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…
Brooklyn Gray is a stunner. She has a perfect booty, bushy pussy and a gorgeous face. She struts around in skimpy black lingerie and plays with her tight pussy in…
“Jesse Jane: All-American Girl” tells the fun and provocative story of a popular girl, coming of age in prep school. She playfully embraces her sexuality in a delicious tale of…
Vicki Chase goes in for a massage and quickly realizes her masseur, Keiran, is a bit clumsy and inexperienced. In fact, he ends up spilling oil all over her clothes…
Shuri Maihama gets off on feeling naughty and nothing makes her feel dirtier than getting busy in the facilities. See her rub her face all over her studs jeans as…
Joanna worships at the temple of dick. The badass babe is willing to do all kinds of things to get her fill, including trickling hot wax all over her body…
Cavewoman Christiana Cinn is trying to start a fire in 20,000 BC when suddenly a multicolored dildo appears out of nowhere! Confused, she hold up the mysterious object, which begins…
Monica Mayhem was just giving us a little interview about her life as a pornstar, when she began thinking about the biggest joy of her job…a big cock! So naturally…
Angel Youngs talks dirty as she oils herself up in her bright orange lingerie and fingers her pussy, but when Keiran Lee shows up and starts sucking her toes, then…
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…
Misty Stone’s cheating husband just got a life sentence behind bars, but she really wants to punish him for his trifling ways. So this busty ebony MILF decides to screw…
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…
Doom Quest’s vilest villain will stop at nothing to acquire the Sword of Ultimate Game Breaking. Only four role-playing newbs stand in the Dark Lady’s way! Using bold deeds and…
Undercover agent Kendra Spade has put months of hard work into infiltrating the mob, but she’s nearly exposed by henchman Alex Legend. Alex wants to search Kendra for a wire,…
You enter your gym’s sauna only to find your friend’s mom, Mrs. Jenson, looking hot as ever and a little flushed. You’ve caught a glimpse of her big tits as…
As the night wears on Olive Glass is ready to take down the tempo. Nothing relaxes her more than a slow ride on Michael Vegas’ hard cock. It’s almost dawn…
Jim is a really bad employee. He rarely does his work, he comes in late, and worst of all he fucks the interns and secretaries. Luckily for Jim, Donna likes…
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…
