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…
Asian skanks love nothing more than being subjected to objectification from men. They love the attention and the pussy stretching, even though its pretty messed up.
Ryan doesn’t know how lucky she is. The boys actually chipped in to buy a cushion for the house yesterday. Before that they had been fucking whores on the floor…
When Taylor Sands learns that her husband has gone and done the unthinkable in getting a vasectomy, she’s determined to get her fix of cum some way or another. After…
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 second volume, Digital Playground’s…
In the depths of the ZZ laboratory, Xander Corvus studies the cryogenically frozen Nicolette Shea. He wonders what’s been going on in her head for the last decade, and Xander…
Gina Lynn was having breakfast with her husband, discussing a potential promotion her boss was willing to offer her: at the price of fucking him. She refused it to honor…
When Taylor White gets a craving for her boyfriend’s big penis, she doesn’t like to wait a horny second longer than necessary to satisfy her erotic desires. Luckily he was…
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….
Eliza Eves and Indica Monroe are, at first glance, a pair of big tit college girls that are maybe holding on to some boarding school aesthetic. But… Something is off….
South American stunner Baby Nicols is filming a masturbation video for Reality Kings, playing with her wet pussy until she squirts all over the floor! When Jordi enters, Baby doesn’t…
Boxer Scarlett Alexis has just finished demonstrating the results of her months of practice to Coach Bruce Venture. They sit down to talk strategy for an upcoming tournament, which leaves…
Working at the office has worked out well for Shelly, because she’s the hottest chick in the building. This means that whenever the boss or his assistant CEO get horny…
Honey Foxxx has spent a long night babysitting but she’s always down to get her transexual dick sucked! This dude loves her cock and she fucks him right there in…
Kai and Bianca are always arguing, he can’t take his step mom wearing revealing shirts showing all of us her cleavage. She starts to realize he’s jealous that they’re not…
Charly Summer’s roommate is trying to study, but all Charly wants to do is distract her and get up to no good. When her roommate’s boyfriend, Kyle Mason, shows up,…
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…
Ashley Lovebug definitely resembles a sexy rap star who’s hits have topped the pop charts. But Ashley is no singer. What she is is a nympho that wants to make…
Kenzie Taylor knows how to treat herself to a luxurious evening, and so after a lavish dinner and decadent dessert, she shifts over to her massage table, where her hired…
