This beautiful slutty Asian sweetie likes to hook up with mature guys and go with them to hotel rooms. She lets them do anything they want to her. Tonight she…
Five horny teens. 2 sound guys with equipment. 1 contest. 1 winner. Sound familiar? It is. It’s Jack’s Teen America.” Put it in and cast your vote! Jack’s at it…
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….
El temperamento de Destiny Dixon la ha metiendo en problemas toda su vida, así que realmente no se sorprende cuando el director Ramón la llama a su oficina para una…
This couple is taking their bedroom antics up another level. The boyfriend introduces his girlfriend to dogging and once they find a taker, it’s game on. She’s enjoys every minute…
The Angel of Death. A Shapeshifter. Innocent honeymooners. A receptionist with a twisted sense of humor. These are just some of the shady characters Detective Holly encounters at the Hotel…
Chanel Charlotte Sins has played many roles at Kink over the years, and now she can play anal, sybian, bondage slut too! We usually let the model warm up with…
Brad Knight is a straight-A student with a bright future ahead of him. So, when he’s horny at school one day and calls Britney Shannon’s phone number for a good…
Miss Valentine got visited by a former student. He asked her why she would pick on his sibling all the time, suspecting that had something to do with them having…
Veruca James is a completely nasty slut and this video proves it. It’s a completely gonzo porn film and that means no script and no director. All the nasty ass…
Riley has a major sweet tooth – she loves cookies…and tall glass of milk of course! But when her stepdad interrupts her snack time, she learns he has a craving…
Ever since she moved to a new town, Venus Valkyrie has not been able to satisfy her sexual cravings. She sits alone in her room with a ring of candles…
The My First Porn series is a comical sex-spectacle of Jack directing his first porn movie. Volume 10 is over 2 hours and features Stoya in a brand-new, amazingly ass-a-liscious…
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…
Back in the day, Dr. Johnny Sins was a leader in the field of sexual studies, and his work documenting female sexuality was instrumental in building some of the sex…
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…
Jessy’s wife was thoughtful enough to book him a nice, relaxing massage after one too many busy weeks at work. Little did she know her high powered husband would wind…
Horny, hard-bodied cutie Shrooms Q knocks on the gate of the Cum Fiesta and shows her perky little tits. She’s come all the way from the Midwest to get some…
Jasmine Jae is a high-powered prosecutor who has shown up to court for a major trial, but first she has to go through a metal detector. Dressed in her stockings…
Secret Crush is an extra hot amateur couple that fucks in public and gets away with it! This blonde hottie has a perfect pair of titties that she barely covers…
Katrina Jade and Payton Preslee, two sexy and stressed out businesswomen, head to the ZZ Diner for some comfort food. Katrina, a regular at the diner, convinces Payton that they…
Jack’s casting again! This time he’s looking for leg models… sexy, leggy vixens who want to be in fresh, up and coming music videos. In the first volume, Digital Playgrond’s…
