Detective Scott Nails goes to prison to interview Gina Valentina, a sexy criminal with a known for fucking men, then leaving them handcuffed and humiliated. When Detective Nails comforts Gina…
The boss’s daughter, Ariana Marie, just showed up to the office wearing tiny shorts, showing off her long legs. She’s drop dead gorgeous; looking for her dad, but he’s out…
Kaylynn’s son is coming home for a bachelor party, but thanks to a flight delay, his buddies Mick and Erik got there first. They brought a blow-up doll as a…
Jack is really busy casting for music videos and now he’s landed Digital Playground’s super fine contract star, Teagan Presley. She takes a big cock in the butt and we…
People have been acting strange around Shougo since he moved into his late grandfather’s house. First, his grandfather’s cute and busty maid greeted him with a sloppy blowjob and fucked…
Van Wylde’s seemingly conservative stepmom, Dana DeArmond, likes to keep her house pristine, but it turns out she also has a raunchier side hidden underneath her model housewife attire. As…
Nikki and Dani are trying out a new spa. They have no idea they’re about to get a special treatment – one they’ll have to keep secret from their boyfriends!
Gorgeous, curvy Bailey Brooke is cooling down in an outdoor shower, it’s hot outside and Bailey is just trying to beat the heat. When Quiton James stumbles upon big-breasted Bailey,…
JMAC snoops on his GF Kelsi Monroe as she takes Jade Amber through some sorority tests, like nipple torture and pussy sucking. All that ass paddling and facesitting makes him…
Ashley Alexander is enjoying spring break and notices a staff member, Don, and turns up the heat. She gets straight to the point due to being a girl who knows…
Denise goes outside and her big bottom gets thunder-thumped by two guys trying to make the clouds open. This is the ass sex version of a rain dance and her…
Trinity comes to her family physician to get a prescription for the pill. Dr. Blue knows that her parents would never forgive him for giving their daughter their daughter birth…
Jade Luv is married but still wants her neighbor, Dickdealer Don, to give her some of that BBC. Today, the food she wanted to be delivered arrives next door with…
“Jack’s Playground 31,” the superstar edition, stars the lovely Jana Cova in two delectable scenes, Devon in all her naked splendor and DP’s original contract star, Rocki Roads in brand…
RA Slim offers petite freshman Gina some help with her boxes while she’s moving in to her dorm, but the tall ebony stud is definitely more of a bad boy…
Kitty tries out on Brandon’s cock and half-way through the scene you can tell she wishes she was anywhere else. As she told us later in the day: “My parts…
The sexy and career-oriented Angela is done sucking her way to become lead anchorwoman. She has a vision for the Channel 6 News and if upper management can’t see it, she’s…
Sybil Stallone came from her morning run. She was hot and sweaty There was a hose in the garden where she could cool off. She took off her clothes and…
Live streaming hotties Chanel Camryn and Lily Starfire are sure their cosplay collab is going to be very popular with fans. The babes help each other change into their schoolgirl…
Watching flurries of white snow through the hotel window, the forecast seems bleak for Lena Paul and Michael Vegas’ anniversary. But tucked under Lena’s trenchcoat, there’s a naughty surprise that’s…
Once she gets to campus, Yasmine Deleon stops by her professor’s place because she’s been missing a lot of classes, and wants to know what she’s been doing. Instead of…
This Asian hottie is happy to be out and about. She’s down for just about anything and she loves to show off her goods. She gets blindfolded and then strips…
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…
