With five lovely ladies competing for the same title, which girl will take the honors? Will Brooke or Jamie get to deliver their acceptance speech? Did Jack vote for one…
With five lovely ladies competing for the same title, which girl will take the honors? Will Brooke or Jamie get to deliver their acceptance speech? Did Jack vote for one…
Jack’s busy in his playground casting big-ass babes for leading roles in his yet-to-be-seen music videos. The delicious girls will do ANYTHING for stardom! Some suck, some fuck and some…
Jack’s busy in his playground casting big-ass babes for leading roles in his yet-to-be-seen music videos. The delicious girls will do ANYTHING for stardom! Some suck, some fuck and some…
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…
Jack’s at it again! In his playground, Jack is busy casting for music videos. The delicious girls will do ANYTHING for stardom! Some suck, some fuck, some masturbate but they…
Jack’s at it again! In his playground, Jack is busy casting for music videos. The delicious girls will do ANYTHING for stardom! Some suck, some fuck, some masturbate but they…
Jack’s at it again! In his playground, Jack is busy casting for music videos. The delicious girls will do ANYTHING for stardom! Some suck, some fuck, some masturbate but they…
Jack’s at it again! In his playground, Jack is busy casting for music videos. The delicious girls will do ANYTHING for stardom! Some suck, some fuck, some masturbate but they…
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…
Jack’s at it again! In his playground, Jack is busy casting for music videos. The delicious girls will do ANYTHING for stardom! Some suck, some fuck, some masturbate but they…
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…
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…
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…
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…
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…
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…
Wendy (Lilly Bell) and Gina (Vanessa Sky) spend extra time getting ready the night of the sting. But before Wendy knocks on Jack Staal’s door, she first goes to see…
It was a rainy day? What should Cubbi Thompson do? There as nothing much happening. But there was her step brother Kai Jaxon. Where was he? In the living room,…
The Holdup – Episode 2 After getting fired from his job as a mall Santa, Dennis (Scott Nails) comes home and jacks off in front of some porn to decompress….
A sensual and erotic jack off adult movie exploring the pleasures of a woman’s touch. The beautiful clear blue water glistens under the Mediterranean sunlight as Aaron swims his length…
A happy couple, Lauren Phillips and Buck Richards are off to see about buying their first home. They are about to meet Boswell Black and Don Prince who are house…
Abella and Keisha are two sexy teens who will do anything to fuck their idol the R&B star Leny Jackson. As you can find almost anything online nowadays the two…
New Rules My stepdaughter, Aliya Brynn, wants her bestie, Jackie Rogen, to stay over the house this weekend. Of course, I’ll only allow it if Jackie fully understands the house…
Social Score 296 featuring Bella Spark, Josephine Jackson, Kelly Collins and Kira Queen. Bella is nervous as she steps into the evaluation center, her heart pounding. She knows the consequences…
Mellany Lapiedra was walking on the street underneath a bridge in super sexy red lingerie and a black fur coat. She dropped the coat to the floor. A jogger ran…
Dirtydanii_69 came to her step sons room and as always it was a mess. He didn’t bother cleaning up, he was too busy masturbating all the time. The AC was…
Sheem the Dream went to the doctor’s office because his dick is too hard. To his surprise Danielle Renae is his doctor and is ready to help out all her…
New waitress Wendy (Lily Bell) gets an up-close look at the bright lights and the dark underside of the casino when her boss sends her to wait on VIP Jack…
New waitress Wendy (Lilly Bell) gets two surprising propositions in one day working at the casino: first, a pair of escorts suggest she switch to their line of work to…
Escorts Candy (Sinatra Monroe) and Gina (Vanessa Sky) heard more than just the sounds of croupier Wyatt and cocktail waitress Wendy getting it on… they also heard he’s an undercover…
Alone behind enemy lines, Nikki Ransom (Kira Noir) finally has her evil ex, Riggs, in her sights. But when it comes to a firefight, Nikki has to make a retreat,…
You know what they say: if you want something done right, you have to do it yourself. After escaping the firefight with the bounty hunters, Turbo (Brooklyn Gray) must go…
Little Humper Jordi has an extra funny prank for his new stepmom, Jada Sparks: a trick bathing suit that dissolves in water! He leaves it on her bed, making it…
Busty student Josephine Jackson gets bored waiting for office hours to start, so she takes a few selfies and even some upskirt pics outside her hot prof’s office. When Professor…
Masseuse Abi James seems professional when she welcomes Ashley Alexander and Lucas Frost for their couple’s massage, but she jacks off Lucas, then when he’s not looking she starts rubbing…
Blonde MILF Zlata Shine is trying to get some work done when her computer starts misbehaving, so she calls a repair service. She’s still in her silky pink robe with…
Saba has never had sex in public and we’re here to change that. The spicy Cuban latina shows off her juicy ass to coming traffic in the hopes she gets…
