Among the petals lies beauty untold until now, as the lovely Darcia Lee lies on a bed covered in flowers, her mouth open to accept Joohn Syx’s hard cock. As…

Ari Alectra stops by, not to see her best friend but to see her best friend’s dad Mr. Mason. She has some really good news, she got accepted into college…

Ricky Johnson lives a pretty boring existence. He flips burgers by day and watches TV at night. He has no idea a one night stand is about to change his…

Dickdealer Don took the stunning Violet Gems out for a date as his wife was out of town. By the time they got to his house, he confessed that he’s…

Casey and Ryan take the evening to share their love in this beautiful scene.

The one and only Jynx Maze is back, and she’s brought her tight round Latina booty with her! Jordan Ash is in the house to treat that ass right, covering…

She was out walking around when her new boyfriend found her on the street. He could tell she was down to fuck, so he brought her back to his hotel…

When Charlie sees his gorgeous girlfriend Luna deep in concentration as she studies for her English test, he can’t help but sneak up to kiss her. The petite brunette is…

Today black-haired fitness vlogger Gal Ritchie takes you through a few poses to limber you up. Gal shows some stretches you can do on your own, then invites trainer Mick…

Wet Hot Indian Wedding: Part 1 Danny D arrives at the massive family home of his fiancé a few days before their wedding, where preparations are in full swing. He…

Jack’s Playground 34 features Digital Playground’s exotic contract superstar, Katsumi. She’s a panty hose model by trade but she’s eager to make the switch to music video queen. She demonstrates…

Dillion and Tyler are living a lover’s fantasy. They’ve managed to steal away from their lives in the city to indulge in an intimate weekend in a seaside cabin. No…

Lacy Lennon’s captivating, sexy feet and the intoxicating odor they emit drive her colleagues wild to the point of full-on, overt sexual debauchery. Luckily for Lacy, she’s able to use…

When Karin Kusunoki gets out of the bathtub, her pussy is wet and ready for a dick. She’s a real Japanese honey with perky little tits and a nice hairy…

“Hard Candy” is Robby D’s tribute to gorgeous, young girls and their insatiable and deliciously naughty sex drive. From playgrounds and bubble gum to punk rock and high heels, Robby…

Chris Diamond sits in class, bored out of his mind. He begins fantasizing about his sexy, busty bookworm of a classmate Nekane. While taking notes during the lecture, Chris tries…

This glamorous little Asian teen has a hairy pussy and a cute face. She loves getting her twat licked as she straddles his face and sucks his cock. She’s very…

Nerdy university student Shoutarou can’t stop thinking about his landlady, Haruka. Not only is she kind and sweet, she’s also beautiful, and has incredibly big tits! A young window, Haruka…

Barbie Rous and Emilio Ardana met underneath a bridge. It was a chilly day but they were eager to fuck so they didn’t waste any time with taking the clothes…

Brooklyn Blue’s doctor is away on vacation and she’s been referred to Dr. Danny D to go over some test results. When she arrives at his office, she is disturbed…

Big titty babe Linsey Lee, wants her big tits fucked and sucked! Watched her take on a hardcore! This is big tit action like ever before! Naughty babysitter is wild…

Amirah Adara is a tanned beauty. She puts on a sexy thong leotard and waltzes around the backyard waiting for her two suitors to come and greet her. She leaves…

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…

Almond eyes and red hot lingerie, Sharon Lee is undoubtedly one of the most beautiful “Babes” women among a roster of what is considered by many to be the world’s…

When a young hacker wins the trip of a lifetime to a secret facility owned by one of the world’s tech geniuses, he learns important lessons about his own humanity.

Uploaded: 2024.02.08 2024.02.07 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….

What does it mean to be the perfect maid? According to Nicole Aniston, it’s not only about cleaning and dusting the household—but making sure to get down and dirty! Watch…

Five horny teens. 2 sound guys with equipment. 1 contest. 1 winner. Sound familiar? It is. It’s Jack’s Teen America.” Put it in and cast your vote! Jack’s at it…

Honour May’s neglectful husband is hosting a poker night and when of his buddies can’t make it, she offers to take his spot at the table. Mocking her poker skills,…

Cuando Roxanne Rae se graduó como la mejor de su clase en la escuela de leyes, ninguno de sus compañeros entendía por qué ella decidió trabajar en casos de servicio…

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…