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….
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…
Aubree Valentine and her boyfriend Aiden both work hard to finish all the chores on their to-do lists. The last item on Aiden’s list? “Try and fuck Aubree”.Aubree says she’ll…
Young and horny freshman, Mindy, and the Professor have already had their naughty affair but this time he’s requested her to spy on their rival university, and discover their secret…
Sean wants to be cured of his pussy eating addiction. Dr. Riley Reid, his psychiatrist, decides that the only way to cure him is to show him that getting could…
Dealing with demanding customers is all part of the job for limo driver Nat Turner, but with her constant complaints and demands, Carolina Sweets takes it to a whole new…
Being a model is what this beautiful fresh Asian girl has always wanted, so getting all dolled up and crouched down with her titties out and a dick in her…
Chris was sent to Mrs. Mayne’s house to clean her pool. The reason why Heidi wanted Chris was because he had the biggest pole and could get into all those…
It’s prom night at ZZ Academy, and the two biggest sluts in school are both expecting to be crowned prom queen after fucking the principal. But when neither of their…
You could hardly blame Sam for wondering what it’s like going to bed with an experienced woman when he’s got his girlfriend Ella Hughes’s stepmother to drool over. When Ella…
Bree Daniels has a favorite book of erotica, but it’s a story whose end she can never seem to reach. Every time she opens its covers, the sexual thrill of…
Abigail Mac loves being wifed-up, but she missed her sluttier days, days filled with her ex-boyfriend’s big dick. Keiran Lee is fine with Abigail moving on because deep down he…
When An got to her new school, all the boys couldn’t keep their hands off her, as she was the prettiest girl they had ever seen. Sticking their jizz into…
Sweet little Alice Coxxx is being bossed around by her bridezilla big sister. It’s the day of the wedding and this redhead teen has to be a bridesmaid. She’d much…
Natalie was just trying to sneak into her boyfriend’s bedroom to get a mouthful of his big cock, but of course his father was there to cock-block her. Mr. Sins…
The gorgeous Summer Hart wakes up to find her boyfriend hovering over her with some breakfast in bed. Summer is more interested in a good morning fuck though, so she…
Sexy red lingerie slides down to reveal Mae Quira’s huge breasts and that her thong is so easy to kick off. This BBW isn’t about to leave herself feeling the…
Jack’s Playground 32, features Digital Playground’s contract babe, Sophia Santi, eager to make it in the music video scene. She shows her distinct talents and raw, exquisite beauty in two…
Newlyweds Bill and Kagney are honeymooning at an all-inclusive resort where they spend their days tanning, swimming and fucking. After a quick swim Kagney is ready to fuck again, but…
Siri Dahl is a redhead babe with big tits and a round booty. In the shower, she’s just trying to do some self-care. Soaping up her perfect bod and gorgeous…
When a large alien spacecraft appears in the desert, a small group of clandestine government officials gather to investigate its motives. Lead scientist, Dr. Wells (Ryan Driller), with the help…
Nat Turner was doubly screwed when his car broke down and left him stranded at the same time his cell phone ran out of battery! Salvation came when Nat looked…
