Serena Hill is at her friend’s house waiting for her friend to get home and boy is she is starving. She grabs some food that is clearly labeled “James” (her…

Eliza Ibarra is a gorgeous brunette that looks stunning in her skin tight red mini dress and thigh high black stockings. She bends over the couch and spreads her legs…

With five lovely ladies competing for the same title, which girl will take the honors? Will Brooke or Jamie get to deliver their acceptance speech? Did Jack vote for one…

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….

Its time to get naughty at this little girl’s favorite older man’s house. She gets her fill of cock in her tiny little Asian pussy before taking a creamy white…

Dr. Sunny Lane is the sweetest, sexiest doctor you’ve ever met, and she knows exactly how to get her stubborn patient to take his medicine. For every pill he swallows…

Not only is brunette cumslut Lylith Lavey blessed with terrific ass, she also has the good sense to keep it taught, firm and flexible with a steady regime a yoga….

Riley Evans can’t get enough of her exotic looking boyfriend. She uses her big tits and deep cleavage to distract him from whatever he was doing, then rewards him for…

The “My First Porn” series is a comical sex-spectacle of Jack directing his first porn movie. Volume 6 features the amazing anal queen, Delilah Strong in a butt scene with…

Face-fucking fans and tit-lovers alike will go absolutely wild for today’s hot scene, as our newest hottie Rachele Richey gets her throat fucked like a hungry pussy. Look at Rachele’s…

Katrina Jade has been turning it up in the gym these last few days. She’s pushing her muscles to the limit and working every inch of her beautiful body. After…

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Sally Charles, country babe with a dazzling smile and bedroom eyes, rose dappled panties give way to needy caresses. Thrusting, probing, passion burns hot. On all fours on the stripped…

Dios bendiga a América, el hogar de muchas putas sexys, incluyendo a la hermosa diosa, Ava Addams. Sus grandes tetas son voluptuosas y perfectas, pero lo que realmente hace que…

Yves Morgan is sitting on the couch watching VR porn with his cock in his hand when Yiming Curiosity stumbles upon him. Turned on, Yiming tells Yves a delivery for…

Jack’s casting again! This time he’s looking for leg models… sexy, leggy vixens who want to be in fresh, up and coming music videos. In volume 3, Digital Playground’s contract…

Lola Luscious kicked off her hot scene with an up-close-and-personal tour of the tattoos on her body, showing off her inked figure in all its glory! After pulling aside her…

Luna Star is home alone and horny, and when her masturbating leads to some surprise squirting, she grabs the nearest glass to collect the evidence! Moments later Steve Holmes comes…

Raven Bay is one of the prettiest and most popular girls in school, but for this busty cheerleader, that’s not enough. Raven won’t be satisfied until she’s named prom queen,…

Jack’s back, and he’s on the prowl for some new slutty girls ready to get raunchy on camera. Join the adventure as he devours and conquers each one of their…

Everybody fucks, herself including, but former super-heroine turned private eye Jessica Bones (Alex Harper) is in the business of exposing the sex that people shouldn’t be having. When a wealthy…

Fashion designer and model Ivana Vaughn (Emma Hix) will stop at nothing to be queen fashionista, with her latest ultra-provocative fashion line turning heads throughout the industry. Ivana’s archrival, Armand…

Suzy Rainbow desperately wanted her husband Ryan Ryder to take a day off from work to fool around, but he had an important meeting that he just couldn’t miss. But…

Don’t miss Digital Playground’s Exclusive Contract Star, Stoya in her debut boy / girl scene. Jack’s POV 9 is off the hook sex! All the screamin’ hot sex in Digital…