Jack’s Playground is a collection of Jack’s personal videos, homemade in Santa Monica, California showcasing his uncanny ability to persuade girls to perform sexual acts in front of his camera….

It’s Christmas and all the siblings are gathering at their parents’ house, but when Molly Stewart’s brother brings his new girlfriend, Jessa Rhodes, tensions rise when he finds out the…

Kendra doesn’t want to play Amber’s game, but she can’t help wanting to settle the score, both online, and with Amber’s IRL boyfriend. Part 2. Uploaded: 2024.02.12 2024.02.08 Show more…

Xander Corvus bust in through his girl Teanna’s bedroom window and buried his face right in that juicy ass. Teanna tried to focus on her homework, but there was no…

Demi Sutra and her boyfriend are on a camping trip, and she’s not exactly impressed with his outdoor skills. When he sends Demi off to collect firewood, she stumbles onto…

Happy Fourth of July! Guess who’s lighting off fireworks with Naughty America this year? Nicole Aniston, Jessica Jaymes and Lisa Ann! This year the sexy trio is hanging with their…

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…

Sexy blonde model Natalia has a lot of fun posing in the dressing room, but when it comes time for the photo shoot, photographer Mick isn’t as impressed with her…

Group sex has always turned on the long haired girl featured in this scene from, “Shitsuji Aibu Kissa Dai 1 Sho Part 3,” so when she found out her pink…