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…
Tina wanted to spend her last night as a single lady going out with a bang! The blushing bride-to-be gathered her two best friends in a hotel room with all…
After a few years of trying to make a name for herself in the city, Mandy (Abella Danger) returns to the trailer park where she grew up. Upon her arrival,…
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….
August is a sexy stock girl who needs help placing items on higher shelves. She enlists the help of the only other person in the store: a shy, young, male…
College hall monitor Emily Willis walks in Markus Dupree getting a blowjob from his girlfriend in the science lab. Markus cums too soon. His load lands all over her face…
Chanell Heart has fucked tons of big black cock in her lifetime but there is something that still turns her on fucking around with a white guy! She likes to…
Cherry Poppens crouches down without kneeling. She does it that way for two reasons. One, she doesn’t want splinters in her knees… and secondly, she knows her man may want…
Jesse gets a lesson in going balls deep in teacher’s beaver, as he fucks Ms. Austin silly with his long dong. This erotic educator takes her naughty student by the…
Isis Love was mad when she got home from vacation and discovered that her dumb-ass son had trashed the place with a crazy house party, but all of her anger…
Keiran Lee watches his lover, Amber Alena, through the window while she hangs out with her husband. When Amber goes upstairs, Keiran sneaks into the house past Amber’s husband and…
Josh’s girlfriend suspects that he’s cheating on her with his sexy roommate Roxy Risingstar, and she’s called him up to berate him about it. As Josh tries to make peace…
Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful boobies. They bounce, and they shake. There’s more than a mouthful, more than…
The My First Porn series is a comical sex-spectacle of Jack directing his first porn movie. Volume 8 is 3 full hours and features Digital Playground contract stars Sophia Santi…
Wanna know what’s Maddie’s idea for hot outdoor fun? Then check out this amazing scene to see her show off her delicious body, beautiful tits, and perfect ass before enjoying…
Shyla Stylez in ‘Brazzers’ – Move get out the way!! (Big Butts Like It Big) Shyla is late for an interview and the City workers have her driveway blocked. She’s…
Petite Scarlett Bloom and redheaded Lacy Lennon are irresistible influencers! They pose on the runway in matching, sexy green outfits, flirtatiously showing off their amazing bodies and blowing kisses to…
Topaz is the prettiest dark dick sucker in this flick. She maintains eye contact whenever possible – but when this clip concludes even she can’t keep her eyes on the…
Sometimes Susie gets really horny working all day as a nurse, so she changes into some more comfortable clothes during her lunch breaks, and follows the doctors to a secret…
Rachel thought she was showing up for a softcore porn shoot today, but just feeling her costar’s massive bulge inside his tight black boxers was enough to make her horny…
Embezzlement: Audree is the boss’s girl but Wesley takes her home from the office anyone. Stealing from your company aint legal, paperclips or girl… it don’t matter what you take….
On a dare, Kylie Nicole breaks into neighborhood tough guy Jordan Ash’s house. But when Jordan comes home and busts her hiding in his pantry, he gives her the fucking…
Riley and Elsa are two horny troublemakers who have been thrown in jail for the night. Their pussies are so wet, but they can’t get any relief with their hands…
Every day Alix broadcasts the morning announcements for her school, but this morning she has to deal with Xander trying to distract her from her duties. He’s determined to play…
What would you do if your office building was on fire and the window was too high to jump out of? That’s right: Fuck! Despite regularly butting heads, office rivals…
Kagney Linn Karter has an ass that won’t quit, and Scott Nails is about to find out firsthand! Kagney Linn’s got a surprise in store when she pulls down her…
After Anya and Gina discuss their boring sex lives, they decide that what they both need is to swap boyfriends, and film it to see how each other’s guys actually…
