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….

North Star General Hospital has a reputation. No, not for the impeccable rooms, or the state-of-the-art medical tools. NSGH has gained so much praise on account of their superstar head…

HDVPass – Mason Moore & Angelina Valentine – Squirting MFF ThreesomeHDVPass – Mason Moore & Angelina Valentine – Squirting MFF Threesome

Sexy big-titted redhead Eva Berger is having so much fun stripping over webcam for her admirers that she doesn’t notice her landlord, Jordi, has shown up to collect the rent….

Brett Rossi is a married woman, but she can’t keep herself from thinking about her coworker Isiah Maxwell. The sexual tension between the two is evident, and when it’s too…

Rylee Blake had a plan. To seduce her stepdad before she moved out. She had a bet running with her bestie. Rylee had it all planned out. She started to…

Arielle Ferrera’s anger management therapist suggested she find an outlet for her inner rage, so she and her sexy body strut over to Xander Corvus’ rage room for some destructive…

Starring Digital Playground’s newest sensation, Shay Jordan and an entire cast of young, gorgeous, almond eyed beauties, Jack’s Asian Adventure will please your pallet. Jack uses the tried and true…

Sexy Desiree Dulce and Gianna Dior are celebrating the anniversary of their affair when Desiree’s boyfriend, Xander Corvus, comes home early. Wanting to satisfy both of her lovers, Desiree gets…

Japanese slut has a hairy pussy. Her man decides that she doesn’t need that hair anymore. He covers her snatch with shaving cream and then uses a shaver to clean…

Now that she’s dealt with Gianna, Chanel moves on to her clueless husband, Keiran. She catches him in the shower and before he knows it, she’s sucking his cock. Keiran…

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Jamaica has officially superseded the Round and Brown standard. Her flawless skin, big tits, firm brown ass will be a tuff act to follow. We were mesmerized by her sensual…

Raven-haired hottie Anissa Kate is getting everything ready for a New Year’s Eve party with her friends. Before the guests arrive, her husband Darrell Deeps tempts her into sucking his…

Noelle can’t believe her eyes when she finds a glory hole in the mall’s ladies room. But this is no ordinary glory hole – this one is designed for tittyfucking….

News Anchor Johnny can’t get enough of Weather Girl Victoria’s gorgeous ass– he loves it almost as much as she does! As a prank, he puts porn on the green…

Laya Rae is a naughty teen who needs a good fucking. She’s never fucked in a bathroom, so we made her dream come true. We had her jump in a…

According to the gorgeous Laura Fox, the best kind of intimacy starts in the kitchen. And when she sees the steamy Tyler Drake standing before her, it’s clear that she’s…

Sultry and voluptuous, Summer Brielle knows how to put on a show. She can sing the best tune in town, she knows her way around the pole, and of course…

There’s no talking in the dean’s office, so Jessy Jones is going to have to find another way of asking Keisha Grey to show him her big natural tits. After…

Sometimes it only takes a look for the air to crackle with erotic energy. For Eve Angel, seeing Brandy Smile drop her towel and walk naked to the shower was…

There’s a flasher on the loose and Officer Sins has rounded up some suspects. A witness recognizes Nicole’s tits and identifies her as the perp. Officer Sins questions Nicole and…

Justine is out by the pool oiling on a nice day. Parker comes out to see if he can get some oil as well when he notices his step mom…

Two couples spend the weekend in an abandoned cabin in the woods under the pretense of hunting for ghosts. Ivy (Abigail Mac) and her boyfriend Nick (Seth Gamble) have a…

When Mei’s senpai is low on cash, he takes her to a manga cafe instead of their usual love motel, but the presence of comics and people does nothing to…

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…