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….

John Doe arrives at the castle just in time to see Susan Grimm face King Jasper’s wrath. Doe is next, but is spared just in time by a fire-breathing dragon…

Starring Digital Playground’s newest sensation, Shay Jordan and an entire cast of young, gorgeous, almond eyed beauties, Jack’s Asian Adventure will please your pallet. Jack uses the tried and true…

Duncan Saint wants to borrow his fathers car but he hasn’t finished all of his chores. When his father refuses to give him the keys, Duncan asks his new step…

Ella Knox looks hot as fuck in her short shorts and thigh high tube socks. Her big tits hang down allowing you to appreciate their natural weight. Ella is high…

Angela White is goddamn perfect. With her big gorgeous tits, long flowing brunette hair and an ass that won’t quit; she’s every man’s fantasy. It’s no wonder she likes to…

Van is geared up for his first ‘erotic’ massage with Lauren. Lauren lays out the rules and tells him that is he more than welcome to look, but he can’t…

Adria’s daddy has always given her whatever she wants, but she’s not a spoiled princess. That’s because her dad expects her to stay a virgin until she’s married. Adria would…

As real estate agent Stacey shows him around this new house, Keiran’s making a video because his wife couldn’t make it.. and Stacey has to find a way to convince…

When you love the cock as much as Samia Duarte does, you want to feel it inside you every moment of the day. Samia can’t get enough of being crammed…

Ladies and gentlemen… You’ve asked for it. You’ve begged for it. We heard you loud and clear and we’re starting off 2021 with a bang! One of the G.O.A.T. Kelsi…

The camera zooms in past a black mesh curtain where sexy brunette Suzi is making out with her rocker boyfriend. Acting as though they are alone and off camera, he…

This season on Lil Sis we’re running a love your family hotline hosted by love coach Alex Coal. Today’s caller is Macy Meadows. Macy wants to know how to navigate…

AJ Applegate has been a bad girl at school and is sentenced to detention. But this is no ordinary detention, this is for the girl’s who have been really naughty….

Reagan Foxx prides herself on her smoking hot body, from her big fake tits to her tight ass, this MILF know she’s hot! But hearing her stepson Louie tell his…

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…

Nagisa Aiba has always liked dressing up in sexy clothes and taking as many dicks as she could at once, but this is a new record for her. The most…

Gia is out for a run when she crosses paths with hot stud Isiah. The petite brunette can’t help noticing the ebony hunk’s perfect form, but she spots something else,…

Xander isn’t exactly thrilled with his new gig. He thought it would be a dream job, being an assistant to his favorite pornstar. Turns out the job is a little…

Brown haired beauty Tru Kait simply wants to know what her boyfriend Xander Corvus thinks about her body. Xander, though, is not a man of many words. Instead of complimenting…

Percy Sires is a gorgeous blondie with some amazing big titties. She is 19 years old and originally from Indiana. This babe comes all the way out to get her…

The sexy Alexis Fawx is a seasoned masseuse, acting as trainer to younger massuer Will Pounder. Will is one massage away from earning his massage certification, but… uh oh, his…

Minxx Marley is a blonde teen with tiny, perky titties. We walked around before giving her a pounding in the hotel room and she had no problem doing stuff in…

Venus Vixen and Renee Rose try to walk into Venus’s house but her step brother Damion locked the door. As they’re trying to sneak in, they see Damion jacking off….

"I love when guys rub their hands all over these big tits!" Ashley Sinclair got in touch with us to film her fantasy shoot, a scene where her perfect boobs…

Shot entirely on HD, “Control” is harder, faster and edgier than anything Robby has directed before. Delivered on 2 Discs, with 8 full scenes and tons of tease, Volume 2…

Kinsley Karter is a gorgeous ebony newbie that has long legs and full perky tits! She goes to the park and spreads her legs to expose her dark pussy for…

Katy Kiss has a massive fan base and we feature her in one of her best scenes to date. Katy gets this party started in the pool as she gives…

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…