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…
When Antonio’s latest patient is down for the count, sexy nurse Misha Cross takes the chance to make her move. She straddles the big-dicked doctor, making her lusty intentions clear,…
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…
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…
Dominica Phoenix and Tyra Moon were out shopping with Kai Taylor, taking turns showing off their fun new outfits in a sexy fashion show, when Dominica decided she wanted to…
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 Jessie Volt’s pen leaked in her pocket and stained her blouse, it was very nearly a dress code disaster! Convinced she had enough time to whip off her shirt…
When Dean saw Ivana Sugar working to keep her booty tight and core toned, he could barely resist running in there and tearing the tights right off of her. Good…
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…
Even covered in fruit smoothie, the delectable Vicky Love is one smooth MILF. After a blender incident leaves her covered in sweet juices, the naughty blonde asks her stepdaughter’s fiance…
A weekend away at the cabin is the perfect way for blonde MILF Lara to get to know her new stepdaughter, Jenny, better, as well as Jenny’s boyfriend, Nick. When…
Kristen is looking forward to a fancy night out with her boyfriend Logan, but her new stepmother Jaclyn gets angry when she sees her stepdaughter is wearing the same dress…
Nothing could have prepared Steve for the raunchy office sex that awaited him when he went to grab more office-supplies for his desk. Danica Dillon, the babe in charge of…
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 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…
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…
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 20 features Digital Playground contract stars, Shay Jordan, Sophia Santi and Jana Cova with industry babes Hillary Scott, Holly Morgan and Sue Diamond….
Whenever Lea Guerlin takes off on holiday with her wealthy boyfriend Ryan, she knows she’s going to be pampered and showered in the romance of Old Europe. Sitting in the…
Room service has never so scandalously indulgent as in today’s seductive erotic scene between Lena Nitro and Jason Steele. When a knock came at her door, Lena decided she wanted…
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…
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…
With five lovely ladies competing for the same title, it’s a tight race to the finish and Tiffany is off to a succulent start. She charms the judges and Scott…
With five lovely ladies competing for the same title, it’s a tight race to the finish and Tiffany is off to a succulent start. She charms the judges and Scott…
