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….
Clover se cree muy bueno jugando al baloncesto, pero no importa cuántas veces trate, nunca puede ganar cuando se enfrenta a la puta tetona de Kendra Lust. Cada vez que…
Xander Corvus is doing his first gig as a professional masseuse. He doesn’t want to think with his dick, as from his experience, it’s costed him jobs in the past….
Expert level MILF Alexis Fawx is on all fours, cleaning the counters and the floors. She’s too busy to realize that her wiggling boobs and butts caught the eye of…
Everything was going just great for Keiran since his new girlfriend moved in. There just one thing he forgot – he told his girlfriend her daughter Emma could stay with…
Rocky Emerson is the star of the show today as a nude model. The artists are trying to make sure they capture her every angle in every position. She has…
There’s no way Lucy Shine could have a one-on-one session with Charlie Dean and not have things turn sexual. Watch this scene to see how she held out as long…
When Tana Lea got divorced, she didn’t think she’d need Cougar Training to get back into the game, but here she is, waiting on a fuck coach. Ricky Johnson is…
If you’re trying to go around pantsing hot chicks, you’d better be ready to run! Jordi thinks he’s got away with his prank spree after pulling down the pants of…
Maria Kazi is a beautiful petite blonde overflowing with youthfulness and lust. The stunning hottie has an alluring set of perky natural tits that perfectly fit with her thin waist…
Romi Rain was out shopping with her lesbian friends Breanne Benson and Summer Brielle, trying on some sexy outfits, when those two busty sluts decided to show her what she…
Nikki Benz wants to play. Her round ass always looks incredible, but dress it up with ripped pantyhose and a gallon of oil and you’ve got yourself a Big Wet…
Ashley Moore opens up this Bizzizitch by letting a quartet of rock hard black thugz plug their pythons into her greased up holes. If she didn’t let them they probably…
Ever wonder what it’s like to hang out with Monique Alexander? This sexy superstar loves the outdoors, so she let us tag along on a hike. Danny D isn’t the…
Sexy babe Scarlit Scandal is completely unable to sleep at night. After trying to fight it for a while, spending nights tossing and turning in her bed, Scarlit chose to…
The My First Porn series is a comical sex-spectacle of Jack directing his first porn movie. Volume 8 is 3 full hours and features Digital Playground contract stars Sophia Santi…
Maddy attempts to steal a vast amount of jewelry in a stuffed duck. Loss prevention officer Ryan brings the babe to the back office, knowing full well she is guilty….
Texting a lover is one thing, but when it comes to intimacy, nothing tops the touch of skin to skin. With a seductive dance and a naughty look, Foxy Di…
Jack’s Playground 34 features Digital Playground’s exotic contract superstar, Katsumi. She’s a panty hose model by trade but she’s eager to make the switch to music video queen. She demonstrates…
Princess Aria’s father is encouraging her to pick her suitor, but she can’t make up her mind! Taking matters into her own hands, Aria decides to test one out to…
Diamond Foxxx is just stretching her fit body out in the living room when her son’s friend, Jordi, swings by. He’s looking good these days and her life after the…
There’s nothing like the erotic power of infidelity to make a sexy student’s pussy wet and plump, running with juice as she enjoys a hot facesitting orgasm in 69. Watch…
Christina Shine is the sales manager of a successful business. But when her sales begin to dip, she can’t help but get off on the fact that one of her…
Kira Noir gives Xander Corvus a sexy silent lap dance, showing off her seductive acrobatic skills. But when Xander slips his hard cock into Kira’s wet pussy, she can’t stay…
Aubry Babcock thinks that playing the sweet, innocent girl will get her out of her latest shenanigan, but Officer Rusty Nails isn’t easily fooled by hot young girls. The girl…
Perfect tits and a phenomenal ass! That’s what Rachel Starr is all about! Too bad she’s only been with pencil dick geeks. This time she meets Mr. Gigantic Dick a.k.a…
No way was Dillion Harper going to doze off with nasty daddy fantasies of fucking her friend’s father weighing on her mind. After tossing and turning, Dillion headed down the…
