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….
TJ got stuck at the local motel and the television didn’t seem to work. He called the office and they guaranteed him entertainment. Forty minutes later two big ass Asian…
Lexi came through and she is stacked. Big ass tiddies and an ass that could stop traffic. She was putting a hurting on those little cheeky shorts. She teases for…
Personal trainer Quinton James challenges his smoking hot client Alexis Fawx to do a series of squats onto a suction cup dildo, then rewards her hard work with a well-deserved…
Brazilian babe Tahlia Lane has just argued with her boyfriend when her neighbours, Lorenzo and Emmanuel discover her struggling to unlock her apartment. She invites them in and makes them…
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…
Ivy is away on a business trip. She wakes up one morning to find herself alone in bed with great memories of fucking a stranger from the conference from the…
Sienna Rae gets a visit from her neighbor Tyler, he has to drop off tools he borrowed from them and finds out Sienna wants to fuck. Her husband won’t be…
Shimazu’s first teaching job at an exclusive all-girls academy comes with an unexpected extracurricular activity: training three beautiful schoolgirls in the arts of cock-sucking, dick-riding, and bondage! Shimazu is assigned…
Charlie Dean has played a terrible card game and now he’s desperate for cash, and now he’s come begging to his wife Cherry Kiss to put her perfect ass on…
After a tough workout session at the gym, Whitney Westgate decides to head to the sauna to rest her aching muscles, but she forgot to work her vagina muscles! Lucky…
In Part 2 of The Loophole, devious Kimmy Granger hangs back to ask her teacher, Brad Newman, a few more questions about sex and marriage. Brad quickly gets nervous when…
Kendall Kayden puts a lot of effort into taking care of her tight hot body, staying fit and looking fine. But there’s no better exercise routine than a good, hard…
Sexy masseuse Arya always gives her clients the special treatment, AKA whatever they want. Preston’s never had an erotic massage before, but she’s sure he’ll be coming back every week…
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….
Some people just can’t help being nosy! Nurse Lane had an encounter with one such person this morning. She simply leaves the room to speak to doctor, she re-enters the…
Jill Kassidy seems like your average innocent babysitter, but in reality she’s a horny teen slut who daydreams about getting pounded by big cocks! Her dreams come true when Mr….
Leggy beauty Evelyn Claire is so horny, she hasn’t tasted cock in a full eight weeks! Her partner wants to fool around with a little phone sex, but Evelyn isn’t…
Adorable Hime Marie and her boyfriend Ricky Johnson have won a contest to bake with the infamous (not to mention drop-dead gorgeous) Krissy Lynn! Mature Krissy arrives with everything the…
Cuando el chico de enorme verga, Danny D, se encuentra con que su vecina está disfrutando de un masaje completamente desnuda en su patio, con un culo absolutamente suculento al…
This Asian chick likes to get off with other people watching. She’s on the couch in a communal area when her best girlfriend takes and hold her tits as a…
Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful boobies. They bounce, and they shake. There’s more than a mouthful, more than…
With his father away, Keiran Lee is asked to not only take care of his stepmother, Yasmin Scott, but to help with chores and the upkeep of the house. Keiran…
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…