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….
It’s just another boring night at home for Mia Lelani. She’s stuck watching TV with her slobby husband until his bad boy brother Scott Nails arrives. Mia and Scott have…
The beautiful Sheila Ortega is on her honeymoon with Jordi and they’re over the moon. When Sheila disappears to change out of her dress into sexy lingerie, Jordi is jumped…
Martina Gold got more than she bargained for with her massage appointment, hands-on attention from a skillful masseur that got her so horny she couldn’t stand it. When Luke started…
In this self-shot sex documentary series from some of the biggest names in the business, Digital Playground gets up close and personal, offering you a behind-the-scenes look at what it’s…
In Part 3 of Participant Observation, Evelyn Claire receives a mysterious text from Sabina, all the message contains is an address and time. Beautiful Evelyn contemplates but then decides what’s…
Adriana Chechik is the sexiest babe you will ever lay your eyes on. She struts in her soft yellow lingerie that show her perky titties and perfectly trimmed pussy. Two…
Gamer Stepmom By Alexis Fawx: Part 1 Alexis is a bored, neglected housewife who wants to bond with her new stepson and his friends. One morning after giving her husband…
Eva Maxim is at the local laundromat, bending over to put her clothes into one of the washing machines. As she does so, another customer, Hailey Rose, can’t help but…
Dr.Lee is besides herself today because her favorite singer is a patient! She loves his music so much she’d do anything for an autograph and to hear him sing just…
Beautiful Katie finds herself looking down over the top of her perky breasts at Tarzan’s mouth generously engulfing her clit. Spooning her from behind he pistons his cock deep into…
Payton Preslee’s massive tits don’t need an introduction, and neither do her pierced nipples and clit ring. She likes to play dress up too, so here this super sexy cowgirl…
You’ve loved Hannah in everything and now you can enjoy her work as you never have before, with all the production values Digital Playground is famous for. Hannah Harper is…
Levi and his wife Ashley attempt to have a nice Thanksgiving dinner, until his annoying ex-step daughter shows up, purposely trying to ruin it for everyone. With sexual tension and…
Paige Owens is your favorite slutty fucktoy! It has been way too long since this seductive slutty princess has been fucked RAW. To pass the time, she takes us to…
Shot entirely on HD, Jack’s Teen America 18 parodies beauty pageants and Jack’s lovely contestants all compete for the crown. They take off their clothes, they masturbate, they suck, they…
Kagney Linn Karter is back with another anal extravaganza as Bill Bailey goes balls deep in her tight little asshole for your viewing pleasure. She starts off with a nice…
It’s a Woman’s World In celebration of International Women’s Day Harley Haze, Maddy May and Madi Laine get their dominatrix swag on and get ready for their lucky friend Michael…
Pampered Diamond Foxxx is at an ‘all-sexclusive resort,’ on her husband’s dime. Alone by the pool, she starts discreetly masturbating until resort employee, Oliver Flynn, shows up. Diamond goes out…
Sarah Vandella operates a webcam show while at work. She teases and masturbates in front of the cam and as co-workers stop by her office, she acts as if nothing’s…
Digital Playground presents DP Star: Season 2, hosted by last year’s DP Star winner and contract girl, Eva Lovia and judged by industry legend Nikki Benz, renowned producer/photographer Holly Randall…
Natasha Nice is due for her daily pampering, but her masseuse had to leave suddenly. Thank goodness the newly hired housekeeper was there to get hands-on training. Natasha’s giant round…
Rebecca wants to give her boyfriend Marc a sexy surprise, so she blindfolds and handcuffs herself to the bed. When he arrives home to discover her, he doesn’t immediately reveal…
Evita Pozzi’s busy socialite afternoon is interrupted by a bible salesman. But being the kindhearted Cougar she’s known for, Evita decides to show this man a little heaven on Earth…
When the ever horny Luna Star wants meat, she gets it. This time, the lucky Johnny Sins gladly takes the job. He first watches as Luna shows off her stunning…
Desiree Dulce and Luna Star are running a brothel out of their new suburban home and are in the middle of servicing a client when the doorbell rings; it’s Keiran…
Joanna Angel tries to take a relaxing, soapy shower, but gets repeatedly interrupted and spied on by her boyfriend, Small Hands. Not one to be ignored, Small Hands ruins Joanna’s…
