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…
Ashley Alexander is over at a friend’s house waiting on her to come home, when her friend’s dad Scott see’s her on the internet he has some questions to ask….
Aaliyah had a whole erotic surprise worked out for her boyfriend this evening, and she pulled it off with ease. As soon as Logan opened the door to their bedroom,…
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…
Cece Capella and Markus Dupree are studying on the couch together. Both are very much attracted to one another but they don’t know how to make the first move! Luckily…
See life through the eyes of Erik Everhard, a lucky masseur. Erik has an appointment with neglected housewife Tru Kait. Kait is annoyed that her husband sent her to the…
James Deen walks in on Abbie taking a shower. Once Abbie is done with her shower, she joins James in the living room where she starts giving James a sloppy…
Small Hands takes his coworker out to the strip club to celebrate his last night as a bachelor, and after watching the sexy domme stripper Rachel Starr perform on stage,…
Shawna Lenee isn’t above using her big tits and oozing sexuality to sell cars at the dealership. After giving up her gig as a porn star, she’s been doing whatever…
Jordi can’t stop looking at Aryana Adin’s online ad. The ebony goddess jiggles her tits and ass, wordlessly telling him to “call now” until he has to do just that….
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….
Andie Anderson hasn’t had sex in a very long time because her husband won’t fuck her anymore. She is in desperate need of some cock and an orgasm! She figures…
Nurse Sarah provides her patients with the very best care, but she expects them to thank her with a hard fuck once they’re all better. After tending to Mr. Lee…
Digital Playground presents DP Star: Season 2, hosted by last year’s DP Star winner and contract girl, Eva Lovia and judged by industry legend Nikki Benz, renowned producer/photographer Holly Randall…
Newly stated doctor Savannah Stern is having trouble this morning with a reoccuring patient. He has griping about chest pains and has been to her office three times now and…
Kenzie Reeves has the hots for her new tutor, Alex Legend, and she has decided to tell him. But he denies her! Embarrassed, she gets up to leave and accidently…
When it comes to sex, aggressive Adriana isn’t afraid to get a little messy – she’s not satisfied until she’s drenched with sweat, spit and spunk. When makeup starts streaming…
Bitchy boss Diamond Jackson is so uptight that upper management has decided to pay for her to get a nice relaxing massage. Unfortunately for them, the massage turns out to…
Chrissy Davis is the talk of the town following a very public mental breakdown and first-degree charge. She’s quickly alienated by her high society friends and left alone to suffer…
Keiran hires masseuse Subil to help him relieve his tension. He’s never heard of the Russian massage ‘strokemoff’, and decides to give it a try. After a while of sensually…
When Molly (Jane Wilde) takes on her friend Alice’s repeating day burden, she thinks that it will all be hustling mobsters and robbing banks. Though she’s not wrong, what Molly…
You have to be bold as bricks to pay for your breast implants with your corporate expense account. But that’s exactly how Sarah Vandella ended up in the CEO’s office…
Ricky Johnson’s first date with the stunning Kenna James is off to a rocky start when he spills her drink on her and burns the appetizers. Lucky for Ricky, Kenna’s…
Reagan will do anything to get the perfect sexy picture off to her husband. She’s trying her best to up her selfie game, but still could use a little help….
