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….

Shuri Maihama gets off on feeling naughty and nothing makes her feel dirtier than getting busy in the facilities. See her rub her face all over her studs jeans as…

With five lovely ladies competing for the same title, which girl will take the honors? Will Brooke or Jamie get to deliver their acceptance speech? Did Jack vote for one…

Maya Bijou loves a challenge, especially when her costar uses her shirt in ways she could only imagine. Taking his cock from the top and behind she doesn’t quit until…

Lola Leda is a wild babe that is ready to get her kitty fucked! They visit a wild exotic cat and it gets her pussy purring! She wants to get…

It’s Jenni Lee’s wedding day, but her husband is being a massive prick. And not the kind she likes, either! When he storms off halfway through their wedding photos, that’s…

Slutty schoolgirl Lola James keeps getting in trouble for sucking cocks in school, and now her teacher Professor Lee has come to her house to let her parents know she’s…

Lezley is a ruthless bitch of a landlady and constantly harasses tenant Keiran. After barging in on him while having sex with a girlfriend, she swears to evict him. Instead…

Office boss Nina Elle is trying to conduct a meeting but she keeps getting interrupted by her loudmouth employee Sean Lawless. It soon dawns on Nina that the only way…

There’s nothing quite like two beautiful girlfriends spending some womanly bonding time together. What better way is there for a lady to get exactly the right kind of affection she…

Mae Milano is a clean shaven teen with perfect tits who loves to suck dick. She gets turned on flashing her tits and pussy in a busy coffee shop and…

Purple Bitch and Octokuro are two sexy bitches who love assplay. They take turns stretching out thier assholes and eating each other out before they get a real dick to…

Hot waitress Mandy Waters wants to make Kai Jaxon a regular, so she offers him a special off-menu treat, flashing him her boob and then sucking his cock at his…

If you told Vanessa Cage the wild weekend she had waiting for her at the lake with her boyfriend and best friends, she never would have believed you. It started…

When Zac Wild ordered from ZZ Delivery he has no idea it would include having a naked Bella Rolland delivering some of his favorite snacks… and sticking around for him…

Reagan Foxx is a high powered designer who doesn’t have time for excuses. When her couture dress is ruined by the sawdust her hired help left lying around, Reagan is…

Cherry Black hair, olive skin, almond eyes and full lips; Aria Salazar is undisputedly a gorgeous woman. No less, for the fact that she is long limbed, has a perfectly…

The “My First Porn” series is a comical sex-spectacle of Jack directing his first porn movie. Volume 6 features the amazing anal queen, Delilah Strong in a butt scene with…

After she realizes the rookies aren’t going to stop digging, crooked cop Detective Harris (Jennifer White) arranges a clandestine meeting with crime boss Gibbs (Scott Nails) to warn him, but…

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…

Veruca James is a sexy dominatrix in need of an assistant, and Georgie Jones is the slutty schoolgirl who came to apply for the position. She showed up expecting your…

Black haired Sara Retali is leaving a downtown store where she has just purchased her new hot short plaid skirt. The girl just wants to show it off in public!…

Russian minx Katrin Tequila never needs to pad her lackluster resume. It’s more her style to distract her potential employer with what she really excels at: sexy flirting, sloppy blowjobs,…

Johnny Sins was sitting behind the counter of the music shop he works at when some hottie named Dillion Carter came in the door demanding a special discount. Johnny tried…

Filthy Moms 5 Alyssa just moved in with her new husband and his son, this sexy MILF loves cleaning naked and her husband loves it too. Her stepson Lucas is…

In another episode of “Things that will never happen to you in your fucking life”, Emily Thorne works at a sperm bank, and she is in charge of extracting sperm…

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…

Gizelle Blanco is a beautiful teen cutie that just arrived in southern California from Hawaii! She is ready to live the LA lifestyle and see what this business is all…

Lucas Frost can’t believe how hot his friend’s busty stepmom, Ryan Conner, is. She’s got curves in all the right places – unfortunately, she’s also off limits. That is until…

Darrell plans on selling his place, and hires the hottest realtor in the game Georgia. When she comes over to take pictures, she catches Darrell right before he was about…