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….
Roommates Learn To Share Lacey Jayne saw her BF Jmac staring at her roommate earlier, and she’s still mad! She tells him to get out of her room, and Amari…
Sexy mommy Rhyse Richardson couldn’t believe the Repo man was going to take all of her possessions away. She asked him for more time to get the money to pay…
Natasha Malkova received a visit from a special friend who knows her every intimate desire inside and out. She laid out a blanket by the pool so when Mandy Sky…
Jovan Jordan is trying to get some work done, but his girlfriend Ebony Mystique wants to fuck and won’t be turned down easily. She distracts him with her big tits…
Jai arrives at her massage appointment to find out that her regular masseuse is out sick. Her replacement specializes in Thai massage and offers that to her as an alternative…
Jade Luv is married but still wants her neighbor, Dickdealer Don, to give her some of that BBC. Today, the food she wanted to be delivered arrives next door with…
Tommy Gold has a super hot stepsister in Simon Kitty. He has sent her pictures of his dick, and while Simon is impressed she is also just frustrated by Tommy’s…
He just can’t get enough of his soon-to-be stepmom’s ass, and well, stepmom knows it! She plans a very special Easter egg hunt for her future stepson – with her…
Dahlia Sky has blessed Big Wet Butts with one of the roundest, juiciest booties of all time. Looking oh-so-fuckable in heels and stockings, she’s ready to get wet and wild…
Gia’s cheer leading practice is interrupted by her father and his friend, Xander. They want to watch the game and Gia’s ready to give Xander a show of her own….
Britney Amber’s husband is a major history nerd trying to spice it up in the bedroom with some medieval roleplay. He’s even hired a “knight” to battle, hoping to win…
Ramon and Nikki Benz are finalizing their divorce, but they can’t seem to agree on anything. In fact, just about the only thing they seem to have in common anymore…
Nina Elle has just come home from a disappointing date. Luckily for her, her babysitter Sean Lawless is there to hear all about it. The considerate young lad even offers…
Karter Fox, desperate to try and find money to help her deal with student debts, struggles to get through college on her own. She needs a “Sugar Pop”, an older…
Ana Rose is ready to get fucked on America’s birthday. This cutie goes to a BBQ and gets extra hot dogs for her buns! She cuts a watermelon and squirts…
Cherry Kiss was happily watering her indoor garden, but the playful blonde decided instead to douse her boyfriend Antonio Ross, who was quietly relaxing on the couch. Turning the tables,…
Workaholic Romi Rain is trying out her first massage to help her ever-present tension. Masseur Xander wonders why such a hottie is so wound up – so he seduces her…
Dr.Monroe is totally fed up with her colleague Dr.Lee. His incompetence and sloppy work just add unnecessary work to already busy day for Dr.Monroe. She absolutely loses it on him…
Ada Lapiedra met with Alberto Blanco in the middle of the city. They started to kiss passionately. He removed her bikini top. She started to suck his dick. Three ladies…
Inmate Harley (Karma Rx), a hot and badass crime boss who’s been recently incarcerated, plans on making a quick escape from prison by seducing a prison guard (Oliver Flynn) and…
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…
