Aidra is hoping today’s the day she finally gets her drivers license! But first she’ll have to make a good impression on her instructor Jessy Jones. The truth is Aidra’s…

Justin always brings laundry over to his dad’s place when he’s home from college. His dad nags him for doing so, but to Justin’s surprise, his new stepmom Brooklyn happily…

Color schemes collide! Aila Donovan and Whitney Wright tease and taunt the camera, trying to one-up each other from their respective yellow and blue sides, wearing the wardrobe to match….

Deeper 5 is a playfully sexual tribute to Digital Playground’s perfect, all natural Goddess, Jana Cova. She captivates the screen in a multitude of scenes including kinky anal play with…

August and Sybil share everything, including every detail of their sex lives. So when August complains that her husband hasn’t been fucking her, Sybil offers up her own husband to…

Kiana Kumani is a Russian princess who loves to fuck. For her scene she requested her first ever threesome and although she was excited she was a bit nervous. The…

Jojo goes by her friend’s house and her friend’s dad, Charles, answers the door. Charles tells Jojo his daughter will be home soon and offers to let her wait inside….

In this self-shot sex documentary series from some of the biggest names in the business, Digital Playground gets up close and personal, offering you a behind-the-scenes look at what it’s…

Kristen Scott’s best friend from school Aaliyah Hadid is visiting for the weekend, but that doesn’t stop her from whipping out her boyfriend’s huge cock for a light afternoon of…

Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful boobies. They bounce, and they shake. In volume 3 of this delicious show,…

Candy Alexa is all about trying new workouts, and her new favorite is one her trainer Danny calls “Jiggly Jump Rope!” Now this busty blonde babe knows this is an…

Gianna Dior puts on her sexiest blue bikini and dances seductively by the pool. It might be pool weather, but she is hotter than ever! She goes inside to cool…

Ivy Lebelle is stunning in lingerie as she poses sexily in her chaise lounge. The dapper-looking Charles Dera can only stand by and watch for so long before he oils…

Macy and Zoey spend a night in playing some board games. Things get heated when these two beauties decide to add some rules of their own…

Breakfast is a time when these Asian girls take time to get their calories in, stretch their limbs, and also spend some quality time with these men. One of them…

“Deeper 3” is beautiful, erotic and cinematic homage to the greatest horror movies ever made. Starring Digital Playground’s contract superstar, Jesse Jane® in 2 twisted and mind-blowing fuck scenes, Deeper…

Aubrey Black is super turned on by how sexy the new pool guy is! She is only staying in the U.S for a week and has been suer into getting…

“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…

Iori Mizuki is asked during her fashion shoot to service the camera men who have become horny watching her model. She consents, of course, because Iori is devoted to becoming…

Sleazy defense lawyer Danny D and his client Tony Lucci enter the courtroom confident of winning their case. The only problem is that the sexy prosecutor, Nikki Benz, teases Mr….

Jack’s at it again! But this time, he’s focusing in on hot babes with BIG, FUN ASSED… It’s more cushion for the pushin’…. Forget professional… this volume is all about…

Madison is living her best life; pampering herself with jeweled lingerie and bubble baths. As if her day couldn’t get any better, Manuel arrives, as if by magic, to give…

Jesse Pony is selling her prized boat and she’s got an interested buyer who came to check it out. He has some reservations about the size of the boat and…

A cute blonde is trying to lose her virginity before summer is over, but she hasn’t had any luck until meeting me. She’s a fast learner, before long she’s managed…

Digital Playground’s Katsuni was the inspiration for this passionate film. Written and directed by Celeste, Minx is based entirely around Katsuni’s own dominant sexual persona and many fantasies she dreamt…

Theodora Day is about to get all oiled up to make her skin silky smooth and able to take a cock in any hole she wants. She first teases her…

Julia Ann is a sexy MILF with a brand new cupcake shop. In preparation for the Grand Opening, she’s hired a young man (Jay Savage) to help. Unfortunately, he can’t…

This cute Asian college coed is working on a project when her boyfriend comes in her room to help her take her mind off of her hectic school work. He…