Don’t miss Digital Playground’s Exclusive Contract Star, Stoya in her debut boy / girl scene. Jack’s POV 9 is off the hook sex! All the screamin’ hot sex in Digital…

Naked Aces 5 is the debut film for Digital Playground’s brand new, ultra-hot contract girl, Riley Steele, and she shows the world her pure star power in a passionate, almost…

Ashley Alexander is enjoying spring break and notices a staff member, Don, and turns up the heat. She gets straight to the point due to being a girl who knows…

Uploaded: 2024.03.02 2024.03.01 Show more…

Lucy Tyler’s got a special treat for her boyfriend – a written invitation to join her and her friends in the So. Cal Swingers Club! She’s brought over her favorite…

AJ Applegate has always been terrible at doing the laundry, leaving it to the last minute and shrinking everything in the dryer! Her boyfriend, JMac, may not be crazy about…

Violet Gems gets scooped up from her place and she is ready to go on a date with some hotties! She’s feeling hyper today and she pulls out her perfectly…

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…

Daphne was in shock when she opened her husbands suitcase to find underwear that weren’t hers and a receipt for supper for two.She decided to invite Nick over, her husbands…

When conspiracy theory podcaster Keiran Lee receives anonymous messages teasing him about his dirty web browsing history, he laughs it off as it being an online fan having some fun…

Kiki wants to get her boyfriend a birthday gift that would benefit them both. She decides to go shopping for tight underwear that might make her boyfriend’s package appear bigger….

Ever since Peta Jensen’s boyfriend went on the night shift, they’ve had a bit of trouble aligning their schedules to have a moment alone together. But when Damon got home…

La hija del jefe es una perrita pícara que nunca está donde debe y siempre anda en malos pasos. Un empleado muy caliente tiene la suerte de estar en el…

Watch yet another sensual exchange between Holly and her man.

Bridgette and Xander love fooling around in the elevator, even when their coworkers are around. They get a thrill out of almost getting caught. But today Bridgette gets caught in…

Passion is probably the prettiest white girl these thugs have ever gotten their hands on. So how do they treat her? Like the slut that she is! Watch as one…

Liv Wild is a young cutie that loves to get fucked in the missionary position! She shows off her ripe titties in public when she pulls down her tube top!…

Rebecca’s husband has a boys night every Monday, but that doesn’t stop her from changing into some sexy lingerie and attempting to lure him into bed. Pissed that her seduction…

We continue debuting hot Colombian women on SEXMEX. This time we bring you Estela Osorio, a sexy mature woman who shows us how good she is at fucking.

Little Lexie just got delivered to Mr. Johnson’s house, and he sets her up on a chair before feeding her his dick. He’s satisfied with what he ordered, and he…

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…

Kelly Diamond has been bouncing around from job to job for a while, never able to find something that holds her attention. So when a waitress at the local diner…

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…

Jasmine Sherni joins the ass parade today. She is not only gorgeous, but she is thicker than cold peanut butter. Rocket Powers claimed the luck card as he did what…

Sarah Banks knows her boyfriend has a thing for cheerleaders, so on Football Sunday, she decides to wake him up dressed as one! Bending over in front of him is…

Jack’s at it again! But this time, he’s focusing in on hot babes with BIG, FUN ASSED… It’s more cushion for the pushin’…. Forget professional… this volume is all about…

Melissa can’t believe her boyfriend Tyler. He refuses to go down on her because of her bush! Her new stepmom, Eva can’t help but overhear how much a jerk Tyler…

She’s a girl boss, a gang leader, a cock sucker. Fearless criminal boss Claudia (Adriana Chechik) is willing to do anything – as long as she’s the one coming out…