Jack’s Playground 33, features Digital Playground’s one and only insatiable and sexy Devon. She’s eager to make the music video cut and demonstrates her distinct talents on Scott Nails’ throbbing…

Memphis Monroe is feeling sexually neglected by her husband who is constantly working and not listening to her. When she suggests him to hire a male sex therapist, he accepts…

Beautiful blonde Alice Murkovski surfs the Internet in front of a wide mirror. She gets so involved in chatting with her friends that she doesn’t notice her boyfriend, who comes…

At a private water park, Kagney Linn Karter is ready to get wild and wet! Watch as this sexpot shakes what her momma gave her–that beautiful bouncy booty! After twerking…

Professor Johnny Sins went into work expecting a regular day at the office, but when he found slutty schoolgirl Jacky Joy tied up and half naked on his desk, he…

When his best friend, Kimihiko, suggests a wife-swap to revitalize their sexless marriages, Koichi isn’t sure he wants his buddy fucking his wife, Kanako… but he can’t stop thinking about…

When she finds out that Tommy Gunn didn’t get to bust a nut during the filming of the insane Brazzers House orgy, Dani Daniels takes it upon herself to bring…

Betty Blue goes butt wild for Nacho Vidal and his special brand of ass crashing, rectum thumping action. This girl could not be happier unless the Mythbusters set up a…

World famous diva, Nicolette, needs a new pianist to accompany her and Jade has arrived to audition. Nicolette’s been in this business for a long time and she doesn’t have…

Osa Lovely, Xander Corvus, and Kyle Mason work in a typically dysfunctional corporate office made even worse by the fact that the building itself seems to be falling apart. Things…

When Rachel Roxxx gets her hands on a sexy piece of ass like Lexxxi Nicole, she isn’t shy to taste and lick her body all over. After kissing her neck…

AJ Applegate is putting her big, juicy booty on display and Xander Corvus hears her calls! In a tagged up, public alleyway, Xander barely has a thing to take off…

Since meeting the goddess Suwatee, Kenta’s gone from striking out with women to meeting and fucking the most gorgeous babes around… but he doesn’t realize that Suwatee is in love…

May Thai dressed in a very cute outfit for her first date with Thomas Stone because she wants to make a good impression. It worked, because Thomas just has to…

Kona Jade was just relaxing by the poolside when I came by. She wasted no time in sharing her amazing boobs and huge ass. As we talk to her, she…

It’s not like Kassondra Raine to get nervous on the job, but after arriving late for her appointment, and then catching an eyeful of the hunky photographer, she just couldn’t…

Uploaded: 2024.02.14 2024.01.22 Show more…

When a Valentine’s Day card showed up in George Lee’s office mailbox, the lonely businessman couldn’t wait to open it. But his secret admirer hadn’t signed her name. Instead she’d…

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…

Ms. Olive arrives at an elite masquerade party only to realize that she is the sole guest that Mistress Jasmine has invited.

Tattooed beauty, Kleio Valentien, is serving her passengers until she spots a man with beautiful eyes and a big package! She likes it rough and demands a hair pulling because…

Karen is hosting a New Year’s Eve party for her friends at her apartment. She gets a big surprise when her old roommate Gina and her boyfriend Jerry show up…

A group of overlooked sorority girls (Abella Danger, Whitney Wright & Ana Foxxx) set out to make a name for themselves by becoming the “top anal sluts” on campus.

Amazing Rae Lil Black has one fetish – to be bound, to be held down, to be teased, to be restrained! Strong Potro De Bilbao helps her out with this…

Cali’s mother-in-law is driving her insane. The woman is all kinds of crazy as she struts around the house in the buff, demanding a lot of poor Cali, so this…

Uploaded: 2024.01.31 2024.01.16 Show more…

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….

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