Welcome to The Sessions, a sexy series that allows you into one of the most intimate spaces known to man—the therapist’s office. Be a fly on the wall as patients…

Ana Foxxx pleasures herself with the help of a buttplug, teasing her asshole and pussy, until Isiah Maxwell surprises her and covers her eyes with a blindfold. Isiah pours oil…

Combining outdoor sex with anal makes it more than twice as dirty, as this naughty blonde discovers. Her muscular, tattooed man penetrates her tight little ass with his huge cock,…

Uploaded: 2024.02.24 2024.02.24 Show more…

Jack is really busy casting for music videos and now he’s landed Digital Playground’s super fine contract star, Sophia Santi alongside Selina Draagen, Alyssa Chase, Carli Banks, Marlena, Christina Brooks…

Lilly Ford is a teen who loves the salty sea air on her face and her tits. This blonde started to learn to pace the boat by knots, but then…

Sara Luvv is trying to get her license but even at 19 she’s a disaster on the road. Luckily for her, there are other ways to pass the driving test,…

The lovely Sienna Day is getting feeling back in her legs and lower body after an accident and she’s returned to Dr. Danny D for a final check-up. Dr. D…

Freya Kennedy stops by to see her friend, but she isn’t at home now. Her friend’s dad lets her in and Freya goes to her room to call her. She’s…

Flying can always be stressful for some people, so when Ava travels she likes some cock before boarding a plane! She seduces her chauffeur with her juggernaut breasts and some…

Uploaded: 2024.02.25 2024.02.24 Show more…

Moka goes to an underground sex club that she’s heard nothing but good things about. Having been touring various music festivals and finding peace and love wherever she goes, all…

Day With A Pornstar is back and first up is Nikki Benz! Get up close and personal with your favorite porn star as we take her out to the desert…

Eva Maxim is at the local laundromat, bending over to put her clothes into one of the washing machines. As she does so, another customer, Hailey Rose, can’t help but…

Tiffany Star is called into her supervisor’s office for a performance review. Dr. Anna Bell Peaks is a lesbian nympho and has been eyeing the young cutie for quite some…

There’s much more than meets the eye at The Red Viper, a strip club where the sexy entertainment is as dirty as the ulterior motives of its patrons and staff.

After seducing his classmate Yukino, the heiress to one of the largest companies in Japan, Kagetora turns his attention to an even greater challenge: Ridim, known as The Silver Lily…

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…

After her bath, it’s time for this horny Asian girl with big brown nipples and short hair to get filled up by her friend’s dildo. First he spread her pussy…

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…

Aria Lee has come home after her college class, but with her poor grades, she knows there’s no chance that her father will let her go out to meet her…

Her schoolgirl uniform is her favorite outfit to wear when she gets fucked by a couple guys at once, so she slips it once and heads over to this guy’s…

After a whirlwind of success, Xander is whisked away to London to record his hit album. After his first taste of success, Xander’s antics inside and outside of the studio…

Alexis is called into her manager’s office because she is just not working out as a waitress. Danny says she’s getting any better and her work outfit is too revealing….

OnlyTeenBlowjobs – River Lynn – Sucking My Step-brother

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….

Today’s lesson, folks, is respect the white coat! A lesson Dr. Haven had to teach this star athlete who came in to her office this morning. He was clearly in…

Angel Windell is concerned about her brother’s failing grade and doesn’t understand why Professor Driller is failing him. She makes a deal that Prof. Driller can’t turn down, if he’s…

Cozy and comfy in bed, Luna hasn’t even opened her eyes as her hand finds its way between her legs, teasing and tantalizing her clit through her lace teddy. The…

During a night out on the town, slutty Esperanza Gomez is a cock-crazed cougar out on the prowl. While at a club dancing her ass off, she gets the attention…

Krissy is doing her friend a favor when she tells her she’ll check up on the house when she’s away. After hearing some noises upstairs, she decides to check out…

Sexy secretary Veronica Vain will do anything for her boss – even give out footjobs to potential clients like Erik Everhard. He gets a look at her long legs wrapped…

Uploaded: 2024.02.21 2024 Show more…

In “Way of the Dragon,” director Celeste takes you on a surreal journey through a sensual dreamscape of Asian torture sex.

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…

Tory was minding her own business until Parking Intendant Tommy Gunn came to give her a parking ticket. She had been notified many times and failed to comply with the…