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…
Being a new student in a foreign school can be tough. So, after Carmel stopped by Johnny’s classroom because she can find her class, he takes this opportunity to welcome…
Anna De Ville is a serious spinner who loves a good workout. After bouncing her booty on the dildo bike she works up a sweat with Charles and Ramon. All…
The older she gets, the higher the stakes need to go to get Courtney Taylor unleashed. When Courtney calls for take-out, since she’s craving Mexican, she’s thrilled to get a…
When her husband isn’t giving her the attention that she needs and deserves, this lonely housewife finds what she needs with the milkman’s tasty, fat cock.
Realtor Xxlayna Marie does a great job piquing Tony Rubino’s interest in the property she’s showing him, and her short skirt piques his interest in her, too! Xxlayna confesses she…
Pussykat is an international business woman that has made one too many under the table deals. Now she’s under interrogation but the tables turn when the cop helps her escape!…
Doom Quest’s vilest villain will stop at nothing to acquire the Sword of Ultimate Game Breaking. Only four role-playing newbs stand in the Dark Lady’s way! Using bold deeds and…
Katrina Jade is trying to clean her kitchen, when horny roommate Xander Corvus comes in and starts playing with her ass. The chemistry between the pair is electric, as Xander…
Emerging from his slumber to find himself all alone, Seth Strong set out in search of some fine pussy to get him in the Christmas spirit. Finding his stepdaughter Carla…
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…
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….
Haley Spades is watching her stepfather read the paper as he does every morning. This is his private time and he does not like to be disturbed. Today is going…
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…
Xander doesn’t get why his wife insists they spend their entire weekend digging through someone else’s junk. He’s constantly being dragged along to yard sale after yard sale, as his…
Jax Slayher works out hard; sometimes too hard. When he’s really bent out of shape, Jax calls in masseuse Melissa Moore to straighten him out. Feeling better after her miraculous…
Just when you thought Luna Star couldn’t possibly look any more stunning, the beautiful bombshell drapes her big tits and pussy in pearls and blows us all away with another…
In an attempt to get some street-cred Candy Apples had each of her tits tattooed. It didn’t work and she still hungered for some respect from the neighborhood. Finally she…
This Japanese hottie is shopping when the mood strikes her to be a bit naughty. She coyly looks around to make sure no one is looking and starts taking down…
Chloe accidentally walks in on Molly as she is masturbating in the locker room. Chloe hides and spies on Molly, secretly turned on. Molly catches Chloe spying and pulls her…
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…
Kailani Kai arrives at her son’s place for a surprise visit. He’s not home but his friend and roommate, Lawson, is there. He is confused because he doesn’t know who…
Femme model Alex De La Flor isn’t used to getting dolled up in stockings and lingerie, but she loves the way she looks in the sexy ensemble butch photographer, Daisy…
Rising star, Xander Corvus and his buddies’ are living it up in Hollywood! His acting career is booming and he’s taking his friends along for the ride. Having caught the…
