Jack’s Playground 33, features Digital Playground’s one and only insatiable and sexy Devon. She’s eager to make the music video cut and demonstrates her distinct talents on Scott Nails’ throbbing…

Keiran works in the park, and the best part of his whole day is when that fit and flexible busty blonde Erica Fontes shows up to do her yoga. One…

Abandoning her life as an influencer, “Kitty” (Janice Griffith) moves away from the city and into a secluded mansion with her sugar daddy, “Sir” (Michael Vegas). But what good is…

Hime Marie is interviewing for a maid position and she gets drilled by her boss about her past work experience. He really wants to drill her with something other than…

When your teens misbehave – it’s time to swap! Two families exchange their teens to teach them a lesson…let the disciplining begin!

Madison Wilde is a cute brunette with big dorky glasses who is brand new to the industry. She’s shot some of her own content with her boyfriend where she loves…

Sheena is experiencing a crisis of confidence. Tired of not feeling beautiful enough and exhausted from always putting others first, Sheena treats herself to a pin-up girl photo shoot. Lucky…

Steffi is so dumb she was actually surprised when these three black dudes busted their nuts all over her face. She actually thought their spunk was going to be black…

Cam girl Amina Danger has a special surprise for her fans: a mini vibrator that goes off every time she receives a token. Amina isn’t prepared for the amount of…

Ricky called up a discreet agency to see about treating himself to some company to his hotel room. But once the “beautiful, slender brunette” he asked for showed up, and…

In marriage therapy, the counselor has identified that the wife is too shy to open her cherry blossom to receive her husband’s seed. The therapist, instead of coaching the couple…

Two Mexican studs saw Joss alone in the pool and they couldn’t help but go and fuck her. That whore enjoyed it a lot.

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…

Sweet and sexy Skye Blue is concerned for her brother, who’s recently picked up some bad habits from his hot troublemaker of a girlfriend, Lena Paul. When the ladies meet…

The voluptuous and petite gym member with the Spanish accent turned out not be a member at all, but yet another tourist trying to use my gym for free. This…

Amia is an actress in LA though she recently had to start waitressing to make ends meet. Things still aren’t going well and it looks like she’ll be homeless soon…

Cassidy quiere ver TV, Keiran quiere jugar video juegos, por suerte ambos quieren coger. Todos ganan!

Rion’s new stepmom Nina has been picked up by the cops and once again she calls on Rion to bail her out. She begs Rion to both pony up the…

Kimmy Kimm looks really cute in her cosplay costume and stockings. This brunette babe is thanking the doctor for taking care of her during her internship when she suddenly feels…

Johnny Sins almost gets his ass kicked when he comments on how hot his friends mom is. Luckily Miss Michaels sends her angry son to the store and saves Johnny…

Petite spinner Aila Donovan gets herself ready for her massage, feeling up her tight little body and perfect perky tits as she gets more and more wet in the shower….

Deeper 4 is a playfully erotic and sinfully fun tribute to Digital Playground’s delightfully fresh Shay Jordan. She is showcased in a multitude of flesh fantasies and she delivers amazingly…

Sometimes, even dressing like a slut isn’t enough to get a co-worker’s attention.. Nikki Benz tried everything to get Jeremy’s attention, but he was just too busy to notice her…

Mary Jane Johnson never thought that being a Guido’s girl on the side would be as kinky as this. But her Italian sugar daddy bought her a new toy to…

Only the finest booties have a shot at getting into the Modern Museum of Fine Ass, the world’s biggest collection of thick, juicy butts. When Danny heard they had a…