna's Real Life Punishment
Outtakes from Sanna's Real Life Punishment at Girls Boarding School. Long OTK and severe caning!Girls Boarding SchoolHeadmaster MichaelMicaelaspanking, m/f, otk, leather paddle, strap
New Resident Micaela
Despite her constantly pleading with him to let her go, he ignores her distress and carries on with the spanking. Eventually, he tells her to count the next ten strokes of the paddle and thank him. Punishment over, she is told to stay in position and reflect on her bad behaviour.Girls Boarding SchoolHeadmaster MichaelMicaelaspanking, m/f, caning, severe, wooden paddle
The Tattoo
Download this video and see it for yourself: a young Swedish beauty receiving the corporal punishment of her life, with the wooden paddle and the cane on her bared bottom, 20 minutes non-stop corporal punishment, no way out!Girls Boarding SchoolHeadmaster MichaelMicaelaspanking, m/f, crying, tears, outdoor punishment, carpet beater
A Beer in the Sun
Now she is told to lie face down on the bed and he goes onto using a carpet beater. Her beautiful shapely bottom is turned from a creamy white to a blazing red. Finally he advises her to take the last five strokes without fuss, and it will be all over.Girls Boarding SchoolHeadmaster MichaelLinnspanking, m/f, otk, strap, uniform
New Resident Linn
By the time he has hit her already sore bottom a further half dozen times she is begging him to stop. However, as he tells her, he'll stop when he's ready. Now as the final part of her punishment she is going to receive ten strokes of the paddle on her sore red bottom.Girls Boarding SchoolHeadmaster MichaelSimonespanking, m/f, strap
Sleeping All Day Long
A furious headmaster, applying a 5 minutes long and severe lashing on her exposed naked buttocks, is the result of her irresponsible behavior. A contented smile is certainly not what we will see on her face so soon again!Girls Boarding SchoolHeadmaster MichaelVanessa GBSspanking, m/f, birch
Dirty Clothes
Vanessa should have known it already: ignoring her domestic work will bring her into serious trouble! It came as no real surprise that she finds herself bent over all the dirty clothes, with her trousers and knickers pulled down, for a proper punishment with the birch on her bare bottom.Girls Boarding SchoolHeadmaster MichaelJessiespanking, m/f, caning
New Resident Jessie
Back in her room, she flings herself face down on the bed, rubbing her sore bottom in an attempt to rub away the soreness. She phones her friend and tells her what has just happened to her. Then tossing the phone aside, she gives in to a bout of crying.Girls Boarding SchoolHeadmaster MichaelElinspanking, m/f, otk
Sleeping Beauty
Despite her pleading with him to stop spanking her, he continues, saying he'll stop when he's ready to. Then telling her to stand up and fetch the hairbrush, she obeys him. Back over his knee, he uses the brush to make her poor bottom even sorer and redder.Free Sites featuring Headmaster Michael150 Free Caning GalleriesFree Spanking and Caning FilmsUniform SpankingPremium sites featuring Headmaster MichaelGirls Boarding School
Create Model Alert for Headmaster Michael
People also searched forTrendingRia KurumiGiulia WyldeHaruka SuzunoSybil KuechlerYuiSkylar RoseChrissy MarieKajiraHyley FTVLulu FTVStevie RoseKailee RobinsonRachel KayLucy LaurenZoe PageVeronicaPaul RogersBriella JadenClare FondaAngelica VeeYurinaNagi TsukinoMichaela McGowenLola BelleAyaka YamashitaDaphne DareEmily CutieLouise CarletonJustineSky TerrapinSerenityApricot PittsYasukoSaraLejandra GomesAlex ReynoldsSarah GregoryCasey CalvertRaven MackenzieVickiLexi LovinsCarrie BarberRemiMiss ElizabethClara HewittMisty LovelaceElori StixRenee MaciasLOAD MORESEARCH MORE
TrendingRia KurumiGiulia WyldeHaruka SuzunoSybil KuechlerYuiSkylar RoseChrissy MarieKajiraHyley FTVLulu FTVStevie RoseKailee RobinsonRachel KayLucy LaurenZoe PageVeronicaPaul RogersBriella JadenClare FondaAngelica VeeYurinaNagi TsukinoMichaela McGowenLola BelleAyaka YamashitaDaphne DareEmily CutieLouise CarletonJustineSky TerrapinSerenityApricot PittsYasukoSaraLejandra GomesAlex ReynoldsSarah GregoryCasey CalvertRaven MackenzieVickiLexi LovinsCarrie BarberRemiMiss ElizabethClara HewittMisty LovelaceElori StixRenee MaciasLOAD MORESEARCH MORE