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…
Lady Dee spent a quiet afternoon in her hotel room while her lover was at a business conference. She took out her massive dildo to occupy her time but decided…
Danny D overhears his sister and her friend, Amber Nevada, having a sex talk. Big booty Amber, having just lost her virginity, realizes that she’s a real nympho and loves…
Nina was just minding her own business by the pool when Keiran and his buddy started filming her. Unable to hear their creepy comments because of her headphones, she agreed…
Samantha takes her job very seriously. Her boss and his wife expect nothing but the best when it comes to cleaning – and fucking. Samantha always keeps the house squeaky…
Diamond Jackson and Nikki Benz are enjoying a friendly tennis game when suddenly they’re approached by a ball boy, Jordi El Nino Polla. Jordi tries every excuse and chance he…
Alex Chance is barely legal, but this brunette comes stacked in all the right places! Her huge tits are begging to escape the red lingerie she’s wearing, so her perfect…
As soon as cute brunette teen Alisha leaves the room, her hot blonde stepmother Elen challenges her stepdaughter’s hunky boyfriend Kristof to a game of poker. The sexy MILF doesn’t…
Jack’s Playground 33, features Digital Playground’s one and only insatiable and sexy Devon. She’s eager to make the music video cut and demonstrates her distinct talents on Scott Nails’ throbbing…
Don’t miss this all-star cast that includes Hannah Harper, Lacey Maguire, Annette Schwarz, Rachel Roxxx & Britney Stevens in a very personal, off the hook sexual experience! All the screamin’…
A czech girl, Alia Star has an audition with Pierre Woodman. She will answer general questions about her life and sexual fantasies and experience. Then Alia Star will undress to…
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….
Its time this cute student got her pussy stretched open by her adoring teacher. Her grades have been fine, but he’s looking to get a bit closer to his star…
Peta Jensen has made an appointment at an underground black market spa and she has no idea what to expect. Luckily for her, she’s in for the fucking of a…
A girls night in leads to something way more passionate when Zazie Skymm decides she’s bored. She begins playing footsies with Bonnie Dolce, who is all smiles and giggles. When…
She feels like a superstar because they bothered to buy her a special costume to wear for their group fuck — it seems she didn’t know they paid $3.99 for…
The fierce Porsha Carrera has one of these hard-to-resist booties, and this time, the lucky Jax Slayher gets to have a taste of it. After the hungry Porsha deep throats…
After Eva Lovia’s girlfriend Abigail Mac left her just so she could get some dick, Eva thought they were through for good. But when Abigail came crawling back, she let…
Alura Jenson is particularly horny and she’s craving something new: anal sex! Only, her husband is rushing off to work and doesn’t have the time of day to fuck his…
