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….
That’s right fellas!! The super sexy Katie Morgan is back and hornier than ever!!! We all love this chick because she has a killer body, is super fun to hang…
Maddy O’Reilly hates it when guys come in to her bar not knowing what they want, but Xander Corvus is here for the secret menu, the one with FREE ANAL!…
Jack’s Playground 32, features Digital Playground’s contract babe, Sophia Santi, eager to make it in the music video scene. She shows her distinct talents and raw, exquisite beauty in two…
With five lovely ladies competing for the same title, it’s a tight race to the finish and Tiffany is off to a succulent start. She charms the judges and Scott…
In an attempt to get some street-cred Candy Apples had each of her tits tattooed. It didn’t work and she still hungered for some respect from the neighborhood. Finally she…
Octavia’s husband keeps his strawberry-blonde trophy wife waiting and waiting while he travels… it’s a good thing absence makes the cleft grow wetter. Uploaded: 2024.01.06 2024.01.05 Show more…
A quiet Saturday at home usually means Lena Paul is on a masturbating binge. This busty babe loves flaunting her big natural tits around the house, especially when she knows…
If Nicole Kitt thinks she can bring her boyfriend home and have PDA all over her new stepmom Misty Stone’s house, she’s got another think coming! After getting a talking…
Alice Hernandes has been taking English classes at her local college and private lessons from a tutor in her home. It has been difficult, but she is working hard because…
Baby Got Boobs Vol. 20 Ashley is a wild cowgirl working the mechanical bull, but she’d rather take Robby for a ride. There’s nothing quite like getting bucked and fucked….
Mia Manarote craves passion and excitement every day of her life. She rarely spends a night alone, but when she chooses to, she fills up her bed with memories of…
Star finally gets some time alone to herself, and is looking forward to some much needed ‘self-care’ when she hears a knock at the door. Her loving husband has arranged…
After pulling a leg muscle, this guy went to see Dr. Madison and she showed him a couple of exercises that would do him good. Over their second appointment they…
Curvy beauty, Ivy Lebelle, is getting ready for a night out by showing off her sexy lingerie to her adoring partner, Manuel. Overtaken by lust, this sensual couple gives into…
18 year old co-ed, Daisy Pheonix, is sick of studying. She’s hot and horny and ready to get her throbbing wet pussy filled with her boyfriend’s big huge cock until…
It’s Morgan Lee’s first day on the job at the swankiest rub and tug joint in town, and things are going fine until Keiran Lee and his massive cock throw…
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…
Phoenix Marie is a busty school nurse who is constantly getting hit on by the horny dudes at ZZ University. So imagine her surprise when the sexy, petite, and fantastically…
Skyla’s boyfriend is so obsessed with sports he sometimes forgets to give her proper attention. So when his buddy pulls a muscle during the big game Skyla is ready to…
