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….

Samantha’s sexual urges are raging out of control. She seeks the help of Dr. D, but he’s not sure he can help her without abandoning his code of ethics. In…

After the raunchy thrills of her first fantasy threesome, this neglected wife went looking for more pleasure on a cruise for swingers who love to fuck. While suntanning her massive…

This Asian is in her lingerie on the bed eating candy. She sucks on her lollipops a and pulls down her pants to show off her hairy snatch. Her man…

Abigail Mac is bored in class so she decides to sneak out for a little bit of self-pleasure in the janitor’s closet. But when grizzled custodian Small Hands comes in…

Featuring exclusive contract superstar, Devon alongside Jesse Jane, in their first production of 2005, Devon: Erotique tells a dreamy tale of decadence and debauchery. From desire to reality, join Devon,…

There are no secrets between long-time lovers Ally Breelsen and Matt Ice, but there is one unexplored territory for them both: anal sex. Ally thought the time was finally right…

Sailor Luna has grown up and left her slutty bi-curious college days behind her, she’s all grown up now with a house and a boyfriend all to herself. After getting…

Tattooed fuck-slut Karmen Karma has got an ass that just won’t quit taking dick. There’s nothing this sexy strumpet loves more than a reinvigorating, all-day ass-ramming, and luckily for her…

Uploaded: 2024.03.05 2024.01.12 Show more…

Don’t miss Digital Playground’s Exclusive Contract Star, Stoya in her debut boy / girl scene. Jack’s POV 9 is off the hook sex! All the screamin’ hot sex in Digital…

Kristy Black should be careful when there’s a prowler in the neighborhood, looking to sneak into peoples’ homes and rob them blind. Kristy stripped down and put herself to bed…

Ariana Marie just started a relationship with her boyfriend Keiran, and fresh from a relationship with her ex boyfriend David, she wants to take things slow so her heart doesn’t…

Wandering alone in the wintry woods at night, Nikki Dream heard approaching footsteps and crouched down to hide. As Thomas Huka came up behind the distressed damsel, he thought he…

Mackenzie Lohan has never even been in front of the camera before, let alone take off her clothes and suck dick. She’s eager to try something new however, and the…

Diamond Foxxx has been flirting with her boss Erik Everhard for months now, but he never seems to take the hint. Finally out of patience, she decides to mess with…

There’s no rest for a hardworking stud when you’re the only guy on the beach surrounded by hot girls. As the other three girls watch, he fucks the sexy redhead…

Bianca Bangs is a smoking hot sorority girl. When her roommate’s dad comes in to drop off his daughter’s laundry, Bianca Bangs already had a plan. Having a crush on…

My First Porn is a comical sex-spectacle of Jack directing his first porn movie

Uploaded: 2024.02.05 2024 Show more…

Allie Haze had a workout scheduled with her yoga instructor Chris, but as she bounced on her workout ball with all her tight yoga gear on, she was too damn…

Grind Bar is the type of establishment mothers warn their sons about. Despite its location off the beaten path, the dive bar has been drawing in young men from nearby…

Ashely Alexander is a filthy little teen. Although she fucks around, this time she chooses to fuck her boyfriend. We went around a path to get to know a little…

Getting Down To Business College student Lina Love is horny, but none of the dudes her own age do it for her. She’s much more interested in older guys… like…

No one understands how to please a woman like another woman, and that’s why Cayla Lyons turns to her lesbian lover Naomi Nevana whenever she needs a little tender loving…

The adorable Vina Sky and husky Jmac are having quite the day! The pair take it to the great outdoors, where they play games and drive around town as Vina…

Anya and Aaliyah have always had a nasty sibling rivalry. They fight over everything – ESPECIALLY guys. So when left home alone with their mom’s boyfriend these two cuties waste…

Enjoy Digital Playground contract star Jesse Jane® in this wonderful and sexy horror spoof. Set in another era, 6 erotic stories unfold in an eerie mansion. It’s delightfully wicked and…

Jill Kassidy and Kitty Karrera are two gorgeous babes that are excited about sharing a cock! They get warmed up by playing with each other’s pussies, getting them ready for…