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….
Billy’s friend Zane arrived earlier at his house to play playstation. He was coming back from football and he was all dirty. Ava made him strip, and she went straight…
“Hush” features Jesse Jane® and Shay Jordan, two of Digital Playground’s hottest babes, alongside an amazingly gorgeous, all-star cast in well over 2 hours of hot erotic exploits. With a…
Melissa Moore has gone to the principal’s office to complain about how she’s being treated by her peers. Melissa is adamant about the fact that she sees nothing wrong with…
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…
Nicole is a top-notch masseuse with a dirty little secret – she’s constantly getting off on the job! Before giving Xander a rubdown, she sneakily slips a remote control vibrator…
This horny college professor asks her favorite student to stay after class. She walks up to his desk and removes his pants to suck his big hard dick. She takes…
This Japanese woman sucks her man’s hard dick. She’s getting it ready to slide inside her pussy and when he’s good and ready, she spreads her legs wide. Her bush…
Alexa’s husband has been taking advantage of his red hot seniorita for too long, going behind her back to fuck his blonde coworker. She gets back at it him by…
Gia Paige is absolutely stunning in her white bra and panty set. The white thigh highs and fuck me pumps are an added bonus. To get things started Gia gets…
Teaching Her To Squirt A shy woman and her boyfriend can’t agree on where they stand when it comes to squirting. She is hesitant but he thinks it’s hot and…
Ever wonder what it’s like to hang out with Monique Alexander? This sexy superstar loves the outdoors, so she let us tag along on a hike. Danny D isn’t the…
Alison Rey has been waiting to show off her dick sucking skills for a while now. Her audition with BANG! is the perfect event for her practice, because the dudes…
Averie is the new girl in the neighborhood and she is not the innocent girl next door type. When she catches her neighbor peeping into her window, it turns her…
Trophy wife Brett Rossi has to go to so many boring business dinners with her husband. She knows she’s there to make him look good, but she just wants to…
Madi and her stepbrother Axel are a naughty duo. They have always had a thing for each other so there’s a lot of sexual tension between the two step-siblings. Danny,…
The fuzz have finally come for infamous mobster Mick Blue, and they have one surefire way of getting his wife Jessica Jaymes to spill all of his dirty secrets: by…
Johnny and Kissa Sins may be blissfully married but that won’t stop local strumpet Romi Rain from wrecking their happy home. When Kissa discovers Romi washing her beloved husband’s car…
Jade’s a new member at the exclusive ZZ Pool Club, and she’s been encouraged to enjoy the water naked on her first visit. Little does she know, this is no…
Shot entirely on HD, Jack’s Teen America 21 features Digital Playground’s lovely contract star, Lacie Heart in a slam-min’ romp with Scott Nails, Poppy Morgan & Renae Cruz in decadent…
