Jack’s at it again! But this time, it’s professional… and even kinkier than before. Jack turns what he knows best into a career. Welcome to Jack’s answer to getting a…
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….
As hot as the sex is between Nataly Von and her man, recently she’s been craving something a little more raw. For the longest time, Nataly’s been dreaming about having…
This beautiful little Asian slut has perfect tits, and will do anything for you in the spa bathroom! She will lick your asshole and then give you a foot massage…
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,…
Toni Ribas is worried he’ll fail his exam to become a massage therapist because he doesn’t have enough hands on experience. He asks his stepmom Alexis Fawx if he can…
Cassidy has gone over to her mom’s ex-boyfriends house to pick up her mom’s stuff. Cassidy has always found Preston attractive, and can’t help but feel like she can now…
Step Mom Is An Erotic Model – Chapter 4 – Her First Gang bang . Silvia Santez
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My parents are in a complicated financial situation. That has led my stepmother to work as an erotic model for a horny photographer. Obviously, my dad doesn’t know anything about…
Having recently become an actor, Danny D has his new co-star, Eva Lovia, come over to his place so that they can practice their lines for their upcoming film. Only,…
Rick is hoping to get more out of his study session with a sexy cheerleader than just coffee and comp. Foxxy doesn’t fail him! She whips out her huge tranny…
Don’t miss Digital Playground’s Exclusive Contract Stars, Teagan Presley and Jana Cova in a very personal, off the hook sexual experience! All the screamin’ hot sex in Digital Playground’s award…
Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful butts. They bounce, they roll and they shake and Robby finds pleasure deep…
Asian skanks love nothing more than being subjected to objectification from men. They love the attention and the pussy stretching, even though its pretty messed up.
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…
Stevie Shae and her boyfriend let brunette beauty Rahyndee James stay at their place, but on the first night she brought home a random dude for an all-night bang session!…
“Jack’s Playground 31,” the superstar edition, stars the lovely Jana Cova in two delectable scenes, Devon in all her naked splendor and DP’s original contract star, Rocki Roads in brand…
It’s double trouble when hot blonde The Dan Dangler and sexy brunette Baby Gemini knock on the door of casa Cum Fiesta. These horny hotties have the password ready and…
Aurora Belle has a pussy that’s always ready for more stimulation and penetration, so when these producers found her sucking on a Popsicle under the hot sun with her tits…
Charles Dera is a nerdy, awkward office drone who can’t compete with other guys at work. He pines after his boss’ secretary, Cali Carter, but she wants nothing to do…
Big titted Peta Jensen is frustrated as hell and wants to learn how to fight in order to kick his cheating boyfriend’s lousy ass. Once this busty bombshell teams up…
The My First Porn series is a comical sex-spectacle of Jack directing his first porn movie. Volume 9 is over 2 hours and features Teagan Presley in a brand-new, amazingly…
When a mix-up nabbing Danny D landed her in hot water at the station, Officer Elicia Solis decided she’d had enough of being Metro Police. Elicia grabbed Danny from his…
