How lucky was Victor to be cleaning the windows on Sharon Lee’s office on the hottest day of the year? There he was, innocently wiping the windows, when he spotted…
One day, while Macy showered upstairs, her boyfriend Mark caught a glimpse of her stepmother Cathy Heaven relaxing by the pool, rubbing oil on her big tits. The minute he…
The last time Carolina Abril’s boss summoned her into his office to go over some mistakes she’d made on the big file, she deflected some attention by flaunting her boobs…
Company director Kristof Cale is enjoying a makeout session with his secret mistress, Annie Woolf, when there’s a knock on the door. He’s so enamored with the Serbian sexpot that…
If Kiara Lord’s earned stellar reviews from every office her temp agency sends her to, she owes it all to the way she flaunts her body around the office, bending…
From the moment Tiffany Doll feasted her eyes on her step-daughter’s boyfriend Kristof getting out of the shower, she set the wheels in motion to seduce him. While cleaning the…
For a couple with the burning lust of Kristof and Taissa, even a day at the beach will quickly turn into naughty adventure of outdoor sex. It didn’t take long…
Kristof has planned a special night out with his girlfriend Elle, even buying her a new dress, but it’s too big. Luckily, Elle’s friend Christina is on hand with her…
A good mail-room clerk has to be punctual and efficient — luckily for Ryan Ryder, his charm and good looks are enough to make up for his clumsiness. When he…
Mr. Calhoun should count himself lucky to have an assistant like Samantha Rone around to help. When she noticed he was having trouble with the fit of his clothes, she…
Hopeless romantic Leny Ewin wanted to surprise his fiancee Violette Pink with a sexy surprise, sprinkling rose petals on her bed and covering her eyes with a blindfold. Little did…
When Victoria Daniels wanted to give her boyfriend Nick a special treat, she picked the one thing she’d never tried with anyone else: her first ever anal sex. After she…
You can hardly blame Kristof Cale for sneaking up behind his girlfriend’s step-mother and grabbing a hold of her plump, perky breasts. From behind, Billie Star and Abrill Gerald both…
You wouldn’t have to look long to realize Julia Roca and Jay have had a crush on each other since they both started working at the resort. Their flirting during…
When Alexa Thomas popped out the outdoor shower to rinse off, she had no idea the hunky guy she’d been making eyes at all week would be there. Since Joel…
As the office Christmas party wrapped up, Abigail Mac found herself all alone at her desk, wishing she had a certain someone to take her to bed for a magical…
Did Jay know what he was getting himself into when he followed his girlfriend’s step-mother Martina Gold upstairs to rub bronzing lotion all over her body? If he didn’t then,…
When Matt came home from work, his girlfriend Mea Malone had a sexy surprise waiting for him, a naughty treat he’s been asking her to try for months. All Mea…
You couldn’t expect Marc Rose to turn down the advances of his secretary Ella Hughes when she barged into his office to relieve his stress with a naughty striptease and…
Shot entirely on HD, Jack’s Teen America 18 parodies beauty pageants and Jack’s lovely contestants all compete for the crown. They take off their clothes, they masturbate, they suck, they…
Shot entirely on HD, Jack’s Teen America 18 parodies beauty pageants and Jack’s lovely contestants all compete for the crown. They take off their clothes, they masturbate, they suck, they…
Shot entirely on HD, Jack’s Teen America 18 parodies beauty pageants and Jack’s lovely contestants all compete for the crown. They take off their clothes, they masturbate, they suck, they…
Shot entirely on HD, Jack’s Teen America 18 parodies beauty pageants and Jack’s lovely contestants all compete for the crown. They take off their clothes, they masturbate, they suck, they…
Shot entirely on HD, Jack’s Teen America 18 parodies beauty pageants and Jack’s lovely contestants all compete for the crown. They take off their clothes, they masturbate, they suck, they…
Shot entirely on HD, Jack’s Teen America 20 features Digital Playground contract stars, Shay Jordan, Sophia Santi and Jana Cova with industry babes Hillary Scott, Holly Morgan and Sue Diamond….
Shot entirely on HD, Jack’s Teen America 19 features Jesse Jane and Sophia Santi in intimate and seductive hardcore action! The Jack’s Teen America series arodies beauty pageants and Jack’s…
Shot entirely on HD, Jack’s Teen America 19 features Jesse Jane and Sophia Santi in intimate and seductive hardcore action! The Jack’s Teen America series arodies beauty pageants and Jack’s…
Shot entirely on HD, Jack’s Teen America 19 features Jesse Jane and Sophia Santi in intimate and seductive hardcore action! The Jack’s Teen America series arodies beauty pageants and Jack’s…
Shot entirely on HD, Jack’s Teen America 19 features Jesse Jane and Sophia Santi in intimate and seductive hardcore action! The Jack’s Teen America series arodies beauty pageants and Jack’s…
Shot entirely on HD, Jack’s Teen America 19 features Jesse Jane and Sophia Santi in intimate and seductive hardcore action! The Jack’s Teen America series arodies beauty pageants and Jack’s…
Shot entirely on HD, Jack’s Teen America 21 features Digital Playground’s lovely contract star, Lacie Heart in a slam-min’ romp with Scott Nails, Poppy Morgan & Renae Cruz in decadent…
Shot entirely on HD, Jack’s Teen America 21 features Digital Playground’s lovely contract star, Lacie Heart in a slam-min’ romp with Scott Nails, Poppy Morgan & Renae Cruz in decadent…
Shot entirely on HD, Jack’s Teen America 21 features Digital Playground’s lovely contract star, Lacie Heart in a slam-min’ romp with Scott Nails, Poppy Morgan & Renae Cruz in decadent…
The morning after hooking up with a stranger (Seth Gamble), Paris White is looking to make some coffee before heading out of his house. Seth, however, isn’t ready to say…
Jay Smooth has a fantasy that he’s never shared with his girlfriend, Paige Owens. Until now, that is! He’s been dreaming of Paige putting handcuffs on his wrists so she…
Amazing Abella Danger is lounging in gorgeous, blue lingerie – she feeds herself grapes as she fantasizes about Manuel’s arrival. Mirrors surround blonde Abella, reflecting her incredible body and showing…
Beautiful Cassidy Banks is showing off in a flirtatious outfit, sucking on a long, hard lollipop. She relaxes in a bean bag chair, just thinking about what she’ll do to…
Teens Khloe and Codey venture up to the big house with the forbidding gate in search of some sweet treats. The lady of the house, horny devil Dana, is all…
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…
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…
