Jack’s at it again! But this time, it’s professional… and even kinkier than before. Jack turns what he knows best into a career. Welcome to Jack’s answer to getting a…
Jack’s Playground is a collection of Jack’s personal videos, homemade in Santa Monica, California showcasing his uncanny ability to persuade girls to perform sexual acts in front of his camera….
Natalia’s just ended her relationship with her live-in boyfriend and needs a place to stay for a few days. Luckily for her, Natalia’s best friend Catherine is out of town…
Penny Pax has a pretty face and a big wide mouth perfect for fish-hooking. She has appeared in plenty of porn videos during her sexy past, but none have ever…
Kate Frost, the new busty school librarian, just caught Jeremy having sex with a cheerleader in the library with the help of the new school security cameras. Now, to avoid…
Tiffany’s birthday surprise for her boyfriend, Alex, isn’t quite ready when he rings the doorbell, so she asks her stepmom, Christiana, to entertain him for a few minutes while she…
Alana Cruise is a gorgeous brunette that has her eyes set on getting two cocks to fill her pussy. This petite hottie bends her perfect figure and sucks cock and…
Having heard that Michael broke his arm, Lily goes over to his house with school work that he has to catch up on. Michael’s mom is very thankful that such…
La agente inmobiliaria Esperanza ha estado esperando durante todo el día a que alguien visite su casa que se encuentra a la venta, y ya se está aburriendo. Cuando Carlo…
Jack’s at it again! But this time, it’s professional… and even kinkier than before. Jack turns what he knows best into a career. Welcome to Jack’s answer to getting a…
All the screamin’ hot sex in Digital Playground’s award winning Jack’s Playground series are now shot in POV perspective for your ultimate enjoyment. In Jack’s POV Playground, YOU will get…
This tanned vixen by the pool, unknowingly teases the heck out of me with her incredible ass and long legs. She’s so flexible, she can even do the splits! Watch…
If there’s one thing everyone can agree on, it’s that there’s nothing in the world like a good massage… especially if it has a happy ending! For your viewing pleasure,…
Concerned about Danny, her new college-aged stepson’s, lack of a love life, mouth-watering MILF Liza Del Sierra takes it upon herself to give him “the talk”. While things start out…
Busty Milana is a gifted artist, and one of her radiant nude self-portraits rests on a shelf over her bed, as she indulges in an epic masturbation session. She caresses…
Digital Playground’s contract superstar, Stoya is a sexual freak and she proves it in this erotic masterpiece. With Celeste at the helm, the Sexual Freak series has just got freakier,…
Danny D is on his way to a job interview, and there’s only one thing standing between him and steady employment: a lie detector test! Veruca James starts asking him…
