Braylin Bailey is a fresh new face on the scene and she’s got a bubbly personality and even bubblier booty to match! She gets some special gifts when her date…
Jackie and Adam meet up with the Irish Kings but are surprised when the Triad gang shows up. A new plan unfolds as well as an alliance from another gang.
Morgan Bailey is enjoying a break while they’re down for a nap, until dad comes out and starts rubbing her shoulders. This tranny babysitter knows what he wants, and she’s…
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…
Sarah Jessie catches the home appraiser her husband hired, Keiran Lee, spying on her while on the job. Enjoying the peeper’s attention, Sarah shows off her ass for Keiran and…
Tiffany Tatum is the hot and horny new secretary of Jay Snakes. A big tease, the young temptress comes to work in a short black skirt and thigh-high stockings, giving…
It’s a beautiful day out, and Presley Dawson can’t wait to head out and feel the air on her gorgeous body. Her smooth skin is kissed by the California sunshine…
Jack’s at it again! But this time, it’s professional… and even kinkier than before. Jack turns what he knows best into a career. Welcome to Jack’s answer to getting 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…
After a hot yoga stretching session, the stunning Misty Stone and gorgeous September Reign catch the Ricky Spanish hiding in their studio locker room and jerking off to them as…
Elsa Violet has just returned home from shopping and she wants to show her stepbrother Jay Romero what she’s bought. As she’s rustling through her clothes, she realizes Jay isn’t…
Prim and proper English rider, Natasha Nice, strikes up a forbidden passion with rough and ready Western rider Robby Echo, and they schedule a sultry riding lesson in the stables….
Penny Pax is watching the clock tick as she prepares to head home after a long day at the office. Unfortunately, Penny’s annoying coworker decides that she wants to stick…
The crisp fall day is perfect for Darcia and Lucette’s run. The BFFs giggle as they jog, and Lucette finds her gaze drawn to Darcia’s cleavage as her friend’s big…
You’d have to be a fool to cheat on brunette beauty Nikki Sweet, and she knows it. When her man is unfaithful, she stands up for herself, throwing all of…
Jane Wilde’s financial stress is keeping her up at night, and she doesn’t realize there’s someone else awake in the dark house until he startles her in the kitchen: her…
Rachel is an insanely hot trophy wife that goes on a shoe shopping spree, and her husband is furious with her for spending so much money. She decides to model…
