Hot Babes, Bangin’ Sex, And Nasty Jack… Jack’s Playground 31, the superstar edition, stars the lovely Jana Cova in two delectable scenes, Devon in all her naked splendor and DP’s…
Melissa Stratton Fucks Manuel For Round 3 After Yoga These two have such amazing chemistry. Melissa was all hot and sweaty from the gym, and Manuel has been on a…
Round Mound of Ass 4 Round Mound of Ass 4 features big booty hotties Kimber Winters, Cayden Moore, Mia Lelani, Cassidy Clay, Sarah Vandella, and Ashli Orion! These horny big…
Round Mound of Ass 3 Nine juicy asses craving some hard cock. These horny big butt babes suck cock and see their big bouncy asses swallow dicks as they fuck…
Round Mound of Ass 6 Six juicy asses craving some hard cock…what could possibly be better than that? These horny big butt sluts suck cock like it’s what they eat…
Fast and furious. The need a deep, hard drilling and power fucking is the only way to go! Beautiful Jesse Jane and sultry, sexy Stoya gear up for an explosive…
Screwing Around The Family Brothers, fathers, mothers, sisters, cousins, nieces, uncles, aunts and of course grandparents…. This whole family is screwing around! . Scene 1 – Duration: 28 min Scene…
Round Butt Sluts #3 Lots of round asses getting packed with hard cock! This flick has sexy sluts who love to suck the cum right out of their studs big…
Underground Idol Maika Maika is a really cut girl. But she doesn’t have confidence in herself. So she became an idol to change herself. But when it comes to work,…
Pass Around Wives ** Pass Around Wives Vol 1 E1**: Tonight’s Chad’s (Chad Alva) big league tournament final and his wife (Natasha Nice), knows how to celebrate in victory or…
Ride The Curves With Reckless Abandon Jack is really busy casting for music videos and he’s scored some super fine ass for volume 38. Digital Playground’s amazing contract super stars…
Real girls uncensored. Jack is really busy casting for music videos and now he’s landed Digital Playground’s super fine contract star, Jesse Jane. She fucks Ben English every which way…
The Comedy is in the Commentary 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…
Jack’s Playground: Leg Show 4 The camera starts at her petite ankle and slowly travels up the milky skin of her calve and around her toned hamstring on a journey…
Jack’s Playground: Big Ass Show 9 Jack’s busy in his playground casting big-ass babes for leading roles in his “music videos”. This time he gets Alexis Texas and Shyla Stylez…
A FantASStic Show Jack’s Big Ass Show is back with another episode, and although Jack isn’t getting anything once again it seems like where ever he goes there’s girls with…
Jack’s Playground: Big Ass Show 4 Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful butts. They bounce, they roll and they…
Jack’s Playground: Big Ass Show 2 Jack’s busy in his playground casting big-ass babes for leading roles in his yet-to-be-seen music videos. The delicious girls will do anything for stardom….
“Eastside Connection” Starring Digital Playground’s newest sensation, Shay Jordan and an entire cast of young, gorgeous, almond eyed beauties, Jack’s Asian Adventure will please your pallet. Jack uses the tried…
Jack’s Playground: Asian Adventure 4 Digital Playground’s Asian sensation, Shay Jordan is back for more… with a cast of eager-to-please, exotic nymphs, Jack’s Playground: Asian Adventure 4 will surely satiate…
In the desert, no one can hear you scream. Each year, students from the local colleges congregate at this deserted motel to blow off steam from finals with hedonistic partying…
Whorin’ Round the House Real People, real sex. This hot wife loves to be her hubby’s dirty little whore. These sluts enjoy Whorin’ Round The House. . Whorin’ Round the…
Tremendous Latina Blondie Fesser Fucking Only in the Ass with Her Round Ass Few scenes can be seen in our country with a purely “made in the USA” style, and…
Round The Back Sometimes it’s all about the ass. Get ready for over 7 hours and 40 minutes of hardcore ass pounding. Featuring Jessie Rogers, Ashli Orion, Alanah Rae, Sadie…
Round White Asses Get lost in some round white asses with this exquisite selection of hot girls. There’s no better way to appreciate a bubble butt than to squeeze your…
Includes 2 bonus scenes! 2013 AVN Award Nominee for Best POV Release. 2013 AVN Award Nominee for Best POV Series. It’s pound the round time again and we’re on a…
Pound The Round P.O.V. #7 2011 AVN Award Nominee for Best Big Butt Series. We hope you’re ready, because you’re about to witness over three hours of serious pussy and…
Pound The Round P.O.V. #8 This item comes in a sleeve. All you lovers of fine booties…unite. It’s pound the round time again, and we’re about to take you on…
Pound The Round P.O.V. #6 Get ready for the plump round asses of Sadie West, Bridgette B, Capri Cavalli, Gracie Glam, and Katie St Ives. All these girls are dripping…
Plump Round Rumps When they start shakin’ their rumps, the whole block begins to bump. And that’s because we’ve got the nicest asses in the business doin’ the melon dance…
She’s on the fly. Erik Everhard and Scott Nails are sneaky, perverted gym rats who have a dirty, lusty contest going; scamming on hot girls who come to work out….
Save the best for last. In the ninth installment of Jack’s Big Tit Show, Jack is on the hunt for big, beautiful boobies, using his trusty music video ploy to…
Jack’s Playground: Big Tit Show 6 Call Jack “The Titty Hunter”. He’s hunting for trophy titties, and will only settle for his favorites; big, beautiful boobies. They bounce, and they…
The One and Only 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…
Jack’s Playground: Big Tit Show 4 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…
Jack’s Playground: Big Tit Show 7 Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful butts. They bounce, they roll and they…
