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…
Jake and his mom order a pizza, only to discover they don’t take anything but cash! Annoyed, Jake’s mom leaves to the bank. When she returns, she discovers her son…
Molly Little is answering some questions from fans live on the mic! This 19 year old dishes al the good stuff and can’t wait to let us into her naughty…
The My First Porn series is a comical sex-spectacle of Jack directing his first porn movie. Volume 9 is over 2 hours and features Teagan Presley in a brand-new, amazingly…
Eliza Ibarra is a gorgeous brunette that looks stunning in her skin tight red mini dress and thigh high black stockings. She bends over the couch and spreads her legs…
Alektra wasn’t sure about swinging with another couple, but her husband convinced her to give it a try. To her surprise she loved the experience… but now she can’t stop…
A seamless window overlooks the panorama of a paradise valley, but that’s not the only paradise valley in this scene, as Lexi and Richie are quick to discover. Richie’s kisses…
Ella Knox looks hot as fuck in her short shorts and thigh high tube socks. Her big tits hang down allowing you to appreciate their natural weight. Ella is high…
Don’t miss Digital Playground’s Exclusive Contract Stars, Teagan Presley and Jana Cova in a very personal, off the hook sexual experience! All the screamin’ hot sex in Digital Playground’s award…
No way in hell was a short stay at Cocks Anonymous going to cure Adriana Chechik of her addiction to dick. Fantasies of rough sex distracted Adriana throughout her whole…
After a frustrating day at work, Nick Gill came home to a wickedly sexy surprise. His girlfriend Blanche Bradbury was sprawled out in bed in a stunning set of lingerie,…
Lezley Zen’s noticed the smell of another woman on her husband’s clothes, and discovered the business card for an erotic masseuse in the pocket of his suit. To find out…
Recently divorced, busty Alexis Fawx enters a bar looking to embrace her newfound singularity. But Ms. Fawx is thirsty for some fresh cock to fuck her dripping wet pussy! For…
As the best employee at the hamburger shop, busty coed Lena has the world at her feet. She keeps customers coming back day after day with her big tits peeking…
Tanaka’s in love with his friend Ikuko, but she’s head over heels for sexy MILF Dr. Shibata. When this love triangle comes to the attention of magical Lady Kaguya, she…
Jamie Jackson is one of the best Doctors in her field because she always keeps her promises. So when she tells Keiran Lee that he’s going to walk again, she’s…
Small Hands visits an art gallery like no other and is absolutely stunned when he sees a framed Rocky Emerson hanging on the wall amongst the rest of the paintings….
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….
Riley Steele is a cock hungry whore that wants to get dick shoved down her throat. She spreads her pussy on a chair and takes his thick dick deep inside…
OK Let’s pretend! Let’s pretend that Michel needs her erotic fantasies fulfilled by a fully-fledged member. Too bad, she seems to be alone. OH My! Wait…maybe not entirely alone! It…
Platinum blonde, Valerie Fox was sentenced to prison for having sex in public. Serving her sentence, she lures the officer to her cell, and tries to convince him to let…
Self-isolation is tough for a real nympho like Tina Kay. She misses fucking her boyfriend so much she records a dirty little video for him where she covers her sexy…
Kendall Woods is nice enough to go over to Bambino’s house to drop off his homework. Ms. Woods is the biggest slut in school and didn’t just come by to…
Detective Missy Martinez enters a massage parlor looking to get to the bottom of a report that the masseur, Keiran Lee, is giving his female customers a “happy ending”. Having…
