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…
The dad that babysitter Paris works for is a real tool. But that just makes her want him even more. After getting everyone settled into bed for the night, this…
Naked Aces is a gorgeous tribute to powerful, sexy women. The A-list cast are frocked in revealing velvet bikinis and sport an arsenal of weaponry. Digital Playground’s contract superstar, Shay…
New Rules My stepdaughter, Aliya Brynn, wants her bestie, Jackie Rogen, to stay over the house this weekend. Of course, I’ll only allow it if Jackie fully understands the house…
Lisa Marie was an odd audition. Most of these girls come from racially segregated neighborhoods but Lisa was an exception. She was actually more used to handling black cock than…
Student council president Ibuki Hyoudou is supposed to set a good example for the rest of the school… so no one can find out that she fucks her boyfriend, Hiroto…
The morning after their wild party, Jade is annoyed to be cleaning up by herself while her boyfriend Brandon is still asleep on the couch. She tries calling his name,…
When Tana Lea got divorced, she didn’t think she’d need Cougar Training to get back into the game, but here she is, waiting on a fuck coach. Ricky Johnson is…
In an effort to rekindle their sex life, Lisa(Emily Willis) and Kevin(Ryan Driller) attend a hedonistic private party at a luxurious mansion. Lisa is excited to try something new, but…
There’s much more than meets the eye at The Red Viper, a strip club where the sexy entertainment is as dirty as the ulterior motives of its patrons and staff.
Connie Carter has had some lonely nights lately, and there’s no better way to wipe away the blues than with a little self love. Connie unfastened her black leotard, revealing…
Daphne was getting sick and tired of the teacher’s lounge, so she decided she was going to correct her papers in Barry’s classroom. When she notices, however, that Barry keeps…
Athena Fleurs is a bubbly blonde from California who graced us with her presence. Her perfect tits came out right when we picked her up in the car and we…
Katrina Jade is at the doctor’s office with her boyfriend Brick to get a consultation. Brick wants her to get fake tits, but she’s not so sure. The Doctor, Darling…
Ariella Ferrara is an exhibitionist who loves to show off her beautiful titties! This trip takes place in Vegas, and find the best public places to expose herself. They go…
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….
Dr. Sahara Knite has been having a hidden love affair for weeks with her co-worker, Danny D. But with his wife still in the picture, Sahara is giving him an…
Katsumi is an odd choice for a movie called tits and ass because she has tiny breasts. It makes sense though when you consider the fact that she has half…
It’s a pornstar football game and we have four of the HOTTEST BIG COCK CRAVING young pornstars out there competing!! Rachel and Mikayla on the white team and Nikky and…
There aren’t many who can stretch out a pair of jeans like Luna "Big Booty" Star. Conversely there aren’t many who can fill a tight puckered asshole like Ramon. The…
Kana Aizawa is doing the housework like all good Asian MILFs do. Her boyfriend enters and needs a blowjob so Kana puts down the vacuum cleaner and gets on her…
When Giselle gets called into Dean Mountain’s office for breaking her college’s dress code, she can’t quite wrap her head around why – her skirt is a full inch longer…
All the screamin’ hot sex in Digital Playground’s award winning Jack’s Playground series are now shot in POV perspective for your ultimate enjoyment. In Jack’s POV Playground, YOU will get…
