The Pain Of The Cane. This video features a painful caning punishment applied to a wet bottom! This punishment is real as was agreed upon before it began and she…

Mistress Valeska – Pain Slave 2Mistress Valeska’s Pain Slave is whipped, flogged, paddled and caned to within an inch if his life. This Slave won’t be sitting down for a…

English Spanking Classics #3 – Don’t Do It Mr. Hodgson & Condemned To The CaneGreta thinks it’s fun to vandalize school property as it’s just a bit of harmless pranks….

Painful InterviewsTwo very attractive girls answer a job placement advertisement in the paper for a well paying, high profile position in an established company. During their interviews it is made…

Fighting Girls CanedThis is a simple story about two girls, friends who fall out with very painful consequences for the both of them. Ash went into Milas room and stole…

Three Girls in Trouble and PainMila has brought her Girlfriends home with her after being at a club. Nothing wrong with that, except the fact that none of them should…

2 seconds will be deducted from your Pay-Per-Minute time for every second watched.Premium PPM allows us to bring you the best Adult content from the hottest studios.Caned Front And BackThis…

Tiring PainSlave guy meets Lady Gigi. With her tough stance, Lady Gigi is a true nightmare for slaves. Trained by Lady Gigi, now pathetic guy is to taste bitter whips…

Chanel Preston Takes Payment in Painful InstallmentsThe stunning goddess Chanel Preston is head of the Divine Investments Firm. This beautiful busty brunette demands your worship and attention. Dressed for business…

Two Well Caned Girls From SchoolAfter administering a good hard caning to the bare bottom of Holly she now turns to the younger stepsister, Willow who has never been caned…

Pain Slut MILF London River With Rough Sex And Rope Bondage. Blonde, giant tits, big booty, and completely submissive; London River is the kind of wanton whore that can never…

Mega Pain Slut Danni Rivers Submits to Brutal Torment in Bondage. Danni Rivers is super cute and seems to like bondage. She has shot for Fucking Machines a few times,…

Mistress Valeska – Vicious ValeskaMistress Valeska is one of the most beautiful and unforgiving Mistresses you’ll ever encounter. Wait until you see the bruises and welts she puts on her…

1.5 seconds will be deducted from your Pay-Per-Minute time for every second watched.Premium PPM allows us to bring you the best Adult content from the hottest studios.Der Sadisten Zirkel 24Two…

Maids Of Dishonor And Rebecca & The HeadmistressMaids Of DishonorThe day before her weeding Debbie is discussing the final plans over a glass of Champaign with her bridesmaids, when a…

English Punishment Series 7Bottom Price – The attractive Manager sends them to the training room for what she considers is a fairand just punishment. The girls feel humiliated when it…

Tales from the Rod (Choir Girl/Bordello Beating)In Choir Girl, Bob, one of the star singers from a boy’s choir, has been summoned to the teacher’s office. Seems there may be…

Best Of English Discipline Part 11Modern day life is filled with excellent opportunities to administer punishment on the tender young buttocks of disobedient females. Whether back on the farm, in…

Best Of English Discipline Part 3There are many approaches to be used in meting out discipline on obdurate, young females. The traditional paddle, strap, or cane in the experienced hands…

English Spanking Classic #41 – Artistic ImpressionsJessica, an art student notices that the Colonel is scouring her up and down. He is indeed undressing her with his eyes. A bit…

American Spanking Classics #6When Carol’s uncontrollable ways lead her mother to call Carol’s step-dad home to deal with the situation, Carol is in real trouble. She gets a bare bottom…

Our Sorority Hell WeekLambda Sigma Zeta pledges Sophia and Mary Jane find themselves in the middle of hell week, when senior sisters look to bust freshmen on technicalities in order…

Corrected Co-EdsRegan Reese has been sent to Master Liam’s in order to be disciplined. This college does not spare the rod! Caught working at a titties restaurant she needs to…

English Punishment Series 2Prison Punishment 2Prisoners 56 and 57 are sent to the Warden to explain why their cells are such a mess and in one case has been discovered….

Punishment PTTwo wayward schoolgirls must learn a harsh lesson. And their PT. Instructor Mr. Adams is just the one to teach it. After a callisthenic warm up they must bare…

Spanking Friends Part 1Two friends get together for a day of spanking and kissing and they will be wearing nothing but high heeled stiletto shoes, shiny and sexy. They have…

Challenge Part 2, TheThis is the second part of our latest two girl punishment film and in it Two young girls are set a challenge by one of our members…

Challenge Part 3, TheThis is the last part of our latest two girl punishment film and in it Two young girls are set a challenge by one of our members…

Full anal Exam: Tawse Hand Caning and FiggingAlora Lux is a good friend of mine and we get so many requests for her to do different things. This is a…

Scallywags – Nettle PunishmentMs. Jennifer is the Head Mistress In Charge in this film! She punishes her male slaves until they are grimacing in pain. She compels her slave to…

Mistress Beverly – Geoffrey’s Hardest Ever CaningGeoffrey thought that he has felt pain before. Damn was he mistaken! Mistress Beverly has him laid out on the stocks for impending doom….

Scallywags – Daniel’s Secret FantasyDaniel has a secret fantasy and he wants to live out his dreams on film! He dreams of having his ass whipped and his cock and…

English Discipline Collections Part 1Aside from the personal gratification one receives at the sight of lovely, round female buttocks twitching beneath the stinging kiss of the paddle or cane. There…

2 seconds will be deducted from your Pay-Per-Minute time for every second watched.Premium PPM allows us to bring you the best Adult content from the hottest studios.A Date With DisciplineCaroline…

2 seconds will be deducted from your Pay-Per-Minute time for every second watched.Premium PPM allows us to bring you the best Adult content from the hottest studios.A Serious Chicago Spanking…

2 seconds will be deducted from your Pay-Per-Minute time for every second watched.Premium PPM allows us to bring you the best Adult content from the hottest studios.The Burning Desire For…

Best Of English Discipline. The scenes in this movie have been selected from a special series featuring that special punishment technique known to aficionados as English Discipline. The scenarios are…

Last Chance Punishment. Anna is a friend of the family. She works for her best friend’s step-brother and lately her work performance is suffering. It seems that the regular partying…

Bad News From The North Pole. This is a classic Holiday Tale where a helper of Santa has her bare bottom spanked and sizzled for delivering bad news instead of…