Lily Jordan stars in her very own video, and it happens to be her first! She didn’t even have to audition for this role, because her undeniable beauty and charm…
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 new POV Playground, YOU will…
Skylar Madison is a hooker looking for her next client. She is well-known around the streets as being a dirty whore! Today just wasn’t her lucky day as she got…
Naked Aces is a gorgeous tribute to powerful, sexy women. The A-list cast are frocked in revealing velvet bikinis and sport an arsenal of weaponry. Digital Playground’s contract superstar, Shay…
Deeper 6 takes you deep inside the lovely and exotic Audrey Bitoni. She captivates the screen in sensational scenes with Scott Nails and Marco Banderas. Featuring insane intros, state of…
Bill Bailey is the CEO of a pantyhose company, and he’s on the search for the perfect topless model for his ad campaign. He rounds up the hottest girls for…
Jack’s at it again! But this time, it’s professional… and even kinkier than before. Jack turns what he knows best into a career. Welcome to Jack’s answer to getting a…
Get ready to see Kayla like you’ve never seen her before! The bodacious bombshell treats us to a truly tantalizing taste of her beautiful booty and luscious tits in this…
When the XOX sorority moves in across the street from her, ex-President Eva is faced with the chapter’s new queen bee Aria. Eva is determined to destroy Aria’s reputation the…
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 teen Ashley Alexander is trying on her cosplay and hooking up with her boyfriend Kai Jaxon in her room… or trying to! But the sound of her new stepmom,…
Alex Blake has a thing for balls, the bigger the better. She rubs balloons against her perky tits in the bathroom as she fantasizes about a cock going balls deep…
Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful boobies. They bounce, and they shake. There’s more than a mouthful, more than…
Sweet strawberry-blonde Roberta Berti woke in a mood to tease, lying down gently on her plush bed, her fiery hair and taught, tan skin spreading out seductively against a pure…
Taylor sits at the desk thumbing through a book, her 36DD breasts stunning in a black and white lace bra. Mira, standing behind her can’t keep her hands off Taylor’s…
Skye never thought her man would lose, but she never figured that the game was going to be fixed either. The truth is Skye isn’t that bright and these black…
Any time Nancy A gets excited to have sex with her boyfriend Martin, her heart races and a rush of warmth floods her crotch. When she’s this turned on, she…
Zara is on a mission to wage corporate warfare, and her first step is bringing down Danny’s company. Little does she know, Danny has been waiting all evening for her…
Ricky Spanish is checking out some ghost decorations when his stepsister Lana Smalls and her friend Molly Little walk in. Lana is talking about wanting to fuck her stepdad, and…
This Asian slut is up for anything when these three guys enter the room to check out their hole. She bends over and lets them finger her hairy cunt and…
Klara Gold is a sexy blonde with a thick body. Her ass is grabbable as fuck because it’s big and juicy. In this scene she looks back over her shoulder…
Stuck at school late marking papers, Ms. Lane decides to let off some steam and masturbate in the girls bathroom. Coincidentally, late-studying student Danny D has the exact same idea….
After buying a gorgeous set of lingerie that put her hot tits front-and-center, it was just too much for Shawna Lenee when her new husband arrived home from a night…
Jack’s at it again! But this time, it’s professional… and even kinkier than before. Jack turns what he knows best into a career. Welcome to Jack’s answer to getting a…
Kyle Mason has been getting very dirty in his apartment lately, so he hires naughty maid Bambi Black to give the place a little TLC. Unable to concentrate on his…
Reagan Foxx and her daughter are out shopping for a new bra for Reagan. Her daughter recognizes the clerk, Tyler Nixon, as a horny perv from her college and is…
Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful boobies. They bounce, and they shake. In volume 2 of this delicious show,…
Mona Azar walks in on her boyfriend’s son jerking off in the shower. Mona is a little surprised, but also turned on so she asks him to keep stroking it….
Today I met this hot brunette named Tiffany Blue, and after chatting with her, I discovered that she was an aspiring actress. I offered the pretty Czech some money to…
Fernanda is the Hispanic whore with a penchant for buggery. Her furry beaver is on display until it gets obscured by the second half of her DP tandem. These guys…
Scott Nails and his friend are looking up urban legends at home when they come across the legend of Slutty Mary. They try to summon her in the bathroom mirror…
