Brenna Mckenna’s car broke down and she can’t find anyone else to help her fix it! Luckily our roadside assistance is here to save the day! He gives her a…
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…
Nikki Delano is one hot chess piece of ass! Watch Nikki the Queen strip by her throne as she oils herself up in anticipation of her knight, Ricky Johnson, making…
The “My First Porn” series is a comical sex-spectacle of Jack directing his first porn movie. Volume 5 features the amazing and oh-so-beautiful Jana Cova in two delicious scenes, plus…
A secret tryst on a misty weekend, Chastity welcomes her man in leopard print lingerie and tousled mane that hint at the wild sexcapades yet to come. Undressing is half…
After waking up with her girlfriend, Cecilia goes to shower only to be interrupted by Steve, who joins her like it’s no big deal. Lucky for Steve, Cecilia is craving…
Angela White and her big boobs have had enough of her disruptive student’s behavior in her class. Seems to Ms. White that her student rather fool around with his girlfriend…
There’s a reason Mai Ly craves a woman’s touch for sexual release. Her lover Jessi June always knows exactly what to do, and how to caress her tenderly with her…
Keely Rose is a gorgeous redhead with a wholesome body. She strips naked on a balcony to tease the entire town, but then we taking things inside where she gets…
Stoya makes crazy-sex in three scintillating scenes in Digital Playground’s third installment of Video Nasty. She proves her pure deliciousness in a sexually charged three-way with Alektra and Sammie, and…
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…
Office relationships can be tricky, but office affairs can be even trickier – especially when you’re sleeping with your coworker’s girlfriend. While Laura’s (Bella Rolland) boyfriend is sweet and loyal…
Digital Playground’s “Jesse Jane: Fuck Fantasy” is an ultra-horny, wall-to-wall sex montage. Each fantastic scene depicts a tangible, true to life fantasy with amazing heat and production value. Contract superstar…
Ramona is a crazy girl. We got her out in public to fuck, and she did not disappoint. She took on Tommy and Emilio; as they both played musical chairs…
Yoga and meditation guru Steve Holmes runs a hands-on and delightfully kinky class for his willing students, and when he catches a glimpse of new arrival Brooklyn Gray, he’s eager…
In this self-shot sex documentary series from some of the biggest names in the business, Digital Playground gets up close and personal, offering you a behind-the-scenes look at what it’s…
Get to the chopper now! A mysterious vision in red awaits, promising a scintillating date with Eve you’ll never forget. Uploaded: 2024.02.13 2024.02.12 Show more…
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 so obvious that Brandi Edwards wants to bang Brett’s HUGE COCK!! She is just waiting for the perfect opportunity to get the guy to fuck her hard!! But Hailey…
This couple is taking their bedroom antics up another level. The boyfriend introduces his girlfriend to dogging and once they find a taker, it’s game on. She’s enjoys every minute…
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…
Master Robby D. delivers more hot pussy pounding and intense orgasmic blow jobs. This time he turns his attention to some sexy ass mothers we’d all like to fuck. Some…
ZZ Gang leader, the notorious Lela Star, has rolled into a sleepy Wild West outpost to rescue neophyte gang member Molly Stewart, who has been arrested for a botched bank…
