Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful butts. They bounce, they roll and they shake and Jack finds pleasure deep…

Eric (Xander Corvus) and Carrie Stanfield (Sabina Rouge) gather to be with their gravely ill father and his live-in maid (Giselle Palmer) during the holiday season. A group of mysterious…

Carmela Clutch accidentally hits a pedestrian on a bike and she offers to take him back to her place and get him all cleaned up. She wants to do him…

Not everyone who visits this hotel has an innocent motive. After another type of getaway, Gabbie Carter and Xander Corvus let themselves into their room with a bag of stolen…

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…

Sexy redhead Lacy Lennon is preparing dinner for her boyfriend, only for him to call and cancel their date over the phone! Worse than that, the no-good boyfriend wants to…

Juan Loco’s stepsister is so rude to him. She throws his laundry at him, flips him off, and even gets him hard and then leaves him with blue balls. Finally…

“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…

Gia OhMy is waiting on her boyfriend when she notices her boyfriend’s friend is over. She finds out that they are going to a game and he’s not visiting his…

MommyBlowsBest – Sophia Locke – Sweaty Workout Means Sweeter Rewards

Arabelle Raphael is one of the few ladies who can boast about having natural H cups tits. Her boob is even bigger than her head. Arabelle perfectly knows how to…

Rose Ballentine was in the yoga studio for a one-on-one lesson, going through poses in tandem with her instructor Niki Lee Young. When Niki stopped and put her hands on…

Michael Vegas gets more than be bargained for when he agrees to a night of naughty fun with Nicolette. After a moment of apprehension, his mind is quickly changed when…

With the location of Digital Galaxy’s most priceless treasure in his possession, Captain D sets a course for the prize! When he finally locates the prize, he finds an abandoned…

Young Chloe Cherry and Tyler Nixon decide that they aren’t happy with their grades – shy Professor Chanel Preston is the fairest academic at their university, and she doesn’t just…

Shot entirely on HD, Shay: Sexual Freak 3 features Digital Playground’s newest contract star, the lovely Shay Jordan, in a plethora of deviant and mischievous erotic play. Sexual Freak 3…

From Award-Winning Director Joone, the visual magic of Digital Playground F/X, and the sexual sorcery of Tera Patrick comes a journey beyond the world unlike anything you’ve ever witnessed…

A Keisha la agarraron desprevenida cuando su siguiente cita resulta ser la muy molesta mamá de su ex, Ava, quien tiene que aclarar cuentas con esta deliciosa masajista. Al principio,…

Scarlett is a wild girl. You can tell she has enough energy to hook up with someone and run a marathon right after. Her spunky attitude did not go unnoticed…

Olivia’s boss is having a pretty lucky day. Not only did he win a sports item in an online auction, but his wife took his kids to his in-laws, all…

Keisha Grey was auditioning a ventriloquist for her boyfriend’s birthday party. He was super hacky. However, something strange happened after. The dummy began moving and talking on his own, he…

Brianna Moore came home from college. Her step father Sheem the Dream was admiring her body. She went for a shower. Her step dad opened the door and watched her…

Uploaded: 2024.03.05 2024 Show more…

Ariana Marie just started a relationship with her boyfriend Keiran, and fresh from a relationship with her ex boyfriend David, she wants to take things slow so her heart doesn’t…

Outlaw Charles Glanton (Scott Nails) rides into town, and just as Maria (Kimmy Granger) expected, his first stop is at Gold Diggers Saloon. After a run-in with Sade Freeman, Charles…

Uploaded: 2024.01.05 2024.01.05 Show more…

Evan Stone has a huge cock but that doesn’t deter Rose Red from trying to ride it! There are points she has to hold him off and slow him down…

Niya Yu specializes in helping men have MMF threesomes where they learn to have man ass sex. She’s always there to have her pussy fucked in the process but she…

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….

Delivery driver Selina Bentz sees packages all day long, but when she makes a drop off at Don Diggler’s house, even she’s impressed by the size of his package. When…

Brenna Mckenna’s car broke down and she can’t find anyone else to help her fix it! Luckily our roadside assistance is here to save the day! He gives her a…