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….

It’s not her first rodeo as blonde cowgirl Kayley Gunner knocks on the screen door looking for the cum fiesta! Kayley pulls out the password, and immediately bends over to…

Gabriela Lopez is a badass that laughs when she gets arrested running from the cops. To show her who is boss they order her to drop to her knees and…

Ai Mizushima had expressed a fascination with gangbangs, so her friends arranged for her to be picked up after basketball practice and given the experience she’s always wondered about. Four…

Mobster Mick Blue just bought his woman Jessica Jaymes a bunch of new treats, and she’s determined to show him her gratitude in the best possible way. Stripping down to…

Ash Hollywood is going to milk her man for everything she can get out of him! She plays the hot blonde coquette, at first, sucking his cock and letting him…

Pounded, soaked, choked and sliding in squirt…Keiran gives Ms. Monroe the sex workout you just can’t train for.

Having a job doesn’t cramp Vanessa Decker’s style, but she draws the line at doing any actual work. When her boss Ben assigned her some jobs to do, Vanessa shrugged…

Holy fuck!! If you want a girl with a huge rack and a sweet ass look no further, Trina Michaels is the bitch for you!! This slut just craves gigantic…

Krissy Knight gave her friend’s step-dad a huge scare. She forgot to close the front door when she came into his house to wait for her friend, so he thought…

The sexy and career-oriented Angela is done sucking her way to become lead anchorwoman.  She has a vision for the Channel 6 News and if upper management can’t see it, she’s…

Enjoy the lovely Hannah Harper, as you’ve never seen her before, in a mesmerizing and remarkable Digital Playground production. Directed by Celeste and boasting 9 scenes, Hannah Erotique is a…

Kinsley Kane is an energetic teen that just turned 19 and decided she wants to get fucked for a living. She brings her jump rope and pulls up her sports…

Sydney Cole is hot for fucking teacher! She’s been working for this entrepreneur as his personal assistant for a week now and she’s tired of all work and no play!…

Grind Bar is the type of establishment mothers warn their sons about. Despite its location off the beaten path, the dive bar has been drawing in young men from nearby…

Kimber and her husband, Mick, have decided to expand their horizons and attend one of Mick’s friends Jason’s legendary swinger parties. Mick seems a bit nervous about wife-swapping, but once…

Since Carmella was working late she told her date, Joe, to meet her at the office so that they can start to get to know each other. After finding out…

When Tina Fire decided to find a roommate, she was looking for someone mature. Enter: Jordi ENP, a lazy slob and frat bro who is hardly a model tenant. Tina,…

Remy LaCroix gave her brother and her best friend a trip for their engagement, but her friend’s Ex-boyfriend sent her some dick pics. Remy’s brother saw them so Remy stepped…

Skylar Vox has some huge natural titties, a cute face, and a WILD life. Skylar has some crazy stories about strip clubs, how much she loves working in Los Angeles…

Teagan Presley & ANAL ” does the rest of this description even matter? Jack is really busy casting big, bouncing, beautiful butts for music videos. They shake, they roll and…

Kristina Shannon brings Abella Danger home from the club, and the two head straight to the bedroom where things get steamy and loud, waking up Karissa. Karissa decides to sneak…

Deauxma is not only the perfect definition of a milf, she is also the horniest one around! So when her computer broke down she knew it was the perfect excuse…

Two couples spend the weekend in an abandoned cabin in the woods under the pretense of hunting for ghosts. Ivy (Abigail Mac) and her boyfriend Nick (Seth Gamble) have a…

Five horny teens. 2 sound guys with equipment. 1 contest. 1 winner. Sound familiar? It is. It’s Jack’s Teen America.” Put it in and cast your vote! Jack’s at it…

Step behind the scenes with Theodora Day and funny man Ryan Pownall of Pillowtalk, a popular porn podcast. Theodora Day is getting ready to get a massive dick in her…

John Doe finds himself surrounded by dead walkers, leaving him no choice but to fight. To save the North, he risks it all, in attempt to align himself with the…

Uploaded: 2024.02.13 2024.01.20 Show more…