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….

Jack’s Playground 33, features Digital Playground’s one and only insatiable and sexy Devon. She’s eager to make the music video cut and demonstrates her distinct talents on Scott Nails’ throbbing…

Kana Aizawa is home alone when her neighbor knocks on the door. He’s been watching her give her man blowjobs and he wants in on the action. Kana is eager…

It was Saturday night, my friend and I invited Angi to dance. When we left the bar it was daylight. We took her to a motel, and there we gave…

Nina Kayy is a blonde slut with big tits and a nice juicy booty. She’s down for all sort of fun whenever she’s around and today she’s hooking up with…

A sudden cloudburst takes Jade Baker by surprise, but when she realizes she’s locked out, she decides to strip down to her skin and enjoy the warm rain! Her lover,…

Danny and his wife are traveling abroad and have arranged to stay at Cathy Heaven’s house for a few nights. When they arrive they are shocked to find that she…

Michelle was keen on getting the attention of the hot young cable guy who had come over to fix the cable (which was convieniently not working). She got a lot…

Kira Perez is 22 years old and she wants to show off her bubbly side by getting frisky with some inflated balloons! She puts on some purple latex gloves and…

This sexy Asian whore needs a lot of cock! Tonight, the supermarket is nearly empty, so when two guys see her in her little slutty outfit, they figure it’s time…

I love excitement and adventure, but when a purse-snatcher hopped into the back of my cab and told me to floor it, that was too far even for me. Shaft…

Poolside Fashionistas Attention all latex lovers! Luna Star and Ryan Reid are after your hearts… and hard cocks. Watch these poolside fashionistas work each other’s pussies and Ricky Johnson’s dick…

Petite blonde Luna Luxe heard about the Cum Fiesta cumback from her roommate, so she shows up in a tiny pink top that’s already letting a little nip slip! She…

Brick Danger’s girlfriend is thrilled when she gets into Kappa Gamma, ZZ University’s hottest sorority. But when queen bee Madison Scott gets an eye-full of Brick, she says there’s one…

Lusty lovers Aiden and Daisy are so in sync with each other’s desire that when the mood strikes they jump right into each other’s arms for hot lesbian sex. While…

Angela White is a nasty anal angel in this soaking wet episode of Big Wet Butts. Her thick curves and big naturals are just opening acts for today’s main event:…

James Deen walks in on Abbie taking a shower. Once Abbie is done with her shower, she joins James in the living room where she starts giving James a sloppy…

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…

Amia Miley knows she should be working, but she’s just so darned horny all the time, that’s why she’s sitting in her car in the parking lot having phone sex…

Alexis Adams just got to college a few weeks ago, and she hasn’t really had a chance to have any real fun yet. But when Jessy Jones spots her in…

When three estranged sisters, Kimmy Granger, Ivy Lebelle and Ashley Lane, reunite at their stepmother Nancy’s funeral, they are introduced to Ella Hughes and Danny D, a mysterious duo who…

Peta Jensen recounts a sexual experience like no other: cheating on her husband at a masquerade party with a complete stranger! Peta is fucked so nice and hard that she…

Lucas Frost was planning on going out, but when he spots his hot blonde stepmom Nina Elle sunbathing nude and playing with her pussy and a fat butt plug, he…

All the screamin’ hot sex in Digital Playground’s award winning Jack’s Playground series are now shot in POV perspective for your ultimate enjoyment. In Jack’s POV Playground, YOU will get…