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…
Sexy soon-to-be mother in law, Alexis, takes her daughter out for a relaxing spa day to calm her wedding day jitters. Alexis’ son-in-law wants to give his fiancee an even…
Jana Cova is “Porcelain.” This intimate and artful production shines new light on Digital Playground’s exclusive contract super star, Jana Cova. In this glamorous and smart vignette, director Celeste effortlessly…
Dr. Melquiades Buenaventura Jr. treats Colombian Naty Delgado. She wants a breast augmentation even though her tits are already huge. The doctor will show her that her tits are the…
Years after a fatal car accident leaves Abigail Mac widowed and blind, she lives in isolation, forever mourning the loss of her husband. The mysterious circumstances surrounding her husband’s death,…
What do you do when you want to dump your husband AND get a plump divorce settlement? Set him up with another woman and catch him cheating! Unless he already…
Cami Cole simply cannot get enough of jumping into bed with Johnny. His deft tongue is a vessel of pleasure, and he uses it freely every spot he knows will…
Young and horny freshman, Mindy, and the Professor have already had their naughty affair but this time he’s requested her to spy on their rival university, and discover their secret…
Chloe is bored! She goes into her stepbrother’s room to see if he wants to chill. When she gets there she finds him napping, but his sheets are making a…
Nosy MILF Michelle Thorne is concerned when she finds out that her daughter’s boyfriend (Sam Bourne) can’t get the job done when the young couple try to have sex. When…
Rio can’t even make it from the bathroom to the kitchen to get herself something to eat. The moment her man walks in, she acts like he is carrying her…
Famed monster hunter Gerald of Vulvia can’t stay out of trouble. He’s always on the hunt for his three favorite things: money, combat, and – most important of all –…
It’s Ricky Spanish’s birthday and his stepsister Theodora Day is so excited. She bounces into Ricky’s bedroom with a card and then brings him breakfast in bed. She wants to…
Danny D and his wife are spending their first night in and brand new house. Danny is certain that the place is haunted. Sure enough, he finds a mummy (Elicia…
Former Penthouse Pet Venus lays back on the bar stool and let’s black dudes feed her some penis. These pipelayers pole her holes and flip her front and back to…
When the XOX sorority moves in across the street from her, ex-President Eva is faced with the chapter’s new queen bee Aria. Eva is determined to destroy Aria’s reputation the…
Jordi is not your average step brother, he has a problem… a humping problem! He just can’t stop himself from humping whatever is around him. When he moves into a…
Kylie, Lulu, and Luna are three bad bitches with a fatal attraction to Clarke. They’ll stop at nothing to get their pussies filled with hot cock. This group may be…
Jillian Janson is a dirty blonde girl with perfect nipples and deep blue eyes. She loves sucking cock and getting slapped in the face by dripping wet dick. She is…
Johnny Sins is a TV producer, and it’s been a while since he’s had a big hit. His latest attempt, Easy Cooking With Sindy Lange, hasn’t been doing well in…
Alyssa Lynn’s daughter has always been a great student, but ever since she started dating that hooligan Xander Corvus, her grades have been slipping. Full of motherly concern for her…
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…