It’s prom night and Bailey Brooke and her date, Kyle Mason, are both secretly nervous about what will happen later that night. Luckily for the sexually inexperienced couple, Bailey’s stepmom,…

Uploaded: 2024.02.29 2024 Show more…

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…

Uploaded: 2024.01.05 2024.01.05 Show more…

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….

Nothing fires up Janic Griffith’s desire like the thrill of the unknown, and the mystery of a casual hook-up. At the end of their Halloween party, only two people were…

Still seething over the discovery that she’s Xander Corvus’ mistress, Adriana Chechik hatches up another plan to get even and make him jealous! Adriana sends a booty call text to…

Kosuke Kawakami is on his way to buy a limited edition figurine of his favorite magical girl, Mischief Angel Love-chan, when he runs right into the real thing… face-first into…

This pool party is just like any college pool party – babes, bikinis, and bros! Honestly, what more could you want from a hot, sweaty, summertime party? Everyone at the…

Starting 2024 with a banger! A new scene with Erin O’Hara is here. Uploaded: 2024.01.07 2024.01.01 Show more…

I Can Make This All Go Away A high school teacher, Ms. Branford (Sarah Arabic), is in trouble because word got out about her affair with an 18-year-old female student….

Lithe and luscious with a perky rack to boot, Sarah Jessie is equally at home juggling a soccer ball as she is riding a cock. When boorish couch potato Tony…

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…

While cafe manager Kaede is away doing an internship, Ma-kun and his coworkers, shy brunette Nanami and mischievous redhead Kurumi, do their best to keep it running smoothly. Business is…

Abigail is caught in Bridgette’s web, but maybe she likes it there. After pumping Abigail for info Bridgette tracks down her boyfriend at his hotel room and demands a huge…

Richelle is a modeling coach going for the gold. When she catches her contestant Chloe slacking off, Richelle puts her to work. Richelle whips Chloe into competition shape and refuses…

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….

Cock starved convict Abigail Mac is on the lam and on the hunt for a big juicy cock. She comes across Johnny Sins and gets all worked up watching him…

Anna Nova starts up the scene annoyed that these brothers didn’t bury her face in the couch cushions while they fucked her. The truth is, she was hoping to fish…

She’s hot and Asian. She wants to show you how good she can suck a dick in a hot BJ scene. She wraps her Japanese lips around the dick and…

Ashley Aleigh is so horny that even when she goes to shower, she’s thinking of cock. Luckily for Ashley, her sneaky roommate Seth Gamble has quite the surprise in store….

Being a lifeguard is hard, especially when there are so many hot honeys like Kayla Green strutting around in bathing suits that just won’t stay on, but rules are rules…