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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…

Jazlyn Ray gets to go on a special outdoor adventure today! They are going on a special paddle boarding excursion and she’s super excited to flash in public! She’s got…

Busty Olivia Fox is not just the hottest chick in the office, but she has a reputation for being known as the deal breaker. She’s willing to help her company…

When the ever horny Luna Star wants meat, she gets it. This time, the lucky Johnny Sins gladly takes the job. He first watches as Luna shows off her stunning…

After hitting the winning homerun, this baseball player gets even luckier when he finds a hot cheerleader undressing in the boy’s locker room. Her body is banging, and once she…

If you’re a British pub owner with quality employees, the place runs itself! But for blonde boss Holly (Sienna Day), the decision to hire a treacherous ex-barmaid Chloe (Jasmine Jae)…

Secret Crush is an blonde Australian beauty who loves anal. She first teases with her rose buttplug which stretches out her asshole before having a dick do the rest of…

Jessy doesn’t understand the union. They’ve sent him off the construction site for some mandatory workplace compensation that he doesn’t remember signing up for. Maybe next time he should be…

A local artist is about to embark on a unique new art installation at the local gallery… and needs help from his sexy art model, who has volunteered to be…

Juliette Mint is a young blonde hottie ready for anything. She wanted to do some fun stuff with us at the pool, so we gave her a water gun. After…

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…

Harmony Reigns is an incorrigible tart who refuses to play by the rules. Despite the fact that she is a student at the prestigious ZZ Academy, she continues to defy…

The “My First Porn” series is a comical sex-spectacle of Jack directing his first porn movie. Volume 6 features the amazing anal queen, Delilah Strong in a butt scene with…

On her way to the doctor’s office for her annual check-up, Vinna Reed couldn’t help but be a little nervous about what was in store. It didn’t help when she…

Dollie Darko has a big juicy ass and some huge fake titties, which makes her perfect for Big Wet Butts and Danny D’s fat dick. After teasing the camera with…

Gianna Dior’s seductive red dress and thigh-high boots need an appropriate setting to match, which is why Markus Dupree has rolled out the literal red carpet for her. From beyond…

The day before her stepson Robby, goes away to college, Krissy wants to give the future freshman a going away gift he’ll never forget. She knows how much he loves…

La mayoría de la gente levanta cercas para proteger su hogar… pero no Selena Santana. Ella mandó instalar un sistema de seguridad de última tecnología para proteger a al mundo…

Baby Got Boobs Vol. 20 Ashley is a wild cowgirl working the mechanical bull, but she’d rather take Robby for a ride. There’s nothing quite like getting bucked and fucked….

Skylar Madison is a hooker looking for her next client. She is well-known around the streets as being a dirty whore! Today just wasn’t her lucky day as she got…

You’ve loved Hannah in everything and now you can enjoy her work as you never have before, with all the production values Digital Playground is famous for. Hannah Harper is…

Digital Playground’s Katsuni was the inspiration for this passionate film. Written and directed by Celeste, Minx is based entirely around Katsuni’s own dominant sexual persona and many fantasies she dreamt…

Ricky Johnson lives a pretty boring existence. He flips burgers by day and watches TV at night. He has no idea a one night stand is about to change his…

This guy came into the office claiming to have erection problems but in fact he had alterior motives. Being the naive person that Nurse Belle is she proceeds to give…

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…

Kleio Valentien is having a special client over tonight, a man with a taste for good pussy and pin-up fashions. After strutting around her apartment trying on her favorite cleavage-popping…

From the studio that brought you blockbusters “Babysitters” & “Cheerleaders”, Digital Playground presents its 3rd installment of the hit vocation series! The sexy nurses of Coos County General Hospital are…

Danny D is a huge nerd and nothing gets in the way of his Friday night plans – building his miniature models! But when he messes with his stepsister Blanche…

An office manager has come to question another department head about the lousy reports he submitted. Naturally, she is frustrated, because she has spoken to him about this before. He…