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…
Brave and busty Chloe Amour has run away from home and is now hitching her way across America. Unable to get a ride, she unsheathes her massive knockers and flags…
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…
Karter Fox, desperate to try and find money to help her deal with student debts, struggles to get through college on her own. She needs a “Sugar Pop”, an older…
The only reason Riley Reid tidied up her bush was because she knew it was going to get stretched by the big black cock of her dad’s favorite employee. Daddy…
There’s nothing AJ Applegate’s husband finds more valuable and important than her big, juicy ass, which is why he’s decided to have it insured. In order to determine the worth…
Bomb ass broad Taylor Pierce is all about two things: her boom box and hard cocks! When she spots local b-boy Van Wylde as she gets her vibe on, Taylor…
Gianna and Keiran are on their honeymoon and heading to a remote cabin. Along the way, they planned to stop at a bed and breakfast that Keiran’s friend recommended. When…
Abella kinda got bored of the whole spinner fad, so she decided to make a couple of modifications. She now likes her spinner a whole lot more now that it’s…
Becky thought it would be a hilarious April Fool’s Day prank to convince her mom Simone Sonay that she had stolen her boyfriend, but the whole thing backfired when Simone…
Brenna Mckenna’s car broke down and she can’t find anyone else to help her fix it! Luckily our roadside assistance is here to save the day! He gives her a…
Floral prints, tropical breezes and two beautifully endowed women, make this one the absolute best of babe-babe scenes to be sure. Tongue tangled kissing, thigh stroking, and nipple fondling get…
Elias has finally reached graduation day, and although it took extreme effort and focus, he was able to cross the finish line. His stepmom, Brooke, and his step-aunt, Vanessa, couldn’t…
Tia Cyrus is working on a huge business pitch for work and a key part of the presentation utilizes Johnny Sins’ huge cock! Clearing out her lunch meeting, this busty…
Katie Kush has a big crush on Steve Holmes, who just happens to be her new, suave stepdad. To get closer to Steve, a real man of leisure, Katie decides…