You don’t know jack until you’ve seen through his eyes.

Don’t miss Digital Playground’s Exclusive Contract Star, Stoya in her debut boy/girl scene. Jack’s POV 9 is off the hook sex! All the screamin’ hot sex in Digital Playground’s award…

You don’t know Jack until you’ve seen through his eyes. Naughty Teagan – whack it again! Sienna West – Yo Quiero Soft Taco! Jana Cova – Bring it on Jana-101!…

Beautiful BiBi Jones drips her young, sweet juices all over thick rods and long, hard members. She shows off her naughty skills as the youngest new nasty girl. She and…

When Jack puts his mind to something, the filthy possibilities are endless! In Jack’s Playground: Asian Adventure, Jack rounds up the most kinky, exotic Asians to give him a happy…

When Jack puts his mind to something, the filthy possibilities are endless! In Jack’s Playground: Asian Adventure 2, Jack rounds up the most exotic Asians he can find for a…

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 to bend over for him. These…

You don’t know Jack until you’ve seen it like this! All the screamin’ hot sex in Digital Playground’s award winning Jack’s Playground series are now shot in POV perspective for…

All the screamin’ hot sex in Digital Playground’s award winning Jack’s Playground series are now shot in POV perspective for your ultimate enjoyment. In Jack’s new POV Playground, YOU will…

All the screamin’ hot sex in Digital Playground’s award winning Jack’s Playground series are now shot in POV perspective for your ultimate enjoyment. In Jack’s POV Playground, YOU will get…

Save the best for last! Jack says dee cups will surely keep you up!

All the screamin’ hot sex in Digital Playground’s award winning Jack’s Playground series are now shot in POV perspective for your ultimate enjoyment. In Jack’s POV Playground, YOU will get…

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 because these young hotties were…

John Leslie focuses his perverted eye on the world of the three-way in five smokin’ scenes! Check out mocha goddesses Adriena and Kapri Styles teaming up on Mr. Pete, or…

If sex is your disease, she is the antidote! Fuck my pussy! Cock sucking hospital staff! Sex that makes me drool!

A Modern Day Fairy Tale They Did a Lot More Than Go Up a Hill! Kira is looking for love in all the wrong ads. Dating services, internet, newspapers, all…

“Amanda Bryant – My niece came by demanding I give her the BJ part in a scene. Well, you can’t just send someone out to do a job taking their…

Uncle Jack Is Always There For His Nieces!

Booty Jackin’

I might like getting a blow job or sticking my cock deep in your snatch, but when I want to finish I want your hand wrapped firmly around my shaft….

Blu-Ray Version. 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…

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…

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…

Jack’s back and he’s on the prowl for some new slutty girls ready to get raunchy on camera. Join the adventure as he devours and conquers each one of their…

Got Long Legs? Just Wait Until It Opens! Jack’s casting again! This time he’s looking for leg models… sexy, leggy vixens who want to be in fresh, up and coming…

Jack’s POV 13 With its unique camera work, Jack’s POV 13 brings viewers into the action and face to face with the lovely Stoya. Jack’s POV 13 puts anyone in…

When Jack puts his mind to something, the filthy possibilities are endless! In JACK`S ASIAN ADVENTURE 3, Jack rounds up the most exotic Asians he can find for a wild…

Jack’s POV 5

When they go to see Jack or one of his friends, they know what to expect but they don’t know what will happen… They know they will be on their…

Facials, creampies, natural tits, and five hot anal scenes… this one has it all. If you like your sex ass-up and wall to wall, this is your DVD. It’s the…

Starring Chanell Heart! Includes Bonus Scene! Booty Jackin’! All Black! Sweet Buns! Nasty Lil’ Mama! Big Butts! Huge Dicks!

Special Jack Napier Benefit DVD All Proceeds From The Sale Of This DVD Go To Help Jack Napier’s Recovery And Medical Expenses These horny girls give their all for Dog…

Category: All Sex, P.O.V., Big Natural Breasts Starring: Giselle Palmer, Stella Cox, Lena Paul, Nicole Love, Anissa Kate, Valentina Nappi, Ella Knox, Darcia Lee, Alyssia Kent, Josephine Jackson, Antonia Sainz,…

1.5 seconds will be deducted from your Pay-Per-Minute time for every second watched.Premium PPM allows us to bring you the best Adult content from the hottest studios.Flotte Dreier in der…

18-Year-Old Blonde Submission, Bondage & DisciplineThis is the very first bondage video for Blondie, a blonde teenager from Maryland. After watching a Rick Savage movie, Blondie’s boyfriend tells her it…

Rick Savage Redhead Bondage & Submission 2Elektra, a redhead Russian secretary from Philadelphia confesses that she is turned on by the abusive treatment she receives from her boss at work….

Purzel Video 272 – Anal Qual Nr. 12Episode 12 of Anal-Qual, the amateur anal series featuring sexy German woman taking it hard up the ass. Scene one features a writhe,…

Carmen McCarthy Teen Jerk Off Encouragement PantyhoseFirst time wet dream teen 18 year old Carmen McCarthy does her best to get you off. She strokes her slender legs encased in…

Best Friends 5 (Filly Films)Mila Jade and Amanda Lanes are strippers and best friends; they’re getting ready to go to a new club. Amanda is taking selfies and this leads…

Kat Amateur Teen Jerk Off Encouragement Non Nude Pantyhose 2Scene One: 19 year old tease Kat is back as she gives you shots up her short skirt at her round…