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….
Katie Morgan is the hottest blonde babe! She strips off her sparkly bra and panty set and feels up every inch of her body. She sticks her finger in her…
Ameena Green and her boyfriend Ace are having private sexy time with each other not knowing his step dad Brickzilla is awake and ready to take a shower. As he’s…
Kyle missed a day of college football training, so he’s stuck doing pushups after class – only cheerleader Brooke has been sent by the Coach to test Kyle’s dedication. She…
Curvy Latina teen Gabriela Lopez and her brand-spanking-new step-brother, Johnny the Kid, are forced to spend the weekend glamping with their parents in an RV. The lack of privacy in…
Adriana Checkik & Casey Calvert are two kinky ass lesbian sluts who can’t get enough of each others’ hot twats. These slutty bitches love rough lesbian sex, shoving their fists…
Britney has come a long way in the interview process, but today’s the ultimate test: she has to impress the board of directors. They’re a tough bunch of businessmen, so…
“Jesse Jane: All-American Girl” tells the fun and provocative story of a popular girl, coming of age in prep school. She playfully embraces her sexuality in a delicious tale of…
Her pussy is now creampied, and she can go on to her next friend. Her favorite part was getting her fat boobies touched by this manly dude before he spread…
Tashi straddles and eagerly takes on a hard cock, and soon is jacking off two more with her hands. While the men jack off watching her firm tits jiggle and…
Drill Sergeant Adrenalynn is one tough Bitch towards her new recruits. She knows that being tough is the best way to distinguish the maggets from the big dicks. When Private…
After a long day of being the boss, sometimes there’s nothing better than to come home to the love of a good woman. Particularly when that woman is a horny…
While doing some spring cleaning Justin comes across a dusty old lamp. He rubs it to clean away the grime, and that’s when something amazing happens: the sexiest genie he’s…
Jack’s Playground 33, features Digital Playground’s one and only insatiable and sexy Devon. She’s eager to make the music video cut and demonstrates her distinct talents on Scott Nails’ throbbing…
Keiran’s boss went to some hippie workshop, and now she’s returned to the office rejuvenated, reinvigorated – and naked. Keiran can’t believe his eyes as his boss struts into the…
August Skye has her friend’s husband, Brad, stop by since she’s heard he’s great at massages. Brad didn’t expect to be massaging August’s ass and tits though, but he can’t…
Jane Wilde’s financial stress is keeping her up at night, and she doesn’t realize there’s someone else awake in the dark house until he startles her in the kitchen: her…
Charlotte Rayn is enjoying a movie night with her new husband when her new stepson, Jimmy Michaels, tries to butt in and watch alongside them. Jimmy’s dad would rather he…
Jana Cova is “Porcelain.” This intimate and artful production shines new light on Digital Playground’s exclusive contract super star, Jana Cova. In this glamorous and smart vignette, director Celeste effortlessly…
On their way back from the exploring the resort, Bianca and her man didn’t even wait to get to their room to start fooling around. After pushing her against the…
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 2 of this delicious show,…
Raul Costa wants nothing more than to please his sexy girlfriend Mona Blue. In an attempt to spice up their relationship, he leaves out a special gift; vibrating panties. Mona…
Holly Michaels is one of the hottest nurses to ever step inside a hospital. All of her patients can’t help themselves but want to get a piece of her fine…
Alexis and Briana have just moved into a new neighborhood, and are absolutely exhausted from unpacking. Alexis figures they can take a bit of a break and even starts to…
Kinsley Karter is a gorgeous ebony newbie that has long legs and full perky tits! She goes to the park and spreads her legs to expose her dark pussy for…
