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….
Sexy, busy MILF Brittany Andrews is travelling through an airport terminal and stops to get her shoes shined by Johnny Sins. When Brittany sits up on the chair and places…
In Part Two of Pretty Little Bitches, Indigo goes over to Jenna’s house after school where they are surprised to find a personal note left by the mysterious “D” for…
Daisy and Kinzi seem to know exactly what they are looking for in a new roommate. He has to be clean, respectful, know how to party and especially know how…
It was freezing in Jay and Christiana Cinn’s place, so they grabbed a blanket and cuddled up by the fireplace. But Christiana couldn’t keep her hands to herself, and started…
When Zena was craving a little something more intense in the bedroom, she made sure to let her man know. Thomas was thrilled to hear his girlfriend wanted to add…
This slutty Asian coed is in her college uniform when she rolls over on the bed and spreads her legs. Her man opens her pussy with a big vibrator before…
Luna Star is just trying to give her banging bod the attention it needs when Steve Holmes shows up. Spying on her through a gloryhole in the shower, he can’t…
Banging the Roller Bae Mikey Star almost wipes out rollerblading by the beach, but luckily James Angel spots her in time to catch her! They recognize each other from the…
Up-and-coming boxer, Bull (Seth Gamble), has been training hard and is ready for his big fight the next day. All he has to do is steer clear of the sexual…
Not only does Sayo’s stepson, Kai, give her all the nakadashi creampies her husband, Chikara, refuses to, but he makes her cum harder too! When her husband goes away on…
Who wants their tonsils swabbed?! Wait, this is a DENTAL appointment?! Zara needs practice to get over her gag reflex…and she won’t be dick-stappointed. She just needs tip her head…
You Stole My Slut When Danny D gets one of those “Fuck A Local Slut” porn pop-ups, he’s intrigued to try it, though his roomie Xander is skeptical and warns…
Paisley Porter and September Reign decide to give Xander Corvus just what he’s been hoping for, a steamy hot roommate threesome. They spy on him as he yanks his dick…
Lana Analise has two new recruits under her belt, desperate to prove themselves as the ultimate throat goat! In comes young brass, Chanel Camryn & Skyla Sun who are both…
Danny D takes his girlfriend to the doctor’s office for a check-up, where a sexy nurse (Julia Ann) will perform the exam. The nurse flirts with Danny, who tries to…
Watch Abella Danger get wet and soaped up in the shower, scrubbing and twerking her perfect ass under hot water. Once Abella dries off, she oils herself up, making her…
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…
This pretty little Asian girl could be foud walking down the street with her suitcase before getting into this dude’s place. As soon as she came in the green door,…
Ryder Rey looks innocent but she is absolutely down to fuck. She put together a little picnic date for her and her new friend and they are going to get…
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…
