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….

Karlee loves the feeling of her big natural tits all wrapped up in fishnet. She can’t help but squeeze them, especially when they’re covered in oil. If only there were…

Drilling The Slutty Sergeant Trainer Romi Rain warns Alex Jones that she’s going to whip him into shape today, and with her military background, this workout is going to be…

This mature and petite little Asian sure loves to get fingered while her tits hang out before lodging on top his dick for a joy ride. She even spreads wide…

Tattooed sex goddess Jarushka Ross has gotten lost in the English countryside. Hot and horny and alone, she strips down, hoping to attract a good Samaritan. Luckily for her, naked…

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…

Keiran Lee enters the kitchen to find his son’s sexy teen girlfriend, Lana Rhoades, cooking breakfast in her pink panties. Lana wanted to surprise her boyfriend, but he’s already left…

Crystal is always planning special dates for herself and her boyfriend Keiran – the least he can do is show up on time! Today she’s booked a couples massage, and…

Written by the one and only Alexis Fawx, “The Voyeur Next Door” is a four-part series that takes a deep dive into the wild, sexual perversions of suburbia. Although the…

Jack is really busy casting for music videos and now he’s landed Digital Playground’s super fine contract star, Sophia Santi alongside Selina Draagen, Alyssa Chase, Carli Banks, Marlena, Christina Brooks…

Abigail Mac has had it with Tyler Nixon’s disruptive behavior and keeps him after class. Abigail thinks the best way to get through to Tyler is to give him a…

Jessa Rhodes has an untamed lust for adventure and the great outdoors. This vixen follows her every erotic whim like a leaf tossed in the wind, even if it means…

When Sofia Lee receives a surprise visit from her “friend” Rebecca Black, she reluctantly allows her to stay. Sofia begrudgingly introduces Rebecca to her new boyfriend Sam Bourne, but attempts…

Jill Kassidy had what everyone thought was a perfect life and a perfect fiance, and she just couldn’t take it anymore. Tired of being a “yes girl” who could never…

Abigail Mac and her husband, along with solo antique hunter Keiran Lee, have shown up to an estate sale. As everyone is given stickers to place on items they wish…

Carter Cruise just got off the phone with her BFF who was bragging about how many guys she was going to pick up in her slutty little dress. Carter was…

Scott is torn. He is talking with someone and he thought things were going well – they’re flirting, sending risky pics… But it’s been a whole day without a reply….

Madison Ivy and Angela White are sunbathing in their sexy, skimpy swimsuits, basking in the sun but trying to fight the boredom of a sweltering afternoon. They decide to skinny…

The kids have left for college, and Alison is struggling with empty nest syndrome. What can a gorgeous woman do to satisfy that empty feeling? After a failed couple’s therapy…

Penny Pax tries on her friend’s bikinis searching for the perfect fit for her big natural tits. When her friend’s boyfriend Jessy Jones walks in on her, Penny enlists his…

The summer festival is over and MILF Shizue is getting ready to return to the big city, but teen Kentarou doesn’t want her to go without one more hot fuck….

A seamless window overlooks the panorama of a paradise valley, but that’s not the only paradise valley in this scene, as Lexi and Richie are quick to discover. Richie’s kisses…

Sexy French MILF Anissa Kate misses her stepson since he moved out of the house. It was nice having the strapping young guy around to be her eye candy. Her…

Monique is excited to do some shopping at a pop up vintage sale. She’s more comfortable with a conservative look but after being offered a sexy dress by the shop…

It is Brittany’s birthday. Instead of celebrating with her family, she tries to bolt from the house in an inappropriately sexy outfit but her stepdad catches her before she can…

New waitress Wendy (Lily Bell) gets an up-close look at the bright lights and the dark underside of the casino when her boss sends her to wait on VIP Jack…