Uploaded: 2024.02.10 2024.02.10 Show more…

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….

The boys were driving around the neighborhood when they spotted Serena Sterling walking down the street. They get her attention when they mentioned they had money to share. Serena loves…

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…

Find Me To Fuck Me Bonnie is a sexy influencer who likes to interact with her followers. She posts a naughty video on her social media and tells her fans…

Brenna is kicking back in a neon soaked wonderland, showing off her beautiful glitter coated boobs. After teasing that beautiful body, Johnny can hardly resist getting a taste of what…

Why is every girl Takumi knows acting so strange lately? His sweet neighbor Mizuki keeps getting flustered around him even though he’s known her forever. His new stepsister Saori is…

Jack is really busy casting for music videos and now he’s landed Digital Playground’s super fine contract star, Jesse Jane®. She fucks Ben English every which way in true gonzo…

Looking for love, Anissa agrees to go on a blind date with Danny. She didn’t set her expectations too high, but the date isn’t going as well as she imagined….

Leah Lee went to the beach and now she is ready for some DICK! She pulls down her bathing suit and in public and flashed her titties for everyone to…

Bald Bandini leaves his sexy girlfriend Mia Bandini resting in their bedroom. Only… Mia isn’t in the mood to rest at all! Bald returns to the room a few minutes…

Thirsty Kirsty is back with PSS as cute and shredded as ever, and this time she brought her husband along to get some reps in with Pascal. Together they own…

When Monique is working the early shift at the 1-800-Phone-Sex office, her boyfriend Isiah shows up when she’s deep in dirty talking to client. Isiah’s been jealous about her job…

Madison Wilde has been dating Parker Ambrose and her parents hate him. They have a whole list of reasons why they want their daughter to date someone, anyone else. When…

When burnout slacker Rina Ellis greens out during a 90s movie marathon, she has some seriously fucked up dreams. Santanico Pandemonium has taken over an alternative 90s dystopia and It’s…

Kayla Kayden is horny, but rubbing her pussy in bed and in the bath just isn’t getting her off – she needs a big cock to finish the job! A…

Volleyball team captain Renee Rose is trying to convince all the college girls she meets to come to tryouts when she happens across Damion Dayski getting his dick sucked in…

Anny Aurora and her playboy lover are going to be late for the Opera. Mostly because she had to play with her pussy, fingering her sweet pink hole, while she…

Gaby Ortega just got done with an interview and ran into her friend’s stepdad in the office building. He was pretty turned on by her outfit and go get em’…

Ivy Lebelle is a tattooed blonde vixen with perfect bounceable boobs and smackable cheeks to match. Today she’s going to make a slip slidy mess of all her clothing as…

Are you shy around your new step-sister, Megan Rain? Don’t be! After all, she just wants to get to know you a little better and get closer—to your cock that…

Smoldering hot European brunette Heather Harris needs a place to stay, but the rent her new roommate, Jordi, is demanding, is too high. Heather tries negotiating with Jordi, but her…

Natalia Starr likes to be on top. See her grind her pussy on this dudes before she hops on his cock so that he can watch it slip in and…

This cute Asian college coed is working on a project when her boyfriend comes in her room to help her take her mind off of her hectic school work. He…

El esposo de Riley Reid comete dos grandes errores que lo llevan a presenciar como otro hombre se coge a su esposa. Primero, le niega la posibilidad de sazonar su…

The “My First Porn” series is a comical sex-spectacle of Jack directing his first porn movie. Volume 6 features the amazing anal queen, Delilah Strong in a butt scene with…

Big-tittied beauty Brooke Wylde goes around door to door trying to convince people to join her religion, Brazzertarianism. When one guy finally decides to hear her out she does everything…

A very horny Luna Star shows off her pole dancing skills for you in a sexy nylon outfit with boots. Once her athletic demonstration is done, Luna puts on a…

Dr. Jay whose been under a lot of stress lately, working long hours is in need of a stress reliever…and bad! Not able to take a vacation anytime soon, she…

Kali loves getting out for her daily bike ride. She’s enjoying it even more lately that she’s made a couple of modifications – specifically a dildo attached her bike seat….

Isabelle Deltore and Dean Van Damme join their spouses on a business trip, but after the two married couples meet for dinner, Isabelle suspects that her husband and his business…

Mia Malkova lands in L.A. eager to spend Christmas with her husband Danny Mountain. The two have some hot makeup sex at the holiday party, but their reunion is cut…

Kendra’s back at it, yet no matter how hard she tries to focus at the gym, she just can’t escape her hankering for a good hard dicking. Luckily for her,…