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…

Cleaning up after her horny new step-son is bad enough, but having to clean around him while he humps her living room furniture is where Victoria Cakes draws the line….

Smoking hot therapist Lexi Luna is hired by college dude Zac Wild’s parents to help him get over a nasty breakup. When Zac reveals the breakup was caused by his…

I was on a mission to find a chick named Blaire. I had a lead and found myself knocking on a door. This gorgeous creature answered, and after I answered…

You’ve loved Hannah in everything and now you can enjoy her work as you never have before, with all the production values Digital Playground is famous for. Hannah Harper is…

Facing a long bid in federal prison, Sophia Locke agrees to have her sentence shortened. The catch? She’s got to serve her time in a men’s penitentiary. These guys haven’t…

Travelling across Europe together for the first time, lovers Cayla Lyons and Niki Sweet can’t wait to fully enjoy their luxurious hotel room in Paris. With the lights turned down…

The community just got interesting ever since sexy Eva Karera moved in! She’s been exceptionally welcoming as new men come to her doorstep each night and leave the next day…

Check out your new favorite starlet Keira Kelly as she enjoys an intimate afternoon session in the chalet. This gorgeous ginger starlet is all alone, and she just wants to…

Payton is your favorite saucy cumslut with the massive titties, thin waist and beautiful face. She strolls in with a seductive walk that is sure to get your cock rising…

Danielle Diamond can’t keep her hands off her studs big black cock. She’s all about getting him hard so that he can smash that meat balls deep in her horny…

Abigail can’t believe she had to find out about Felicity’s wedding through friends. That’s no way to treat an ex-girlfriend! Abigail crashes the party to show Felicity just what she’ll…

After too many late nights at the office, brunette business woman Anissa Kate books a massage with masseur Duncan Saint. Lucky for her, Duncan Saint claims to be an expert…

Graycee Baybee’s little brother is getting bullied at school, so she asks her friend’s boyfriend, Lawson, to help him out and be the big hero he is. Lawson is a…

Biker babe Monique loves riding bikes almost as much as she loves riding straight girls. When she spots Violet with her boyfriend, Monique can’t wait to corrupt the pussy…

Vinna Reed is one naughty glam queen of a housewife. She knows her hubby is bringing his boss home for cocktails, and she intentionally gets walked in on while she’s…

Claire and Ricki are tired of bossing all the guys in the office around. After firing Ralph, they decided to call a dominator , because their butts were in need…

HAVE MERCY, look at the size of those cheeks! Watch them clap, twerk, and bounce! They’re barely contained in that fishnet! Like two perfect spheres of meaty goodness you just…

Ahh pineapple the wonderful fruit that many believe makes your love juices taste so much sweeter. Brett certainly seems to think so. The juice flowing down her belly simply has…

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….

Amanda X was unpacking at her new place when she came across her favorite vibrator and decided to rub one out. But when the batteries run out midway through her…

Layla’s boss offered her a pay raise in exchange for sex. She accepted immediately.

Luna Star is home alone and horny, and when her masturbating leads to some surprise squirting, she grabs the nearest glass to collect the evidence! Moments later Steve Holmes comes…

When a young hacker wins the trip of a lifetime to a secret facility owned by one of the world’s tech geniuses, he learns important lessons about his own humanity.

Romi Rain is a busty bombshell who wants to master her golf swing. She learns best with one-on-one hands on instruction, and invites her sexy instructor over to her place….

The neighborhood scoundrel, Jordi El Niño Polla, has been fucking married women for quite some time without getting caught. But when a husband comes home early from work, the scoundrel…

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…

Sarah is trying to break her record of bounces on her balance ball. She jumps up and down, causing her big tits to bounce around freely. All that bouncing get’s…

Petite pixie Gina Gerson might look innocent as a cherub, but this Russian teen is naughty by nature! So, her stepmother Niki Sweet wasn’t surprised to be called into teacher…

Mowett may be a weird name but the next time you want your cock sucked it very well might be the first thing you shout into the air. This Ho…

It’s summertime and backyard BBQs are here. Peter is at his friend’s house preparing the coals and the meat to get things going while his friend’s daughter, Leana Lovings, is…