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….
It’s such a hot and sunny day, Eliza and Tara are sweltering just sitting in the shade. Even stripping down to their bikinis doesn’t help the sultry girlfriends much, until…
Eliana (Lenina Crowne) is the only female out of the city’s crime bosses. The male bosses don’t show her any respect, mocking her behind her back and to her face,…
When an unsuspecting MILF accidentally backs her mini-van over a grungy skateboarder, she knows EXACTLY what to do to nurture the young lad back to hearty and HARD good health…
Bridgette catches Ariana, heir to her husband’s rival company Holloway Inc., trying to seduce her husband and steal his profitable business from right under his nose. After playing nice with…
Billy, the greeziest of the greeze, has a plan to scam-and-bam an enterprising socialite. Armed with a big cock and case of jewelry, he sets the sting for the dumb…
Jennifer White stops by her neighbor’s, Kyle’s, house to return a yoga mat that she had borrowed from Kyle’s wife. Kyle invites Jennifer in to chit chat and that’s when…
Candy Cotton is the typical arm candy that most gangsters like to walk around with. Big titties and long blonde hair, she looks great in a fur coat and looks…
Adira Allure is a gorgeous blonde with big tits and a very overactive pussy. She gets so horny that even her dreams cause her to squirt! She can’t even do…
Bonnie Rotten barges into the office demanding the dick she’s been craving and with all eyes on her, she showers her frustration at every second of the meeting.
Right from the beginning Brandon Iron was an integral part of testing out the new bitches that walked into our studios. We knew we couldn’t have a male star who…
The lure of gold has always attracted those down on their luck… and the kind of outlaw who makes their own luck. As hopeful prospector Shawn and his wife Kimmy…
Jack’s Playground 34 features Digital Playground’s exotic contract superstar, Katsumi. She’s a panty hose model by trade but she’s eager to make the switch to music video queen. She demonstrates…
Peta Jensen keeps her incredible body fit and fuckable with lots of exercise and sex. Levi is ready to learn at the feet of this incredible goddess. It’s time for…
Monique Alexander’s husband has convinced her to take a day off and visit the famous Spa For Horny Housewives. While Monique gets comfortable, her husband meets with Xander Corvus behind…
Little Asian girls love extra stimulation, so getting taped up with red duct tape and having electric shockers placed all over her body is very arousing to this horny little…
Rissa May loves to play in the snow, but she isn’t having fun without her stepbrother Rion King paying attention to her. She dresses up in her best snow bunny…
When Charlie Dean shows up at Sybil’s dorm room and interrupts her workout, he finds her eager to try some raunchier exercises. As they start to fuck, things aren’t nearly…
Throbbing beats and red hot lace, stunningly beautiful Kiera luxuriates in the feel of fresh air on alabaster skin. Caught in the slatted light of the late afternoon sun and…
We find the stunning Tru Kait, wearing a transparent bodysuit, in the middle of sexting her boyfriend. When she can’t get him to come over, Tru Kait turns her attention…
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….
Keisha is freshly married and finding her new domestic role to be quite a struggle. Her sweetheart of a husband hears an advertisement for a Wife Coach and calls to…
Adriana Chechik’s limp dick husband is too lazy to give his beautiful wife the massages she craves, so he hires a professional masseuse to do it for him. Unfortunately for…
Ridin’ Nerdy! The Best Of Geeky Babes There’s just something about a cute, geeky girl with brains and glasses that gets guys’ motors running! Here’s a ZZ compilation of some…
Kimmy goes kawaii and shows off her sexy body in a skimpy outfit. She strips nude and begs her man to fill her with cum. Uploaded: 2024.02.13 2024.02.13 Show more…
The “My First Porn” series is a comical sex-spectacle of Jack directing his first porn movie. Volume 7 features the lovely and sweet Gianna in a tempestuous fuck scene with…
Faith Adams took several years off from the porn industry before coming back onto the market with a supersonic bang! Now an even filthier dark haired slut, Faith is all…
It’s a real scorcher today and Karmen Karma is auditioning for a job as a lifeguard, only instead of showing off her breast stroke, she’s stroking the boss’s cock with…
Horny Lulu Chu slips off her little panties and starts playing with her pretty pink pussy, talking dirty as she touches herself. The petite, slender, dark-haired babe needs some cock,…
