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….

College cutie Eliza Ibarra is much more interested in having fun in school than actually studying. When Eliza’s mom hires hot tutor Jessy Jones to give her a one-on-one study…

Nikki Benz gets a random visit from a stranded guy with a dead phone and stalled car. She’s asked if she would be so kind as to charge his phone…

All Connie wants to do is put on a solo show just for you. Let this beautiful brunette seduce you with her body and the erotic charge of her sex….

When Ember Snow started seeing her sugar daddy, Brad Newman, she had no idea their encounters would be so satisfying. The petite, Asian teen dresses in black lingerie and a…

A mysterious woman leads two tourists to a gloryhole bar. They get their dicks sucked and fucked and then bang on the bar.

Stunning Gizelle Blanco is eager to welcome her musician boyfriend, Small Hands, home after his long tour on the road. She surprises Small Hands with an elaborate foreplay session, tying…

Riley Reid is barely legal, but her pussy is stretched big enough to the point that it craves big black cock! This girl is a freak for chocolate flesh, and…

Michelle Thorne is concerned about her stepson, Danny D, who is clearly suffering from his lack of lady love. Michelle decides to build a sex robot for Danny and creates…

Poor Lela Star is in for some bad news. Her boyfriend’s son, Neo, has come over to tell her the truth about his dad. Lela is just one of many…

Petite princess Vann Bardot usually knows how to juggle with her hook ups, but this time, she fucked it up. She double booked two dick appointments and now both Codey…

Cleo Vixen is a naughty teen who’s already transferred schools once, and the university dudes have already banged her pussy a few times, but something she’s new to is porn….

Rachel is an insanely hot trophy wife that goes on a shoe shopping spree, and her husband is furious with her for spending so much money. She decides to model…

There’s something wonderfully ultra erotic about watching a woman straddle another woman’s face to be tongued and licked, especially when these babes are new to the sharing of womanly pleasures….

Secret Crush is waiting patiently in her seductive pink lingerie set, looking like a whole snack. She spreads her beautiful fit cheeks and shows you what is hidign underneath, a…

Starring Digital Playground’s newest sensation, Shay Jordan and an entire cast of young, gorgeous, almond eyed beauties, Jack’s Asian Adventure will please your pallet. Jack uses the tried and true…

God forgotten psychiatric ward with a evil spirit trapped within the walls. A nurse sentenced to endless hell on earth. She used to scare her patients and used them for…

“Jack’s Playground 31,” the superstar edition, stars the lovely Jana Cova in two delectable scenes, Devon in all her naked splendor and DP’s original contract star, Rocki Roads in brand…

Roxxxie Blakhart’s classic car is in the shop and she wants to drive it one last time with her family. She owes a couple hundred to get the car out…

When Kana Mimura signed up to be a wealthy man’s sexual servant, she thought she would be riding around in limos. In reality, she is taken to her new domicile…

Sexy rockstars Pristine Edge and Sheena Rose just finished their sold-out concert and are being rushed to the after party. They can’t keep their hands off one another and once…

Neighborhood GILF Sally D’Angelo stays fit by powerwalking laps around her block, a routine that hasn’t escaped the attention of Jordi, a horny rascal who can’t resist the temptation to…

Keiran hires masseuse Subil to help him relieve his tension. He’s never heard of the Russian massage ‘strokemoff’, and decides to give it a try. After a while of sensually…

Tittyfucking Fiesta The word of the Cum Fiesta has spread so far and wide, even the one and only Keisha Grey showed up for some dick! And did she ever…