This pool party is just like any college pool party – babes, bikinis, and bros! Honestly, what more could you want from a hot, sweaty, summertime party? Everyone at the…

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…

Lana Analise has two new recruits under her belt, desperate to prove themselves as the ultimate throat goat! In comes young brass, Chanel Camryn & Skyla Sun who are both…

Geki Ranko Yuki Aida is very hungry for cum, and she can’t wait to show off her cute little tits and her fresh pink pussy. She gets down on her…

Cassidy has gone over to her mom’s ex-boyfriends house to pick up her mom’s stuff. Cassidy has always found Preston attractive, and can’t help but feel like she can now…

Jana Cova is “Porcelain.” This intimate and artful production shines new light on Digital Playground’s exclusive contract super star, Jana Cova. In this glamorous and smart vignette, director Celeste effortlessly…

Uploaded: 2024.02.08 2024.02.08 Show more…

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….