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….

Astrid comes home and finds a video camera set up in the living room. Thinking her husband left it out, she decides to put on a little show. Little does…

It was a rainy day? What should Cubbi Thompson do? There as nothing much happening. But there was her step brother Kai Jaxon. Where was he? In the living room,…

Autumn is an all natural teen twat with sexy tits. No implants, except for the thick black dick implanted deep in her fur burger today by our gangster fuck team.

The dream of all men became reality!!! Here comes the first real personal harem! For the first time ever! Ales became the first Czech sultan. We picked him from the…

Lily Lane is awful lonely. Her older boyfriend is always working and she needs some attention. Lucky for her, her boyfriend’s son, Tyler, is around and she’s caught Tyler staring…

Danika Dreamz was a hot cheerleader, back in her day, so her husband knows he’s in for a treat when she puts on her cheerleader costume. They start by sucking…

Julia loves all the attention her hairy bush gets her. As a result, not a night goes by that Julia doesn’t get a different cock inside her. Today she gets…

Kona Jade was just relaxing by the poolside when I came by. She wasted no time in sharing her amazing boobs and huge ass. As we talk to her, she…

Samantha Rone has been very good this year, and there’s only one thing she’s asking Saint Nick for: a big cock of her very own to please her tight teen…

Kylie Rocket is training hard with her coach Bruce Venture for her first boxing fight. When Bruce deems Kylie ready, they go to the desk to strategize. Kylie is feeling…

With five lovely ladies competing for the same title, which girl will take the honors? Will Brooke or Jamie get to deliver their acceptance speech? Did Jack vote for one…

Putting on her cheeky pink onesie, Alexis Crystal is ready to cuddle up by the fire with lover Chad Rockwell. But little does she know, her boyfriend has some big…

The “My First Porn” series is a comical sex-spectacle of Jack directing his first porn movie. Volume 4 rocks the house with Scott Nails & Jasmine Byrne in a Viagra…

Madison Ivy stuns and tantalizes in her sexy blue dress. After a hot, energetic tease, Xander Corvus comes in to treat the classy lady to a hard fucking.

This crew of trannies is so hot you are going to have a hard time picking a favorite. Jane Marie is definitely up there on the fan fave list. It’s…

When school slut Katrina Jade needs some math homework, who does she turn to? None other than the school nerd Danny D! Danny’s ready to hand over his homework, but…

This horny little Asian girl can never get enough stimulation. It doesn’t matter how many dudes stretch open her hole, stimulate her with a whole collection of vibrators at once,…

In an effort to rekindle their sex life, Lisa(Emily Willis) and Kevin(Ryan Driller) attend a hedonistic private party at a luxurious mansion. Lisa is excited to try something new, but…

Addee Kate was out for a walk in the park when we met up with her. This cute little hottie was totally game to show off her little tits and…

Sexy and horny Jada Kai is on a phone call with her boyfriend (Jackie Knight), who’s been out of town. She teases him by telling him about the lingerie she…

Digital Playground’s brand new Video Nasty Series ups the style bar, and adds harder and filthier sex to the equation. There are more bodies in every scene and the bodies…

Leana Lovings has the cutest good next door look going on. She’s got an extra sweet voice and she’s only interested in one thing: getting fucked. She likes to rub…

Surely this babe has the most perfect breasts and the sweetest moans in the business? Mouths filled with each other, the garden patio echoes to the sound of Teal’s mounting…