Bend, flex, stretch and head downward into doggy…Adriana’s favorite stretches are always ass up… just make sure your wife isn’t looking!

Uploaded: 2024.02.28 2024 Show more…

Keiran is having the worst time trying to get some shut eye at the hospital. It makes things even harder when Nurse Jane comes around. It’s bad enough that he…

Being such a bad-ass around school landed Xander Corvus in Detention. Since the hard-ball teacher Mr. Ferguson said no talking, Dillion Carter was prepare to ride out the session in…

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….

A group of horny friends lie and cheat as they explore outside the boundaries of their relationships for stimulation, only to discover that what they are seeking may have been…

Starring Digital Playground’s newest sensation, Shay Jordan and an entire cast of young, gorgeous, almond eyed beauties, Jack’s Asian Adventure will please your pallet. Jack uses the tried and true…

Mia Divine does a great job sucking cock in this clip. A lot of other stuff happens as well but there is something particularly hot about watching her face ride…

Dark-haired beauty Martina Smeraldi waits in her uniform for her new coworker, Xander Corvus, to pick her up for her first day at her new job. Martina is flirty with…

Ethans Seeks is chilling while his stepmom Chloe Amour wanders around the house. She joins Ethan on the couch and puts his head in her lap so she can play…

Layton Benton is preparing a romantic Valentine’s Day evening for her husband and is pulling out all the stops. She’s planning an intimate dinner for two at home, but first…

Kiki Minaj is sexy free love activist out to plant dildos in the local sheriff’s home as part of her activism. When the sheriff’s son, Danny D, catches her in…

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….

Shot entirely on HD, Jack’s Teen America 21 features Digital Playground’s lovely contract star, Lacie Heart in a slam-min’ romp with Scott Nails, Poppy Morgan & Renae Cruz in decadent…

Uploaded: 2024.03.01 2024.02.26 Show more…

Rick is hoping to get more out of his study session with a sexy cheerleader than just coffee and comp. Foxxy doesn’t fail him! She whips out her huge tranny…

After the show, Elle is willing to do anything to see her favorite rockstar XAN*DAR (Xander Corvus) in person. She manages to charm her way backstage using her assets, where…

Alexa Grace is a hot blondie with a smoking hot body. She wears thigh high block stockings and sexy red lingerie as she dances on her white chaise lounge to…

Adriana Chechik’s limp dick husband is too lazy to give his beautiful wife the massages she craves, so he hires a professional masseuse to do it for him. Unfortunately for…

Romi Rain is frustrated with the dating scene and can’t seem to find the perfect guy for her. She loves men with accents and international influence, so she makes a…

After a rousing robot sex romp with her step-daughter, Missy is revved up and ready for more. While she’s promised her husband a taste of anal action on their upcoming…

Aaliyah Hadid gives Ricky Johnson an oily, full body nuru massage before sucking and fucking his thick, hard cock.

A series that showcases the sexual fantasies of everyday people, and the kinky escorts hired to help fulfill them. An asshole boss desiring to be a dominatrix’s submissive, a cuckold-loving…

Not many men can say they banged their mother-in-law, but sexy Nikita Von James was made for seduction. Her huge tits just beg for kisses and grips of jizz, and…

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…

Lacey Duvalle was hanging out at our place today and she started complaining about being hungry and wanting to go grab something to eat. We started thinking of places to…

A woman like Monique Alexander needs to be fucked on a regular basis, and her husband’s libido can barely keep up. Keiran Lee has been cleaning Mrs. Alexander’s house for…