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…
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…
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,…
A simple step-family photoshoot became extra spicy when Lullu Gunn’s glamourous looks got her boyfriend in the mood right then and there. He just couldn’t wait another second to have…
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…
Welcome to The Sessions, a sexy series that allows you into one of the most intimate spaces known to man—the therapist’s office. Be a fly on the wall as patients…
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…
Jack is really busy casting for music videos and he’s scored some super fine ass for volume 38. Digital Playground’s amazing contract super stars Teagan Presley and Lacie Heart join…
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…
Jack is really busy casting for music videos and he’s scored some super fine ass for volume 38. Digital Playground’s amazing contract super stars Teagan Presley and Lacie Heart join…
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…
Jack is really busy casting for music videos and he’s scored some super fine ass for volume 38. Digital Playground’s amazing contract super stars Teagan Presley and Lacie Heart join…
Jack is really busy casting for music videos and he’s scored some super fine ass for volume 38. Digital Playground’s amazing contract super stars Teagan Presley and Lacie Heart join…
Jack is really busy casting for music videos and he’s scored some super fine ass for volume 38. Digital Playground’s amazing contract super stars Teagan Presley and Lacie Heart join…
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…
Goddess Tina Kay is lounging in the pool and sucking on a long, stiff frozen treat. Sexy Tina has made herself sticky, so she uses the warm water to drench…
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…
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…
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…
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…
Rebellious teen Gina has been pushing back any way she can against her new stepmother’s strict rules. Gina leaves a mess in the kitchen and strews her clothes all over…
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…
In Part 2 of The Loophole, devious Kimmy Granger hangs back to ask her teacher, Brad Newman, a few more questions about sex and marriage. Brad quickly gets nervous when…
Misha Maver, a tattooed honey in sweet little lingerie is having a pretty hard time falling asleep. We’ve all been there! Tossing and turning is no fun, so Misha plays…
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…
Cute, young couple Mary Rock and Josh are hanging out and watching a movie. Meanwhile, Mary’s sexy stepmother, Nikky Thorne, is soaking her gorgeous body in a warm bath. When…
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….
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…
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…
Black goddess Olivia Jayy is in the mood for a snack, but when Seth Gamble spots her in the kitchen looking ravishing in her red lingerie and strappy black heels,…
Gorgeous Arya Fae is on a date with Ryan Mclane and can’t wait to show him her place. They two are touching and flirting, they can’t wait to get inside!…
