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…
Misty Stone has a surprise for Isiah Maxwell that she knows he’s going to like, but first he has to put on a blindfold and follow her lead. Misty stealthily…
Whor travels through time to return her younger self safely to the past…and then, because she’s fucking hot, decides to fuck herself…who wouldn’t want to be 20 all over again?!
Amethyst and Alena are sexy little elves working in Santa’s workshop making sex toys all day and night to get ready for Christmas. But even hardworking elves need a little…
Sarah Vandella walks in and finds Maci Winslett naked and making out with her new husband, MILF Sarah says “let me show you how to do this!” Joining in on…
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…
Emily Willis is interviewing to be a nanny for a hot silver fox dad. She doesn’t have much experience as a nanny, but she does have an amazing black butt…
Abella Danger and Katana Kombat have developed quite the rivalry, looking to impress everyone at their dance class, but the studio may not be big enough for the two of…
Nikki Ransom and her team walk directly into a trap, but these professionals have the situation under control. After Nikki takes out the enemies, she sends the others back to…
Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful butts. They bounce, they roll and they shake and Jack finds pleasure deep…
Paisley Porter is a pretty decent player when it comes to working her way around the dick. But did you know, she absolutely loves it up the ass?! Well now’s…
Doctor Scott has been having problems making this patient obey her orders. He does not take his medication, does not do the exercises she asked him to do, and he…
Deena and Lexi met Jordan through sexinyourcity.com and they were shocked to see how big Jordan’s cock was when they saw his picture. So they invited him over. Jordan’s cock…
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…
So you filled out the paperwork incorrectly and now you ended up in the wrong dorm room. As you walk in you discover that you’ll be sharing dorms with a…
Nicole’s selling chocolate door to door as a scam to raise money, but she gets caught by a wise to-be customer who reveals more than just her her deception.
Digital Playground brings you the hottest porn stars in the industry. Go behind-the-scenes and meet some of the sexiest girls in the biz as they answer intimate personal questions and…
Things between Blair and her boyfriend are just starting to get hot and heavy when she feels something in her eye. She calls a quick break to remove her contacts,…
Curvy Besties Share Cock Violet knows the best way to help her friend Gal get over a bad relationship is by the both of them getting under someone else.Curvy Besties…
Deeper 8 takes you deep inside Digital Playground’s lovely blonde Hannah Harper. She captivates the screen in sensationally sexy scenes with Scott Nails and Alec Knight. Featuring insane intros, state…
Rebel Rhyder is a naughty blonde babe who loves teasing her boyfriend online. She has a surprise for him today, a very long dildo for anal play. When her petite…
Sexy Olivia Austin is playfully lounging in her pool, when unexpected visitor, Ricky Johnson, arrives. Things quickly get sexy when Olivia graciously invites Ricky into the water.
Hot brunette Jodie Taylor is determined to fit a monstrously large dildo into her tight pussy. After all, she didn’t get dressed up in her finest fishnet stockings and stripper…
Veronica Rodriguez is always in the mood for sex! In fact, this horny harlot hangs around the cabana just waiting for guys to pick her up. Her favorites are the…