If Alexandra wants to finish business school any time soon, she’s going to have to learn the ins and outs of finance. A tutor’s supposed to show up and teach…

Raven is a bad ass boss type who doesn’t have time for shenanigans. She’s just hired a personal assistant (Luna) who she expects to do everything from picking out her…

Valerie loves fucking her boyfriend after class, and Professor Dera’s empty classroom is the perfect place to get freaky. That is, until Professor Dera catches her in the act! Wanting…

Amy Reid was flirting online with a man she wanted to fuck so badly, yet couldn’t because of her matrimonial duties as a wife. When her husband came in, she…

Every man in the company has eyes for Tyra Moon, except for nerdy hunk Charlie Dean. Too preoccupied with his IT work, Charlie’s gaze never leaves his computer screen. So,…

Trapped & Tapped Jasmine goes over to visit her friends, couple Violet & Dwayne for girl time. Jasmine finds herself in a real pickle when she gets stuck under their…

Jack is really busy casting for music videos and now he’s landed Digital Playground’s super fine contract star, Sophia Santi alongside Selina Draagen, Alyssa Chase, Carli Banks, Marlena, Christina Brooks…

Emily Mena is horny and wants to fuck all daddy’s employees at the luxury hotel her dad manages. She competes in a public fuck contest to see who can bang…

Ava Addams tiene un hijastro muy caliente, Jessy Jones, que no atiende sus reglas. Ella ha tratado de todo para disciplinarlo pero nada parecer resultar efectivo. Harta de sus travesuras,…

Starring exclusive contract super star, Jesse Jane® alongside a delightful and sexy cast including Alicia Alighatti, Claire Robbins, Sandra Shine and Codi Milo! Directed by Celeste, Marvelous is an artistic…

Manuel Ferrara is an artist who’s been painting sexy portraits for all the local ladies to show their husbands. The latest slutty MILF to walk through his door is none…

“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…

Aften Opal has a serious obsession with Jenna Starr’s big beautiful tits. When she spies on Jenna and her boyfriend Xander Corvus hanging on the couch, she can’t resist coping…

Suburban stepmom Eva Notty isn’t your typical wholesome housewife. She dreams about being tied up and gagged while a sexy blonde dominatrix plays with her massive mommy tits. Today’s the…

Those stalkings get us so hot and Sara keeps them on for exactly that reason. Licking her down her landing strip she gets wet and wild before going deep throat…

Ada Lapiedra met with Alberto Blanco in the middle of the city. They started to kiss passionately. He removed her bikini top. She started to suck his dick. Three ladies…

Marica Chanelle covers her flawless body with oil and gives Lucas Frost a nuru massage, her glistening wet tits and pussy rubbing against his body and cock before she sticks…

Dirtydanii_69 came to her step sons room and as always it was a mess. He didn’t bother cleaning up, he was too busy masturbating all the time. The AC was…

Brooklyn hasn’t been satisfied by a man in a long time and she has her eyes on her friend’s husband. When he stumbles in on her while she’s changing ,…

Poor innocent Miko just wants to take a piss in private, but the prim princess is caught off guard by the class badgirl Cassidy. Too proper to relieve herself with…

Jessie wore her black and white striped sweater today because her boyfriend is usually wearing a shirt that matches it whenever he picks her up. Sure enough, he’s wearing the…

This Asian coed is in her college uniform when she gets home from school. Her man is waiting with a nice hard surprise in his pants. He peels aside her…

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…