College girl Lily Starfire finally got the cosplay maid outfit she’s been wanting since she was 18, and she loves how it makes her big tits and ass look, especially…
Mick Blue wakes up next to smoking hot Mona Azar the morning after a big party. Though he went to bed alone, he’s not exactly upset about spending the morning…
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…
With a meteor set to strike and destroy earth in a mere 12 hours, lecherous married couple Violet (Karma Rx) and Aaron (Xander Corvus) and their more conservative counterparts Ruth…
With the help of the powers bestowed upon him by the mysterious elf witch, Prince Distol of Asteria is finally leading his people to one victory after another against the…
The rare moment she got all to herself, Shyla Jennings let her imagination run wild, and whisk her away to an exotic place in her mind. Feeling the soft fur…
The girls on the student council have started noticing how much time Yumeko is spending in the nurse’s office lately. Yumeko was always delicate and frail… until she started having…
“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…
Jeni has her eye on the perfect dress for the summer. Unfortunately, so does Lyra. Their argument quickly turns into a tug-of-war of who saw it first. Things escalate quickly…
Jenna Fox sneaks her bestie Riley Star into her mom’s room to show off her sexy lingerie collection. The girls have fun trying on bras, but Jenna’s tits don’t fit….
Romi Rain rides her staff hard. Some can’t handle this bitchy boss, but Xander is more than willing to do everything she says. If she wants her pussy licked, he’s…
Innocent balloon fight gets vicious as a balloon pops right into my baby’s eye. She’s mad, and storms off to shower. She can’t stay mad as me for long because…
Britney Amber has been hired to clean Charles Dera and his wife’s house once a week, but she’s finding it difficult to hide her attraction to the man of the…
Better not mess with these babes. Tyler Nixon thinks he’s so smart, making a mess in his hotel room for the two Latina maids Ariella Ferrara and Jynx Maze to…
Jack’s Playground 32, features Digital Playground’s contract babe, Sophia Santi, eager to make it in the music video scene. She shows her distinct talents and raw, exquisite beauty in two…
Gabbie Carter thinks she’s about to surprise her boyfriend in the shower, stripping out of her skimpy clothes before she enters, only for her to be shocked when she finds…
“Deeper 2” is an intense sexual experience. Shot with all the magic, artistry and design of Digital Playground’s “Erotique” series while still encompassing all of the hot passion and sound…
The sexy Luxury Girl is all dressed and ready to go clubbing, and all that’s left to do is put on her makeup. However, when her boyfriend comes into the…
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…
“Jesse Jane: All-American Girl” tells the fun and provocative story of a popular girl, coming of age in prep school. She playfully embraces her sexuality in a delicious tale of…
Kat Dior starts her audition flirting, and playing with her pink pussy. Once the guys show up, all the playing is over as these studs put her to work on…
