Sunday Evening Caning Maja has been summoned out of bed by Headmaster Tom. When he is ready to administer a caning he lowers her silk pajama bottoms and makes her…

Messed Up Rooms Maja and Marie sit tightly together on a bench in the Headmaster’s office. They have both forgotten to clean up their rooms and have appeared for punishment….

No Explanation Required Annie was on the second floor cleaning, unaware Headmaster Tom was below on the patio, talking on his cell. As she went to dump dirty water, the…

Mr. Langly’s Decision The Headmaster is on the phone with Mr. Langly as he drags Laura into the room by the scruff of her neck. He bends her over and…

Missed Article While reading, Mr. Lewis notices an article he wished to peruse has been torn out of the magazine. He believes the culprit is Grace and goes tearing up…

The Photo Session Amber and Susan, dressed only in their underwear, are having a bit of fun taking photos of each other. But soon they are interrupted by Mr. Lewis,…

The Wet Cane The Headmaster is waiting when Maja enters the bathroom clad only in a fluffy white towel. He asks her to remove the towel and enter the tub,…

Nude At Daylight Christine has decided to take an early morning swim without her bikini. When the Headmaster encounters her on the stairs, covered only by a towel, he reminds…

Pantyhose Caning A In Pantyhose Caning A, Linda and Sophie, both dressed in black beverage dresses, wait nervously for the arrival of Headmaster Tom. It is time for bed for…

No More Warnings After being warned about coming home late two times before, Mary still has not learned her lesson. But she has learned there will be no more warnings….

The Lost Key Pig-tailed redhead Amy trudges up the stairs to the gathering room but, once there, realizes she has forgotten her key. Again. When she rings the bell Headmaster…

Pure Spanking Punishment Punishments take many different positions. Jenny begins with a paddling while she’s on her knees with only a top on. It continues with her lying flat across…

My Pantyhose The tables are turned once again as one student administers punishment to another. Abby is caught wearing another student’s “borrowed” fishnet pantyhose. So in order to cut to…

Learning or Swimming The Headmaster leaves Samantha to do her homework and then go to bed. She has barely done anything in the last two hours. After he leaves she…

Fresh Meat: Aria Lee Aria is brand new to Kink.com, and we wanted her to feel welcome, so we booked her for a Hogtied shoot with The Pope; that seemed…

Avi’s Anal Training with her Sadistic Step Family Avi is a crafty little daddy’s girl that arrives at her Step Father’s house with plans to get back to her boyfriend,…

Hogtied – Angela White’s First Time In Brutal Bondage And Tormented The legendary Angela White has decided that she wanted to be tied up and disciplined, and only wants the…

Mommy’s Little Pervert Pervy Corbin Dallas is jerking off furiously when his stepmom Julia Ann walks in on him. There he is, in her bed, smothering his face with her…

Gorgeous Blonde is a Good Whore It’s Cadence Lux’s first training and she’s ready to prove herself. She has a beautiful body, perfect breasts, legs for days, and expressive eyes….

Butthole Prison: Dee Williams Locks Up Charlotte Sartre for Anal Fraud Charlotte Sartre is a very disobedient inmate at the all women’s prison. She’s been keistering anal toys and copulating…

Andre Shakti and Erin Everheart: Sweet Slutty Anal Sexy and sweet Erin Everheart is patiently waiting in the dungeon on her hands and knees to be used like a good…

Whipped Ass – Horny Roommate Anally Dominates Redhead Slut Daisy Ducati catches roommate Lauren Philips masturbating to hardcore lezdom porn and using her butt plug! Lauren is so embarrassed and…

Hogtied – Alt Dream Girl Krysta Kaos Abused And Fucked In Extreme Rope Bondage! Krysta Kaos returns so she can be punished and humiliated in The Pope’s sadistic dungeon. Her…

Whipped Ass – Fuck Love Party: Leigh Raven And Delirious Hunter Clear The Room Its the Fuck Love Party of the year and everyone is having fun except for poor…

Device Bondage – Alternative Pain Slut Leigh Raven Gets Whipped, Caned, and Clamped After almost a year, Leigh Raven is back, bald, and better than ever. She is restrained in…

Whipped Ass – Lesbian Latex Blasphemy: Ashley Paige Whips the Sin Out Of Bella Rossi Sister Ashley Paige is a sexy latex nun who finds the beautiful Bella Rossi desperately…

Divine Bitches – Vagina Dentata Welcome Olive Glass, to Divine Bitches! Olive can disarm a man with one glance, leaving them helpless. Her beauty and power show no mercy. She…

Latex Princess Torments Her Slave Bella Rossi is a latex plastic princess who loves tormenting her slave. She plays with his body and beats all his parts. He worships her…

Blondes Have More Fun Helena is one of the toughest sluts that The Pope plays with. She begs for the pain to overthrow her body and mind. She longs for…

. Scene 1 – Duration: 17 min – Starring:  Sativa Rose  Harmony Rose  Justine Joli  Scene 2 – Duration: 14 min – Starring:  Sativa Rose  Harmony Rose  Justine Joli .

Hogtied – Curvy Slut Gabriella Paltrova In Grueling Rope Bondage And Tormented Gabby showed up in a saucy mood and needed The Pope to issue some bondage therapy to get…

. Scene 1 – Duration: 9 min – Starring:  Stacy Burke  Scene 2 – Duration: 8 min – Starring:  Stacy Burke  Scene 3 – Duration: 6 min – Starring:  Stacy…

Jemma Jansen in Fucking the Babysitter Hi there, Jemma here. Erica Cherry, the babysitter, is here wearing her favorite pink top, jean shorts & long ponytails. Basically feeling bored, she…

Jemma Jansen in Foursome Cum Clean Up Colby Janson gave really simple instructions to Aphrodite Adams & Bambi Bliss. Clean the place up or get punished. But do you think…

Hurts So Good: Lola Mai Cums with Paingasms Lola Mai wants to cry today. She is the ultimate pain slut and it shows in Hurts So Good: Lola Mai Cums…

Rebecca Vanguard Is Eager To Please Sexy Mistress Tangent Talk about a whipped ass. Rebecca Vanguard gets her ass whipped into submission by super hot dom Tangent and her sadistic…

Cherry Mavrik 6 You catch hottie Cherry Mavrik hopping into the shower after a long, hot day. But you’d rather give her a bath with your tongue! Your eagerness makes…

Helping Hand Dale Savage Helps Relieve Stressed Boss Casey Kisses, A Casey Kisses is having a stressed out day at work. When custodian, Dale Savage asks her whats wrong, she…

Brooke Johnson: Extreme Torment And Pleasure Brooke Johnson is back and ready for another round of extreme torment from The Pope on Device Bondage. She is excited to push and…

New Slut Submits to Bondage and Sex Raven Lane identifies as a submissive, so Codey immediately ensures she is up to par. She is led in by a chain that…