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….
Ava Dalush was a little bit skeptical of the treatments at Dr. Brick’s Econoclinic. If he’s the good doctor her best friends was raving about, why would his services come…
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…
Some people just can’t help being nosy! Nurse Lane had an encounter with one such person this morning. She simply leaves the room to speak to doctor, she re-enters the…
Melody Marks gets stranded in the middle of the night in a remote location and roadside assistance comes to save the day! She is a spoiled cutie that reveals that…
Your doctor is overloaded with clients, so he sends Nurse Chloe Cherry to tend to you while you wait. It sounds like the doc’s gonna be a while, so why…
Mandi May is a whole lot of curvy beauty and she needs a lot of sexual satisfaction to keep herself happy. Her husband Angel is supportive and lets her have…
Gina can’t believe how cheap Keiran is. After spending her entire night babysitting, he can only cough up 10 bucks! Gina tells him straight up it isn’t good enough, and…
Times are tough, and Cassie Del Isla has been telling her husband to tell his boss to get a promotion, but he doesn’t have the balls to ask him. Cassie…
Thieving ain’t easy. Jasmine learns that the hard way when Luke, her lover and partner in crime, betrays her to the cops to land her behind bars. With the help…
They call Dr. Yahshua “The Butt Doctor” because no matter what ailment you come in for, he always wants to check your butt. This is especially true of a patient…
Jessica Ryan stops by Sam’s office to ask a favor. She’s looking for someone who’s athletic to join her Pickleball team. Sam’s not really amused until Jessica whips out his…
This Flight Attendant Fucks: Part 2 After fucking her way through airport security, Angela White steadies herself to greet boarding passengers. However, she forgets to clean some of the cum…
Chloe Temple is in charge when her dad and stepmom leave. She tells her stepbrother Mason Gray that if he does everything she says, she’ll tell their parents that she…
The world has become a dangerous place and Nicolette is ready to save to the day! Where ever a problem rears its ugly head, Nicolette is there to squash it….
What do you do if you start video-chatting with your daughter via webcam and her roommate gets naked in the background? If the college slut is anywhere near as smokin’…
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….
When Luna Star catches her smarmy husband trying to seduce maid Ember Snow as she makes the bed, it sets Luna on the warpath to get both revenge and her…
Miyako is is full on fuck frenzy mode, licking a green egg vibrator as she crams it into her wet juicy hole. Licking and lubing up her date’s hard cock,…
Shot entirely on HD, Jack’s Teen America 21 features Digital Playground’s lovely contract star, Lacie Heart in a slam-min’ romp with Scott Nails, Poppy Morgan & Renae Cruz in decadent…
Stuck at school late marking papers, Ms. Lane decides to let off some steam and masturbate in the girls bathroom. Coincidentally, late-studying student Danny D has the exact same idea….
Danny D is hosting a game night, but the only reason busty sluts Shawna Lenee and Brooklyn Chase even showed up is because they heard he has a huge cock!…
Sarah is trying to break her record of bounces on her balance ball. She jumps up and down, causing her big tits to bounce around freely. All that bouncing get’s…
Real Teens is like a first date- you get to know this new, barely legal beauty, and find out just how she likes sex- without ever having to commit. This…
Summer classes are the worst, tanned cutie Vienna Black has been studying chemistry non-stop and all her friends are at the beach! So it’s a good thing her tutor Oliver…
