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Teens Lilu and Charlie are hard at work on a science project, but they just can’t seem to get their volcano to erupt! Charlie’s beautiful stepmom Nesty offers to help…

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,…

A little flirtation goes a long way with shy beauty Melissa Moore, and her black beau Isiah Maxwell knows exactly which buttons to push to get Melissa undressed! Surprising his…

When Ania Kinski got her eyes on her step-daughter Christen Courtney and her boyfriend sitting at the table studying, she got right to work seducing George. While pretending to innocently…

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…

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…

When Kiara left her boyfriend napping on the sofa, she couldn’t have guessed what would happen later, when her hot step-mother wandered into the room in her underwear. Kristof woke…

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…

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…

The way into any woman’s heart is through massaging her shoulders, especially when you know how to use your hands to find tension and release it. When Lexi Dona’s boyfriend…

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…

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…

When Matt showed up at to paint his client’s house, he wasn’t expecting a knockout babe like Ani Blackfox to answer the door. He could barely focus on getting his…

All day, Victoria’s been struggling to understand the simple things in her textbook, with some encouragement from her stepmother Uma. It got even harder to focus when her boyfriend showed…

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…

Brunette beauty Aila Donovan is relaxing in her prettiest pink lingerie, reclining while she scrolls on her tablet until she notices you watching her. The slim and sexy seductress teases…

What better Father’s Day gift could any man ask for than a hot blonde teen to fulfill all his desires? Knowing that her bestie Athena has always had a major…

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…

“Deeper 3” is beautiful, erotic and cinematic homage to the greatest horror movies ever made. Starring Digital Playground’s contract superstar, Jesse Jane® in 2 twisted and mind-blowing fuck scenes, Deeper…

“Deeper 3” is beautiful, erotic and cinematic homage to the greatest horror movies ever made. Starring Digital Playground’s contract superstar, Jesse Jane® in 2 twisted and mind-blowing fuck scenes, Deeper…

“Deeper 3” is beautiful, erotic and cinematic homage to the greatest horror movies ever made. Starring Digital Playground’s contract superstar, Jesse Jane® in 2 twisted and mind-blowing fuck scenes, Deeper…

“Deeper 3” is beautiful, erotic and cinematic homage to the greatest horror movies ever made. Starring Digital Playground’s contract superstar, Jesse Jane® in 2 twisted and mind-blowing fuck scenes, Deeper…

“Deeper 3” is beautiful, erotic and cinematic homage to the greatest horror movies ever made. Starring Digital Playground’s contract superstar, Jesse Jane® in 2 twisted and mind-blowing fuck scenes, Deeper…

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…