Aria and her boyfriend have been unsuspectingly targeted by a neighborhood prowler. When Aria leaves the house, she comes home to a tied up boyfriend, and a sexy female thief….

Bad girl mechanic, Katrina Jade has been working hard to get a black mustang working again, but it’s no fun if she can’t play. The owner of the vehicle arrives…

Jessy faked being sick to get out of having to go to school, and it totally fooled his new step-mother! Lisa went to work, leaving Jessy free to bone his…

Popular camgirl Dolly Leigh is putting on a sexy show for her fans, and as a special surprise, offers to dildo her tight pussy for them for only 100 bucks!…

The sexy receptionist Valentina Nappi has amazing all natural breasts, which have been stared at and gawked all day. After a frustrating day at work, she heads to the elevator…

Jana Cova is “Porcelain.” This intimate and artful production shines new light on Digital Playground’s exclusive contract super star, Jana Cova. In this glamorous and smart vignette, director Celeste effortlessly…

Lil D, you naughty man! The indiscrete pervert went into his new-step sister’s bedroom to sniff on her panties. When Tori Montana catches her step-brother red-handed, he doesn’t know how…

Myra Moans just can’t be quiet when she’s masturbating. Her new stepbrother Parker Ambrose gets to hear this firsthand as he listens to Myra whimpering about wanting a pussy full…

The crazy sexy gorgeous duo of Gia Derza and Whitney Wright strip, lick and fuck each other in the ass with a dildo for some hot and heavy lesbian action….

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….

Priya Rai is a Kama Sutra expert specialized on big cocks. Ralph Long’s agent suggests him to go see Priya before his next shoot to learn a thing or two…

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Marketing director Ryan Keely just got a brand new batch of vibrators and dildos in for quality control, and she puts each and every one through rigorous testing. But even…

My First Porn is a comical sex-spectacle of Jack directing his first porn movie

Ramon and Toni have to get along living under the same roof. The one thing they DO agree is how fucking gorgeous Dhalia Sky is! Watch Dahlia Sky’s dripping wet…

Cameron Bay likes to start off her masturbation time with some big toys! As her pussy creams with cum, Cameron needs to go bigger and thicker to keep her hungry…

She may look scared, but this little Asian slut can’t wait to get used by all these dudes. They stimulate her nipples with wires and her clit with a big…

Lilly Bell takes a dip in the pool on a hot day and it gets her extra horny and ready for some fun in the bedroom. She pulls her perfect…

Nataly Porkman has been in the industry for just 2 months now and she is loving it! This Natalie Portman lookalike is a beauty! She has the perfect body and…

Mayu Mizuno is finally ready to put aside her past heartbreak and start her new life as a nurse, but on her first day at the hospital she learns that…

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…

While Cassidy and Jessy were in the shower fucking, they noticed Jessy’s new stepmother running around cleaning. Did she catch them in the act or no? The answer was clear…

Revenge Of The Cuck Phil (Tommy Pistol)’s girlfriend has been openly cheating on him with an arrogant lover — even fucking in their very home in front of him! But…

Terrible, Cum-Sucking Employees Cheerleader Kait, newly employed, is in a work training session with Kelsey Kane. Things seem “business casual” when suddenly, Alex Jones (the boss!) waltzes in, bends Kelsey…

When Dean Johnny Sins catches wind of a student-teacher affair happening on his campus, he calls both August Ames and her professor boyfriend into his office. When the pair stubbornly…

Mr.Sins is on the campaign trail this morning. He’s shaking hands, kissing babies and meeting with all the local folks. When he met with Miss. Tucci, a gorgeous blonde with…

The “Hard Candy” series is Robby D’s tribute to gorgeous, young girls and their insatiable and deliciously naughty sex drive. From candy to cum, from pantyhose to jewelry, Robby captures…

Dr. Sin, a very busy doctor, is quite fed up with a certain patient. He comes in each week, sometimes twice a week for different ailments. Dr. Sin refers him…

This committed couple, Bill and Jodi, have been in a sexual rut and it’s time to spice up their sex life with the classic homemade sex tape! They film their…

Valerica Steele knows her BF has wanted to watch her with a girl for a while, and his birthday seems like the perfect time to make that fantasy come true….

Kitty Doll decides to work out to become stronger, more flexible, and more resilient. Though she wants to get fit, she doesn’t want to go to the gym full of…

Tensions run hot in the Black Friday lineup. Katrina Jade and Lela Star are eager to be first to get their hands on some discount lingerie. When the store doors…

For a business where cleaning is the name of the game, there sure are a lot of dirty deeds at this laundromat. In fact, with both hung and busty employees…

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…