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…
Nikki Hearts and Kleio Valentine have taken over a warehouse to make a sex-dungeon to live out their wildest kinky dreams. These tattooed sluts have broken out all their favorite…
Huge jugs on a tiny frame bobbling when one black homeboy meats her mouth as his cronies line up to fuck that white ass apart. This is violation at its…
Van Wylde’s sauna experiences are usually relaxing time for himself, but 20-year-old Paisley Rae is anything but relaxing! This blonde cutie isn’t shy about flashing her tiny tits in front…
A rich and popular schoolgirl, Kenzie Taylor, is visited by her ex-stepbrother, Xander Corvus, who teaches her a lesson in being a selfish brat. Kenzie learns what gets a guy’s…
Quinn decides to take a little break and hone up on her studies while on her latest babysitting gig for Mr. Lee. When Keiran drops home for lunch, he sees…
Misty Stone thinks her boyfriend Kyle Mason is out of the house for the day and has secretly invited her sidepiece Ana Foxxx over to fuck. Misty’s got hot plans…
Kenzie Taylor is waiting for a paralegal to come to her house to go over all her assets before she divorces her husband. She doesn’t want him to have any…
All the screamin’ hot sex in Digital Playground’s award winning Jack’s Playground series are now shot in POV perspective for your ultimate enjoyment. In Jack’s POV Playground, YOU will get…
After being advised by Dr. Brookes to offer sex to her disgruntled patients, Dr. Grey is immediately busted by head doctor Bailey for trying (and failing) to seduce a patient….
Painting Tits and Pussy Ophelia Purr wants some extra inspiration for her art project, so her photographer friend Victor Ray takes her to his favorite spot out in nature for…
Phoebe Kalib is moving and the only one that was willing to help her out is her friend’s brother Jimmy. But he’s being an ass and decided back out. Phoebe…
Although Melissa Moore and Riley Reed are not related, they have a lot in common. They both have a nice bubbly butt and a delicious pair of tits that are…
Lena Paul and Abigail Mac, two stunning and very married women are enjoying a girl’s trip together at the Victoria Hotel. After a day of intensive shopping they get back…
After ‘The Disappearance’, Cali has so many questions. Why was she chosen to be left behind, and where have the rest of the world’s women gone? One thing she realizes…
Vina Sky is knocking door to door looking for donations for the local community center. Luckily for her, Keiran is a charitable fellow, and he invites her in to see…
After finding out his wife Yukie cheated on him with young stud Taketo while he was away on business, Jonathan is resolved to leave for good. Yukie and their stepdaughters…
Busty professor Alura Jenson could not be more irritated. Her evening plans have been dashed thanks to wise ass student Ricky Johnson, whom she now has to watch during after…
Tru Kait is a brunette bombshell with big beautiful tits, a bouncy booty and suckable lips. She’s even more fun close up through a fisheye lens bouncing covered in oil….
Blair Williams is a young social media starlet, and she wants to find the perfect dress for a night out on the town. At the shop of famous designer Johnny…
After thousands of requests, we finally brought two of the baddest bitches in the game together! No not Kobe and Shaq…Carmella and Shyla! Watch Shyla take an anal pounding so…
India Summer gets all the cum she’s craving in this hot CFNM scene! She’s already in the middle of giving her boss a beautiful blowjob when his secretary joins them….
Mischa Brooks and the local bartender have been running a scam to part horny drifters from their wallets for quite some time now, and when Keiran Lee comes in, he…
