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….
Ms. Reese was sick and tired of Claire’s tits distracting the rest of her class so she decided to call in Principal Dickens to find a solution to this problem….
Naoto Rindo knows he should have more than enough women in his life since he started fucking the three beautiful Hizuki sisters, Shino, Ayumi, and Mizuna, but lately he can’t…
Mick is visiting LA for the first time, staying in a B&B he found online. His hot hostess looks familiar – a little too familiar. After discovering a secret stash…
It’s not like Kassondra Raine to get nervous on the job, but after arriving late for her appointment, and then catching an eyeful of the hunky photographer, she just couldn’t…
Kiki Minaj is sexy free love activist out to plant dildos in the local sheriff’s home as part of her activism. When the sheriff’s son, Danny D, catches her in…
Serena Santos owns a massage parlour and specializes in rubbing her clients down while teasing them every inch of the way. She performs various teasing rituals on her client Robby…
Directed by Celeste, Shay Jordan Lust is all about desire and succumbing to carnal pleasures. It features Digital Play-ground”s lovely Eurasian, SHAY JORDAN in three scenes, and one of them…
A happy couple, Lauren Phillips and Buck Richards are off to see about buying their first home. They are about to meet Boswell Black and Don Prince who are house…
Marc Rose was working hard to close the sale on a luxury home, but his assistant Tamara Grace wanted him working hard in other ways. She teased him at first,…
Scott is torn. He is talking with someone and he thought things were going well – they’re flirting, sending risky pics… But it’s been a whole day without a reply….
Horny nerds Tyler and Ariana can’t wait to get laid. With grad 1 month away, and top colleges on the horizon, they just have to avoid super bitch Jen and…
Chelsea didn’t make many movies but the ones she did star in are priceless additions to any collection. Her tan body and big round nipples could make a piece of…
Cameron Dee’s boss Nigel sent her to pick up Nina Elle, the girl he’s been fucking lately. Cameron didn’t like Nina’s attitude, or the slutty outfit she had on, so…
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…
The sexy Lexi Luna is having a small, but raunchy bachelorette party with some friends, including party-planner and maid of honor Tia Cyrus. While opening presents, a shocked Lexi discovers…
Asian pussy is always a fun treat to dive into, and this set of of three Japanese dudes are giving all their attention to little Melissa, who has not forgotten…
Keiran and his woman Jessa showed up to a high-priced pro to get lessons in having the hottest sex possible. Seasoned professional Lezley Zen took this horny couple in hand…
