Kate (Halle Hayes) and Rick (Small Hands) look like a perfectly dull married couple, but someone from Kate’s past is about to change everything. One day, Jen (Aila Donovan) shows…
This nasty little Asian just can’t get enough dick in this final scene from “Bukkake 10 Nintai X Nakadashi,” in which this tiny little 18 year old set of holes…
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…
Sisters Chanel, Eva and Keisha are used to stealing clothes – and boyfriends. But when Chanel leaves husband Xander for good, she sets her sights on sister Eva’s husband Michael,…
Keiran arrives at his massage therapy appointment only to find out that it’s been cancelled because of a family emergency. When he sees a hot girl (Anna Bell Peaks) arriving…
Mary Jean is one persuasive headhunter. She’s been sent to convince Xander to leave his current position, but Xander isn’t so easily swayed. However, Mary’s the best headhunter in the…
For the first time in Digital Playground history, we will be hosting a nationwide search to find the next DP Star. We were accepting video submissions for the entire month…
Jack is really busy casting for music videos and now he’s landed Digital Playground’s super fine contract star, Teagan Presley. She takes a big cock in the butt and we…
Joshua Lewis is getting double teamed by tutors Natasha Nice and Lexi Luna. Both busty ladies are here to help him study. He keeps sneaking glances at the ladies’ boobs,…
Her whole life Gabriella has been told by her boyfriends “you aren’t gonna get by on looks alone” and they were right. She has learned to throat cock, have her…
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…
Lucy Tyler’s got a special treat for her boyfriend – a written invitation to join her and her friends in the So. Cal Swingers Club! She’s brought over her favorite…
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….
If you love big, juicy asses, then you certainly know about London Keyes’ bountiful booty! Watch London tease you while she splashes around the pool and gets her amazing ass…
Ladies love pumpkin spice – some so much that it makes them horny. Is it the cinnamon? The nutmeg? The ginger? Nobody knows. What we do know is that watching…
Adira Allure and Ember Snow are celebrating their 1-year anniversary as roommates with a movie night. When a scene in the film leads them to ask whether they’ve ever had…
Lezley Zen is a jet-setting slut, a flight attendant with an appetite for cock who gets laid on the regular from eager cocks all over the world. But when her…
Violet Starr loves to hang out at the house and pass her free time by sketching portraits in her sketch book. Her step brother moved in and he teases her…
Kano Waka has been training with this man for many years, but these objects are new to his routine. First he bends her over and inspects her hole like always…
London River’s husband is out of town and she needs some dick while he is gone. She starts playing with her pussy with giant monster dildos and catches her step…
Just when Kenta’s met his next dream girl, beautiful blonde nurse Haruna, she disappears! He and goddess Shuree, Suwatee’s step-sister, track down the ghost responsible for taking her, and with…
Diamond Larocce is an Italian whore but not many Italian men would admit that. Now that she has been passed around by a bunch of homeboyz and had her holes…
Barry’s new secretary Bree Olsen is the biggest slut ever. She has been screwing around with guys from the office since day one. He also wants to fuck his young…
Who needs a bikini bottom when you have an ass as fine and juicy as Missy Martinez’s? This bodacious babe spent a sunny summer day catching sun on the sumptuous…
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…
