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….

Back in the swinging 1950s, Justin wants to impress his pin-up professor Ms. Cox. He brings her an apple, but his fellow students start razzing him for being a teacher’s…

Frustrated housewife Misako has finally learned the identity of her mystery caller who’s done everything from making obscene phone calls to sending her a bunch of virgins for a gangbang…and…

Francesca Le really has a fancy for her new groundskeeper. He’s only in his twenties, but she knows he’s got a big cock and she wants it! When Francesca finally…

Sexy redhead Lacy Lennon loves to partake in some rejuvenating yoga, but instructor Keiran Lee’s hands-on methods and deep breathing exercises take things to an entirely new level. Although Keiran’s…

Busty Cassidy Banks is playing video games with her boyfriend until she lost. Instead of being a sore loser she’s going to fuck her boyfriend like the winner he is,…

Just when Sabina Rouge thinks she’s carved out some alone time to masturbate, her mother barges in and explains that her stepsister, Eliza Ibarra, will be spending the night with…

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…

Savannah Bond is a smoking hot blonde with robust perky titties! Her sexual energy is unmatched, and today she is begging for some dick to stretch out her tight asshole….

Artist Izabella has hired Poca Hontas to model nude for her next painting. As Poca poses with her legs spread, covered only by a sheet that reveals as much of…

Chanel Camryn caught her step dad Jay Bangher jacking off on camera. He explained he made his living making videos for Sheer.com. Chanel was intrigued. Could she make money with…

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