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….
Blonde cutie Chloe is finally admitting to her best friend, Aidra Fox, that she’s nervous about going off to college a virgin. Chloe counted on her friend’s support, but what…
Prince Yashua isn’t sure what to expect from this new massage place. He’s heard rave reviews from his friends, but never expected how hot his masseuse is. Prince lays down…
Coming home late, Russian blonde Lola Taylor tiptoes inside and finds her husband Kai Taylor sitting alone in the dark. He calmly explains that his wife has, once again, disrespected…
At first appearance, Vinna Reed and Nikky Dream are two beautiful blondes with great bodies and sweet tits. But stick around for a bit and you’ll learn that they are…
Jessa Rhodes has an untamed lust for adventure and the great outdoors. This vixen follows her every erotic whim like a leaf tossed in the wind, even if it means…
John West is about to flunk Miss Bing’s anatomy class. This is the third time he fails a test! Miss Bing wants to help him understand the class better so…
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…
Graycee Baybee just gets word that her friend can’t take her to the airport so her friend’s dad, Mr. Mason, offers to take her. While conversing, Graycee tells him about…
Lumi has a sexy date planned for her boyfriend, but when the candles are lit the deadbeat bails. This redhead isn’t going to let a sexy outfit go to waste……
Stepmom Is Wet For Santa – S22:E10 Bunny Madison loves her Christmas. She especially loves the idea of role playing Santa with her stepson Jayden Marcos. She anonymously sends a…
What would happen if four families each contributed one member to create a new family? In this episode of Family Swap, Nickey Huntsman is cleaning up when her swap son…
Sparkling in the early morning sunlight like the precious jewel that she is, Sapphira likes to take a moment to herself before she starts her day. Slowly stripping down to…
The sexy Theta sorority girls are about to recruit some fresh meat into their chapter. As the Theta President goes to her room to change for the party, she catches…
When Shay Sights learns that her daughter is getting bullied by the neighborhood jerk she decides to take matters into her own hands and pay the bully a visit! Shay…
Skyla is a pretty successful rap artist and has always got her breaks on her own merits. Now she has been offered an extremely lucrative deal with Bullet by his…
For the first time in Digital Playground history, we will be hosting a nationwide search to find the next DP Star. We were accepting video submissions for the entire month…
Bored, Ignored, And Horny As Fuck Jesus Reyes is trying to get off with his girl, but Zaawaadi is so bored she’s literally scrolling on her phone while he hits…
This Asian hottie is in her college uniform when a man walks into her bedroom and presents his dick. She’s happy to get to work sucking him off and she…
Within seconds of hearing about her friend’s morning wood, Valentina Nappi rang the doorbell in a skimpy blue outfit and black high heels. Soon she was spreading her legs, sucking…
Madison is all business when it comes to her job. As a building maintenance worker she is used to helping people with their problems. When Xander calls her up to…
