What blonde could resist some hot chocolate while she’s curled up on the couch? Certainly not Jenna Ivory, whose big tits are like the marshmallows melting on top while she’s…
When Vanna Bardot sneaks her boyfriend, Kyle Mason, past her stepmom, Becky Bandini, Kyle can’t help but notice that Becky is masturbating. What strikes him as even stranger, though, is…
Molly Little is answering some questions from fans live on the mic! This 19 year old dishes al the good stuff and can’t wait to let us into her naughty…
Deeper 10 embarks on a journey, deep inside Digital Playground’s own Shay Jordan and Lacie Heart. This blockbuster series showcases Shay in all her beauty. She captivates the screen in…
Who could know better how to use tongue and fingers to please a lady than another woman? Jenny was having a wild night at her favorite bar, when a gorgeous…
Luckiest man on planet earth Johnny Sins can’t keep his hands off his sexy new third bride, petite Kissa Sins. Being neglected is not sitting well with wives number 1…
Mya got a little too cozy, and spent the night at her boyfriend’s house. The only problem is her parents strictly forbade him that she could stay over. The worst…
Zoey comenzará la Universidad en dos semanas, y vaya que esta estresada. Ella sabe de qué se trata realmente la Universidad ¡Es acerca de encontrar grandes vergas para tener sexo!…
When Gracie shows up to rich bitch Amethyst’s house to clean, Amethyst is anything but pleased – she expected her regular cleaning guy, not some amateur who can’t seem to…
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…
A dizzying frenzy of tantalizing flesh and mouthwatering fucks, starring Digital Playground’s contract superstar, Sophia Santi. Rich with innuendo, director Celeste uses ripe fruits and juices intertwined with passionate sex…
Takaki Hijiriryo loves taking loads from hairy dick into her hairy pussy. She’s an Asian lady that’s put her hair up and got her nails done real pretty for this…
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…
Keiran Lee enters the massage parlour, talking on the phone with his friend. We hear him brush off his friend’s teasing about going for a “special massage”, and insist that…
Since Mikey is leaving for the whole summer he visits his favourite teacher, Mrs. Banner, to find out what his final grade is for her class. Although she doesn’t give…
When Stephani gives her first presentation at her new job, she’s surprised by the way things go down in this office. Her boss Mr. Sins, interrupts her speech with his…
Stunning Alexis Crystal frolics in a beautiful forest, Kristof is hot on her heels – he can’t take his eyes off amazing Alexis. Alexis hides behind trees and tempts Kristof…
When Krissy steps into the juice bar Aubrey works at, Aubrey can’t help but fantasize about what it would be like to get her hands on her customer’s perfect tits….
Mia Malkova lands in L.A. eager to spend Christmas with her husband Danny Mountain. The two have some hot makeup sex at the holiday party, but their reunion is cut…
Amarna Miller shows up for her turn with Manuel Ferrara wearing black lingerie, which looks so hot against her creamy pale skin and red hair! Manuel can’t keep his hands…
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 the second volume, Digital Playground’s…
Kelly Diamond has been bouncing around from job to job for a while, never able to find something that holds her attention. So when a waitress at the local diner…
Someone is watching her through a peephole in the wall, but she doesn’t want to ruin the moment with her dominant male friend, and she loses her chance to as…
Lisa Ann is not a woman you want to fuck with! When she catches her husband, Charles, cheating, she drop him like a hot potato. Charles begs to be taken…
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….
Busty beauties Monique Alexander, Jasmine Jae and Stella Cox are sexy soldiers on an important mission: they must successfully extract Danny D’s jizz all over their tits while fending off…
Nancy (Julia Ann) is a right-wing talk show host who’s been on a moral crusade against big dicks for months now, and world-famous hip-hop mogul 2 Bangz (Isiah Maxwell) is…
