When busty MILF Brandi Love got home from doing the groceries, she called and called for her stepson Jessy Jones to comes help her out, but the little troublemaker was…
J. Monty plays three-card-monty with Ashely’s tonsils. He swings his black dick back and forth between her lips as the head of his host nudges deep enough down her throat…
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…
We’ve all dreamed about this one, right? We drive alone at night and spot a young girl in a short skirt in need of assistance. That young girl also happens…
All the screamin’ hot sex in Digital Playground’s award winning Jack’s Playground series are now shot in POV perspective for your ultimate enjoyment. In Jack’s POV Playground, YOU will get…
With her big natural boobs just asking to be covered with oil, Taylee Wood is looking for a big cock to deepthroat and titty fuck. Christian Clay has just what…
Bentley has been waiting to be a big porn star for a long time, and she’s excited to go through the motions that are involved with having such a career….
You ever have a roommate that gets on every last one of your nerves? Their messy habits, their slurping noises, their late night romps? It doesn’t matter how hot they…
Even some of the most powerful men have their insecurities. In this series of vignettes, we follow John, Mick, James and Keiran as they explore and deal with the challenges…
After helping Jade feel confident in her wedding dress, it’s time for Tia to settle Alex’s pre-wedding jitters. Tia finds a frantic Alex sitting at the dining room table sorting…
Athena Faris wants her boyfriend to cum inside of her but he doesn’t want to because she isn’t on anything. She really doesn’t want to break up with him because…
When Valentina Nappi comes to LA to make it big as an actress, she finds the only big thing she’ll get is Keiran Lee’s dick between her pussy lips! Watch…
Evelyn Payne has an amazing all-white matching set on and she’s going to give a naughty massage today! She’s hops right on top and strips her top off and lays…
This Japanese hottie is shopping when the mood strikes her to be a bit naughty. She coyly looks around to make sure no one is looking and starts taking down…
Two sexy, spandex-wearing MILFs are out to get the last spot in the coveted Muff Crushers Boot Camp. After fighting over the sign-up form, Alura Jenson and Joslyn James try…
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….
From the outside, this Bed & Breakfast looks like any other. It is beautiful and calm, a place where you’d want to rest your head for the night. The owner…
Kristin is supposed to have sex with her boyfriend for the very first time and she couldn’t be more nervous. So her friend suggests she borrow some of her mom’s…
Gia Paige has a thick booty that bounces up and down as she walks around the mansion. This charming brunette bends her body over the white couch and spreads her…
What a nice piece of ass you’ve got there, Abella Danger. Would you mind wrapping it in shimmering blue latex? Wiggle it for your man, tease him until he loses…
Have you ever wondered what Barbie Feels feels like? Well wonder no more— cuz this babe’s ready to get her holes thoroughly explored, especially her taboo backdoor! This fuck-doll puts…
