Hot sex is about to get hotter! Smoking hot big tit babe Skylar Snow is ready to fuck and suck! Deep poundings and cumfilled orgasms are about to get hotter!…
Isabella Nice is a hot teen spinner failing her homeschooling exams, but instead of studying she follows the example of her busty MILF Step-Mom Syren de Mer, who thinks she…
What the fuck! Chloe Lamour and her roommate have a lot in common already, with their brunette hair and big round tits, and now they’re both wearing the exact same…
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…
Justin has always had the hots for his best friend Zoe. He’s been trying to get out of the friend zone forever. The trouble is, Zoe’s about to leave for…
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…
Bess Breast has a jacked up windshield and she doesn’t have enough money to get her car towed to the shop. She entertains his negotiations in the shop and considers…
Jack’s busy in his playground casting big-ass babes for leading roles in his yet-to-be-seen music videos. The delicious girls will do ANYTHING for stardom! Some suck, some fuck and some…
The “My First Porn” series is a comical sex-spectacle of Jack directing his first porn movie. Volume 6 features the amazing anal queen, Delilah Strong in a butt scene with…
Sweeping violins and tolling bells accompany Mia Malkova’s first Babes couple scene. With a little oral help from Kris, Mia’s nipples are soon engorged and her lady parts slick with…
That One Friend of His Lissa just to wants to get some action. But the only action her husband Mike wants is the football game. But when his friend comes…
Ophelia (Kendra Spade) checks in to a renowned wellness center run by Dr. Charlotte Bloom (Chanel Preston) in order to deal with her nymphomania. When Ophelia consents to Dr. Bloom…
Being a professional ballerina means never settling for anything less than perfection. Gianna Dior embraces this mantra not just in her work, but her men as well… When Gianna invites…
Gianna Dior has no room in her busy schedule for a massage, but she’s in desperate need of a rubdown, so she’s going to need to multi-task. Stirling Cooper isn’t…
Xander doesn’t get why his wife insists they spend their entire weekend digging through someone else’s junk. He’s constantly being dragged along to yard sale after yard sale, as his…
To survive in the new world, you have to be rough and tough like Peta Jensen. Peta doesn’t take any prisoners, and she’s not afraid to do whatever it takes…
Jorden Kennedy isn’t concerned with appearing virginal or even respectful, so getting a load of piss unleashed on her face almost gives her an orgasm as she fulflls her destiny…
Xander is a devoted husband but that doesn’t mean he doesn’t fantasize about fucking his wife’s best friend, Lena Paul. One day his wife calls him into the living room…
Justin wants some guidance on his career path now that he’s graduated from school. Natasha is just the career counselor he needs to sort himself out, and with his chiseled…
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….
