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….
Sheena Ryder & Lacy Lennon are hainvg a couples movie night and they can’t decide what to watch so they decide to play a trick on their husbands. They blindfold…
A.J. Applegate got the ultimate sexual experience last summer, when the pool boy at the resort she stayed in did a whole lot more than rub oil onto her skin…
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…
Nami Watanabe and her husband are instructed to show the pervy doctor what their regular sexual activities are, so he can determine why they have not conceived in spite of…
Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful boobies. They bounce, and they shake. In volume 3 of this delicious show,…
Sleazy defense lawyer Danny D and his client Tony Lucci enter the courtroom confident of winning their case. The only problem is that the sexy prosecutor, Nikki Benz, teases Mr….
Kyle is facing a last-minute layover, and hot air hostess Lena wants to make up for it. She offers to show him to his hotel room, but Kyle isn’t going…
When Angela got married, her husband had her convinced that he wasn’t the jealous type – he had no problem with his wife fucking other guys for work! However, like…
When Karin Kusunoki gets out of the bathtub, her pussy is wet and ready for a dick. She’s a real Japanese honey with perky little tits and a nice hairy…
After Xander Corvus catches Scarlit Scandal and Lala Ivey having their lesbian “threesome” with the torso sex toy, he thinks he’s hit the jackpot. A shy Lala, though, takes off,…
Disgruntled beauty Chloe (Jasmine Jae) thought she’d schemed up the perfect plan and would be walking off with everything Holly (Sienna Day) holds dear–her happiness, her livelihood, and even Mark…
Beautiful housewife Misako has a secret: when she’s alone at home, she frequently can’t get through her day of cooking and cleaning without receiving obscene phone calls from a very…
Abella Danger comes home late from the club, feeling frisky. She bugs her tired boyfriend to fuck her but has no luck. She mentions dancing with multiple dudes and JMac…
No stranger to the spotlight, rumors of torrid affairs have been plaguing fashion model Amirah Adara her entire career. Not one to comment on the rampant gossip, her sex life…
Alena Croft is back for some more dick, but this time she’s taking things to the next level with her first anal on film! After Alena teases and squeezes for…
Jacky Joy tells her new hubby that he’s going to join her in training her girl, Alura Jenson, how to fuck like a woman before she heads off to college….
Daniella Azar is working out in her house and getting a good stretch. Step son Ethan walks by and sees her stretching only to find a hole in her pants….
International spy agency, CRISIS, ran by Maxine and her promiscuous alcoholic son, Stryker, save the world with one secret mission at a time. The team consists of sexy secret spy,…
Bonnie Rotten is no ordinary masseuse, as her newest client quickly finds out! Bonnie disrobes and puts her body on display in a string bikini before oiling up JMac, and…
Samia Duarte and her rich friend love to drive around town teasing dudes with their big asses and making fun of their small cocks. But when they run into Nick…
As one of the only males in his school, this hunky stud wanted to fuck all the women in his class. When a beautiful new student with blonde hair arrived,…