Hunter was going through all sorts of problems in her life, so she decided to go see world renowned Dr. Lee. The minute she walked in, Dr.Lee already knew the…

Watch Luna oil up her giant tits and ass against an infinite reflection! As multiple Luna’s tease the camera, Xander enters and waste’s not time playing with her tight asshole….

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…

Julia Ann has been homeschooling her stepson Tyler, but has neglected to teach him about the birds and the bees. Now that he’s eighteen and almost ready to graduate, she…

Uploaded: 2024.02.06 2024.02.04 Show more…

Gianna has lost one of her high heels and lucky for her, Keiran has found it! Gianna wants to test the heel to see if it’s truly hers and once…

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…

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…

Kimmy Kimm is just relaxing and gets a visit from the pool cleaner, but it’s a new guy this time around. She cannot resist herself once his shirt comes off…

After going through a breakup, Lily’s feeling adventurous. She decides to do something she’s never done before – meet up with a total stranger for sex. When dashing bachelor Xander…

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….