Rylie and her lover share a tender moment in the bask of dusk’s fading lights.

Jazlyn Ray gets to go on a special outdoor adventure today! They are going on a special paddle boarding excursion and she’s super excited to flash in public! She’s got…

Kasey Warner insists she knows her boyfriend’s cock so well she could identify it blindfolded. Her friends decide to put her assertion to the test, but unfortunately for her boyfriend,…

The neighbors arrive home and immediately start hooking up in their driveway. I caught everything on film especially their steamy romp on the couch! And by the size of her…

Rika Nanami

Nina North wasn’t about to let a run in her stockings ruin her day. When she noticed her wardrobe malfunction, Nina decided to make the most of it, and see…

Big, curvy wife Maria Jade helps the family get out of debt by teasing her husband’s boss. She let his boss BBC slide inside her juicy wet pussy and fuck…

Digital Playground presents DP Star: Season 2, hosted by last year’s DP Star winner and contract girl, Eva Lovia and judged by industry legend Nikki Benz, renowned producer/photographer Holly Randall…

Kayley Gunner needs to pick an outfit for her date tonight, so she asks her roommate Scott Nails to help. The curvy blonde isn’t shy to change in front of…

Step-MILF Krissy Lynn can’t get this guy out of bed for school. Looks like she’s going to have to call in another sick day for both of them, because when…

Today is Lola’s first ever threesome with fan favorite Raven Lane. Let me repeat that. It’s Lola’s first ever threesome so enjoy it and until next week’s update. Steve Uploaded:…

Jack is really busy casting for music videos and now he’s landed Digital Playground’s super fine contract star, Teagan Presley. She takes a big cock in the butt and we…

The thrill was immediate when Nancy walked onto her balcony and saw her hunky gardener hosing down the yard. Nancy couldn’t help staring at Martin’s muscular body, and the way…

On the night of the biggest football game of the year, a horny housewife (Jennifer White) is craving some cock. She’s even gone as far as bodypainting herself with her…

Veronique’s frisbee got stuck in a tree so Kieran helped her get it down. She was so happy that she decided to thank him by fucking his cock! Kieran’s cock…

Alaina couldn’t be more excited for her upcoming interview. She has dreamed about having a cooking show for as long as she can remember, and she finally has a shot…

Things are going great during the dinner, so they move to the bedroom to get better acquainted with the new female. She’s ready to be their sex object for the…

It’s summertime and backyard BBQs are here. Peter is at his friend’s house preparing the coals and the meat to get things going while his friend’s daughter, Leana Lovings, is…

“Jack’s Playground 31,” the superstar edition, stars the lovely Jana Cova in two delectable scenes, Devon in all her naked splendor and DP’s original contract star, Rocki Roads in brand…

Michelle Anderson is here for the party and she brings some incredible energy! She is down to flash in public and show us what she does for fun. They pick…

Uploaded: 2024.03.08 2024.03.07 Show more…

Blonde haired blue eyed, silky thighs and curvy assed, Laura Crystal stands with that slightly toes pointing in, an askance posture so recognizably that of an inexperienced young women. Exploring…

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….

We invited Stephanie over because she has nice big tits. We played a game of pool with her, checked out her great cleavage and made her loose her clothing. We…

Anna Bell Peaks tries to fix her sink but gets stuck! Bill, her husband’s friend, comes over and helps her out of her predicament, but not before helping himself to…

Digital Playground’s brand new Video Nasty Series ups the style bar, and adds harder and filthier sex to the equation. There are more bodies in every scene and the bodies…

The twin temptresses: brunette Eveline Dellai, and dirty blonde Silvia Dellai! The girls are buying a flat, but their realtor can’t keep his eyes off of their bubble butts and…

Hot MILF Jeanie Marie Sullivan tries to bond with her horny stepson Oliver Flynn by playing video games with him. The game heats up and she can’t resist playing with…

Big boobed hottie Kitana Lure is working out on her exercise bike when her housemates, David and Josh walk into the room. They watch her ass as she stands up…

Preston is still learning the ropes at his massage job when his boss drops a bombshell: she wants Preston to practice his techniques on her tight teen daughter. Preston tries…

C. StyleX is lounging by her friend’s pool, taking some naughty pics of herself, when her friend’s husband shows up. He arrived just in time too because C. StyleX could…