The sexy Katrina Jade just wanted a simple massage, but Xander decided to take things a step further. He oils Katrina up and starts massaging, but within seconds his groping…
Peta Jensen wakes up one morning from a feverish wet dream. She goes downstairs and meets her husband, who asks about her night out. Peta soon realizes that she’s woken…
Shot entirely on HD, Jack’s Teen America 18 parodies beauty pageants and Jack’s lovely contestants all compete for the crown. They take off their clothes, they masturbate, they suck, they…
Pipe, a young delivery driver, has been in love for months with Camila Costa, a regular customer to whom he delivers food. Each delivery is an opportunity to see her,…
Eliza Ibarra’s weak boyfriend can’t even win her a toy at the carnival, and he’s way too focused on trying to not look like a loser to notice she’s got…
Julia Ann’s son is a real ungrateful little brat, and by the time he finally decides to move out with his best buddy Xander, she’s had just about all she…
Watch as the hot pairing of Emma Hix and Lacey Lennon video chat with each other to catch up. The talk quickly turns to how much they masturbate and how…
Poor Vanessa. She never could keep her mouth shut. If she hadn’t written down all her friends’ dirty, slutty secrets – maybe, she’d still be alive! But Vanessa’s friends are…
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…
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 first volume, Digital Playgrond’s…
Abigail is nervous about her job interview and is willing to do anything to land the job. When her interviewer informs her that they will be testing her ability to…
Does it count as losing your virginity if you let a guy fuck you in the ass? When Halle’s 18 year old slut’s sister barged in on her masturbating, she…
Though Ariella, a rich and powerful CEO, has been through her fair share of husbands, Markus, her current better-half, is her favorite by far. Not only is he younger and…
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…
Digital Playground brings you the hottest porn stars in the industry. Go behind-the-scenes and meet some of the sexiest girls in the biz as they answer intimate personal questions and…
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….
When Ember Snow shows up late for Abella Danger’s holistic yoga class, she finds herself particularly unprepared for the intensity of Abella’s hands-on methods. However, Ember is a willing and…
For the first stop on Madison Ivy’s big London tour, she’s decided to stop in at historic Buckingham Palace. She grabs a spot on a tour bus that promises to…
Charlotte Lavish doesn’t care that her nerdy roommate is home when she fools around with her boyfriend in the living room, but Advoree decides to fight back! She sits down…
Michael is single, has a shitty job, and an even shittier apartment; he would do ANYTHING to have a better life. One night, he meets a mysterious and gorgeous woman…
Horny housewife, Kyoka Sagara, just can’t get any satisfaction. Even when her husband isn’t too tired to fuck her, he never lasts long enough for her to cum! To get…
The kids have left for college, and Alison is struggling with empty nest syndrome. What can a gorgeous woman do to satisfy that empty feeling? After a failed couple’s therapy…
When Ariana’s stepmother, India, catches her having phone sex with her boyfriend, Xander, India decides that Ariana needs to be punished. This horny housewife can’t keep her hands off Xander…
Jessy’s wife was thoughtful enough to book him a nice, relaxing massage after one too many busy weeks at work. Little did she know her high powered husband would wind…
