The Head Mistress

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…

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.Trisha the HeadmistressI caught…

English Spanking Classics #52 – Headmistress Study & The Cheat. In “Headmistress study”, the girls could hardly believe their ears when Miss Brody ordered them to bend over and bare…

Russian Institute: The Headmistress’ Daughter. The famous Russian Institute reopens its doors for a new year dedicated to pleasure and sexual education. But who’s going to be the wildest this…

Headmistress And . . . The Harlots, The All-Girls Academy! Welcome to the all-girls academy of debauchery. When Strict Headmistress Lyall arrives to inspect the nasty goings on at a…

Porno Professor 6: Head Mistress’ 3Some Training When it comes to sex, this girl is fucking prodigy!

Mistress Beljeste Wheel And WorshipCome into the lair of Mistress Beljeste and finally experience all of your sick little slave fantasies! She has a new toy for you and you’ll…

Live Show With Mistress CherLive Show with Mistress Cher opens with an Indian woman belly dancing. She has a fat ass and she loves shaking it; until Mistress Cher comes…

Midnight MistressRelationships are tough, especially when these women are on your mind. Like a good Mistress, discretion is something you will never have to worry about. Whether it’s the hottie…

Mistress Smoke- Clean My BootsClean my boots… NOW! I said clean them with your TONGUE. Hmm… you missed a spot… and another spot! They better be perfectly clean by the…

Mistress Trisha – Punishing My Slave. I had lost a set of anal beads and I had it on good authority one of my slaves has stolen them so I…

Slutty Girls and Bad Boys Screw In School!. Headmistresses, plaid skirts and knee-highs, bad boys, bad girls, kinky lesbians – see what goes on behind those Catholic college doors! Kayden…

Mistress Savana. Mistress Savana here and it’s time to punish one of my Naughty slaves, Auntie Trisha who had been negligent in her cleaning duties, so I Bend her over…

Bella Rossi Breaks in Redhead Lesbian Anal Slave Mistress Bella Rossi has redhead bombshell Lauren Phillips bound and at her mercy. Lauren begs for orgasm while submitting to flogging, spanking,…

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…

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.Strict MachineDigital Playgrounds’s very…

Boarding School Lesbos. Life at this boarding school isn’t what you call proper…the head mistress is a sex-crazed teacher of an all lesbian class.. These girls can’t get enough of…

Bondage Selections 5. PACKED & BOUND: After a short time, the boss was confident that her two new employees were capable of handling the shipping department’s responsibilities on their own….

Asa Akira is Sada, an ex hooker who takes a job at an L.A fetish dungeon that services rich and powerful clients. A secret after hours orgy leads Sada into…

Digital Playground’s luscious Jana Cova plays the head mistress in this kinky, fetish, Hollywood throwback. Director Celeste has created a visual and sexual feast with a super fine cast, legs,…

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.Unfinished SympathyRikako Katayama is…

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.Thief Of HeartsHouse burglar…

Spanking – Private LessonsBad school reports, along with disgusting behavior, do not make a fine young lady, but very strict headmistresses do.The girl had to be taught a very harsh…

Dungeon Of Despair Part 22 beautiful and very expensive ladies of the night were impressed when they arrived at the stately mansion of Lord Jeffries. The opulence of his estate…

ChickPass Lesbians Volume 14Buttslut Billie and Heather Heaven are feeling horny after their shopping trip. They rip their fishnets to make each other cum with their tongues, then pull out…

Rachel Steele Classics Volume 7Scene 1 – This Will Make You SleepyRachel allows her son to have a house party. She insists that everyone spend the night. His friend Eric…

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.Kitten Klub, The2020 AVN…

Japan’s Bizarre Part 3Bound and at her mistress’ mercy, this obedient love slave is going to be put to the test before she’s rewarded. She’s spanked, and whipped before she…

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.FreiwildBehind bushes and trees…

The Beating Of Rosie KellerThis is not ring around the rosie, it’s corporal punishment of a severe nature. Rosie should have known that she would not get away without telling…

English Punishment Series #51″Inppropriate Activity At ST. Lukes”A junior teacher has been summoned at Mrs. Ravenscroft’s classroom to explain why she has altered herdaughter’s exam papers. At first she denies…

Jelena Jensen Sexy/Sweet J/O Encouragement Pantyhose 4Our very confident voluptuous mistress wants you to worship her in 4 hot scenes! Wolford’s! Point & cum instructions! Socks over PH’s! shiny PH’s!…

English Discipline Collections Pt. 3SPANKED LESBIANS – When these two girls get bored they turn to each others as intimateplaymates. Joyfully teasing one another, caressing breasts, stroking their most intimate…

Bondage SelectionsSPECIAL TIES 5 – Was it Julie’s fault that the T.V. Joe bought didn’t work? No, but the beautiful Julie is going to suffer for it. Always the cheapskate,…

Cool DominationMistress Anne has a special treat for you with this movie! Mistress Anne is a lovely redhead with a no non-sense attitude! Mistress Anne is clad in all leather,…

Kashma’s MMA Cage FightDo you think you have what it takes to spar with muscular mistress Kashma Maharaj? Spoiler alert; you don’t. But at least you were told in advance,…

Jennifer Dark And Miko Sinz Jerk Off Encouragement Pantyhose/BodystockingJennifer Dark and Miko Sinz have joined together to bring you a pantyhose gift that will keep on giving for as long…

Home Movies Volume 1Even good boys deserve to be encased in leather and made to cum at the hands of a firm Mistress. Watch me encase Heavy in a gorgeous…