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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….
Sayoko Machimura is a stunning Japanese MILF. She says she likes to dress sexy every day because she is still horny all the time, and likes to attract stranger’s attention….
Manami Komukai reveals how porn stars prepare for a shoot. From her arrival at the studio, watch her go through makeup and wardrobe. Then, she takes stills on set, showing…
This beautiful redheaded Asian girl loves making eye contact with dudes as she sucks their dicks. She wore her cute little pink outfit today, and she knows this dude is…
Passion is probably the prettiest white girl these thugs have ever gotten their hands on. So how do they treat her? Like the slut that she is! Watch as one…
Daphne was in shock when she opened her husbands suitcase to find underwear that weren’t hers and a receipt for supper for two.She decided to invite Nick over, her husbands…
“Deeper 3” is beautiful, erotic and cinematic homage to the greatest horror movies ever made. Starring Digital Playground’s contract superstar, Jesse Jane® in 2 twisted and mind-blowing fuck scenes, Deeper…
There’s nothing like a quick game of ping pong to get the competitive juices flowing, and when Katy Rose and Niki Sweet’s friendly pickup game turns into an erotic paddling,…
When the wife’s away, the nurse and her patient get to play! Keiran Lee is recovering in his hospital bed when his annoyingly overbearing wife pays him a visit, yet…
The “My First Porn” series is a comical sex-spectacle of Jack directing his first porn movie. Volume 4 rocks the house with Scott Nails & Jasmine Byrne in a Viagra…
Seductive boss Angelica Heart has a plan for her new intern, Alex. He is seriously shy and Angelica knows how to get him to loosen up a bit. She gives…
Alexis Tae is a natural beauty that looks stunning in her gold lingerie set. She teases you by taking off her floral bralette and rolling her sweet booty in slow…
Harmony Wonder has always wanted to put on a naughty show for a peeping Tom then invite him in to fuck her. She can’t contain her excitement as he watches…
The bootyful Anikka Albrite doesn’t want to fuck her male talent for the upcoming scene with Digital Playground. Instead, she really wants to fuck Keiran Lee, but he’s scheduled to…
Lilli’s got a new job working the mailroom at an office. The workday chores of licking, stamping and sealing envelopes are getting a little tedious – Lilli would rather be…
Abigail Mac loves being wifed-up, but she missed her sluttier days, days filled with her ex-boyfriend’s big dick. Keiran Lee is fine with Abigail moving on because deep down he…
When Keiran Lee is caught watching porn by his wife, she orders him to get started on dinner. Reluctantly, Keiran wanders over to the fridge but when he opens the…
For his anniversary, Johnny Sins was doing his best to finish early so that he could get home and fuck his horny wife. But his slutty boss Nina Elle was…
Akarra has had her eye on her sexy boss for a long time, but he’s always dated only the hottest models who audition for his agency. When she learns that…
Creampies are usually how the nights of this cute little Asian princess end, so she’s not surprised when this horny Asian dude fingers her pussy and slides his dick in….
Today is Lola’s first ever threesome with fan favorite Raven Lane. Let me repeat that. It’s Lola’s first ever threesome so enjoy it and until next week’s update. Steve Uploaded:…
Study Break Dickdown Bespectacled babe Cece has a secret crush on her mom’s hot new boyfriend, Oliver Flynn. When Oliver returns home from a sweaty workout and takes off his…
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…
Mary Jean takes her yoga routine very seriously, so she’s not exactly thrilled when her usual yoga instructor sends his son Jessy as a replacement. That is, until she sees…
Margaret is a beautiful little Asian chick with long straight dark hair that she’s pulled in pigtails for today’s session. She’s pleasuring two men at once, and she loves sitting…