Reminiscing about an old boyfriend she never should have broken up with while masturbating sends MILF Alena Croft back in time to fix her sex life! Meeting up with a…

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…

In this self-shot sex documentary series from some of the biggest names in the business, Digital Playground gets up close and personal, offering you a behind-the-scenes look at what it’s…

When Casey Cumz picks up her boyfriend’s phone and sees that he’s at a rub and tug joint, she’s so mad she can barely speak! She runs down to the…

Ashley Alexander is over looking for her friend and finds her friend’s brother scrolling on a dating app. She can’t understand why so he explains to her that in person,…

Put It In My Ass! Ryan Reid just wants her busy and disinterested boyfriend to fuck her in the ass! While Ryan is hilarious and her perfect butt is fine…

Lena doesn’t want to disappoint her grandmother, so she lies and tells her she has a boyfriend. With Bubby’s visit a short time away, Lena scrambles to rent a boyfriend…

Ever since she started her new job, Darling Danika’s boss Johnny Sins has been treating her like garbage just because she’s the office newbie. So when Johnny heads to a…

Jmac agreed to pick up his best friend for an early morning flight but since he is late, he is welcomed by his friend’s annoying little sister, frisky Arietta Adams….