Uh oh! Cassidy Banks had to interrupt a steamy session of phone sex with her boyfriend to investigate a strange noise from elsewhere in her house. Looking around, Cassidy found…
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…
Eva Nyx came home and found her stepfather Ace Bigs with his old college friend Don Sudan talking in the kitchen. She had an affair with her step dad but…
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….
With her husband at work, Summer is more than ready for a private session with her favorite yoga instructor, Keiran Lee. When he’s a no-show she storms over to her…
Inspector Tesoro brings us an ass all too familiar today. Ms. Adrianna Deville was sun tanning quietly when Trent showed up to worship that ass. He wasn’t alone though, he…
For the first time in Digital Playground history, we will be hosting a nationwide search to find the next DP Star. We were accepting video submissions for the entire month…
Gia Derza’s gotta big booty with a deep desire to get that booty filled & drilled! This babe holds nothing back & is completely insatiable when you get her in…
A group of beautiful women work to fulfill the fantasies of their male clients. From fuck dolls to foot worship, these men all have a secret desire just waiting to…
Customer service is what sets Stella Cox’s tailor service apart, her hands-on approach to pleasing any customer who comes in looking for a suit made-to-measure. When Kai Taylor walked into…
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…
Today is all about Kiera. This teen starlet has the whole house to herself this afternoon, and nothing to keep her from indulging her erotic fantasies, including masturbating on the…
Joslyn has no problem convincing her husband that he can be just a little late for work today. It helps that she’s invited him for a little morning quickie in…
Charlotte is not your average college student— she’s rich, she’s popular, and she’s the hottest virgin in town! After her best friend Deeana loses her virginity though, Charlotte can’t stop…
Cytherea can’t see what doctor Sins is doing to her pussy, but it sure feels good! If only her husband would get a clue and stop interrupting the exam. Once…
Kenta thinks a part-time job at a beach hotel, surrounded by gorgeous women, is the perfect opportunity to prove that his newfound success with the female sex isn’t all because…
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…
Nagisa Aiba didn’t have a lot of sex in college, so she’s trying to make up for lost time after getting her degree and starting life in the real world….
When Keiran loses his job, his friend Sensi helps him find a new career… getting paid to pleasure women. When they’re sent to Paris, Keiran becomes intertwined with a criminal…
My girlfriend is ridiculously hot, with big natural tits, I’m absolutely crazy for her. She promised anal with me, and I’ve waited long enough – tonight is the night. I’ve…
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….
After bedtime, naughty babysitter Alina Lopez has the house to herself, letting her snoop into the affairs of sexy DILF Stirling Cooper. Alina’s been trying to attract his eye ever…
On this wonderful sunny day Justicia Blonde is going to go shopping with her boyfriend. When her boyfriend walks into the room and sees his girlfriend standing in a sexy…
You better believe any free second Dr. Sins and Dr. Alexia Vosse find in their day, they run immediately to an unused room for a quickie. Johnny can’t get enough…
Surprise Cock From Behind Busty brunette Samie Duchamp doesn’t have any panties on under her short skirt, all the better for the horny babe to finger herself! Samie slides a…
Fire has never been so hot since these sexy firefighters took over the station. Dangerous explosions, life or death situations, and powerful desire makes everyone live for the moment. For…
This Asian hottie just rubbed her pussy and came hard. Now she’s ready to tackle sucking a nice hard dick. She’s been craving one for days and it’s all she…
