What’s A Paddle Good For, Alice? Alice decides to use a spanking paddle as a toy. The Headmaster catches her and decides to show her what it’s really for, as…

The Tutor Amber gets a mild spanking from the Headmaster tutoring her in Mr. Lewis brief absence. She has failed to do her homework and when he questions her she…

Special Positions Janie is called into the living room by a very unhappy Headmaster Tom. He places her over his knee with his one leg covering both of hers so…

Where Have You Been? Headmaster Tom summons Marie. When he asks her where she has been tonight she repeatedly answers that she has been at home. At this he stands…

Sting Of The Carpetbeater Linda waits patiently in front of a huge heater. When the Headmaster enters he immediately makes her turn around and begins to spank her with the…

Who Needs School Rules Yesterday, Mr. Lewis gave Angie the task of learning the GBS rules. When he quizzes her she has yet to learn rule one much less two…

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…

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….

Big And Black 8 In six scenes, white girls talk about why they can’t live without big fat black cock. Afterwards, they take a massive dick in each hole, the…

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…

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…

Take A Journey To The Depths Of Desire! Doesn’t everyone like to be dominated now and again? There is no shame in wanting to be someone’s slave for a night….

Cherry Kiss Home Stories Cherry Kiss has come to Spain for a shoot with housemate Talia Mint and as always, when these two beauties are together, fun is guaranteed. Whether…

Everything Butt – Beautiful Asian Biker Babe Prospect gets an Anal Hazing from Bikers Sheena Rider is a bad ass biker bitch looking to impress the Biker Bar Boss Lady,…

Hogtied – Tall Tattooed Slut In Grueling Bondage Is Blissfully Suffering Rocky towers over almost every person she meets. She is 6’3″ tall, and just barely shorter than The Pope….

Right Fucking There: Cali Sweets Bound, Fucked and Devoured by Codey Steele First time on Kink, Cali Sweets is fresh, hot meat for Codey Steele to devour. Totally naked except…

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…

TS Seduction – A Morning With Jessica Fox: Slave Marcelo Serves A Goddess Jessica Fox wakes up looking heavenly in the soft morning light. Dressed in a sheer pink babydoll,…

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…

TS Seduction – Featuring La Cherry Spice and Prince Cherry is rock hard and ready from the first moment she lays eyes on Prince. He’s a baby-faced blonde that is…

Holly Kiss in Cock Saved His Job! Johnny was just terrible at his job & I couldn’t carry him any longer so I called him into my office to fire…

The Futa Pill The Futa Pill starring Talia Mint is a journey of daring desire and transformation. Talia, a playful and adventurous woman, has always enjoyed exploring her body and…

Little Girls Love Big Dicks 15 Brad notices his petite neighbor Lily Glee working out in the yard. Lily invites him to join her, but Brad has ideas on how…

You Saw Mine, Now Show Me Yours Just a peek, right? It can’t hurt, right? That’s what Jimmy thinks when he watches his hot stepmom, Laura, in the shower. But…

Flawless Servitude: Andre Shakti Dominates & Fucks Davin Strong Flawless Servitude: Andre Shakti Dominates & Fucks Davin Strong. Andre Shakti maintains extremely high standards for those that are wanting to…

Patricia Kimberly takes on a hardcore gangbang, moaning in anal double penetration while covered in thick loads Patricia Kimberly starts off looking stunning in her black dress, but it doesnt…

Silvia Soprano – Soprano POV Ass Overload Welcome to Benefit Monkey, where taboos are shattered and fantasies come to life. In this exclusive scene, Silvia Soprano delivers an intense, no-limits…

Cheating Housewife Daphne Klyde Squirting From Double Pussy Pounding (Dpp) The tag team of Matt Bird and Charlie Dean is back out in Prague, looking to get lucky on their…

Silvia Soprano & Katy Rose | Soprano & Rose POV Lesbian to Cock Welcome to Benefit Monkey, where taboos are shattered and fantasies come to life. In this exclusive scene,…

Josephine Jackson Sexy Spinner W Super Size Tits Tag Teamed Dean Van Damme bends over pretty PAWG Josephine Jackson so the inked-up Englishman can drill her in doggystyle. Dean fucks…

Tabitha Poison | Poison POV Inject & Fill Welcome to Benefit Monkey, where taboos are shattered and fantasies come to life. In this exclusive scene, Tabitha Poison delivers an intense,…

Thiara, the brunette MILF with massive tits, enjoys a wild threesome with her husband and a friend. Expect rough oral and anal action, plus intense do Thiara, a stunning brunette…

2 Dicks in 1 Chick #2 Outrageous, wild and double the fun. Witness young and sexy babes getting fucked from both ends as giant cocks are shoved deep into their…

Sex Ed An innocent beauty Carmen (Carmen Luvana) goes to college and quickly learns that things are a bit naughtier than she anticipated. Confronted with the true realities of life…

2 Dicks in 1 Chick The more the merrier. This no-holes barred series from Digital Sin focuses on filling the holes of the sexiest women on the planet. They can’t…

Young As they Cum 7 These cuties get all their tiny holes filled with the biggest cocks ever. The results are mind-blowing screaming orgasms topped off with wet, messy, power-load…