Nicolette is quite the sensitive person. So sensitive in fact that she can’t handle skin to skin contact, it’s just way too overwhelming for her! So why did she make…

This Japanese champion just got a sorts-related injury. Her personal trainers determine that her ankles are weak and her thighs are too tight. After a fully nude examination, her coach…

Adriana is out running four miles with her trainer Chad. At the three mile mark Adriana complains that she can’t go on anymore. Chad looks around for a fountain and…

“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 original contract star, Rocki Roads in brand…

Hot Brazilian Marcieli Koltermann wants the famous fashion designer, Mitzy, to make her an outfit for the Rio de Janeiro Carnival. The fake gay takes the opportunity to fuck her.

In an attempt to get some street-cred Candy Apples had each of her tits tattooed. It didn’t work and she still hungered for some respect from the neighborhood. Finally she…

Venezuelan vixen LaSirena69 oils herself up while stripping out of her string bikini, unleashing her huge tits and sweet ass while talking dirty in English and Spanish, telling us how…

The “My First Porn” series is a comical sex-spectacle of Jack directing his first porn movie. Volume 6 features the amazing anal queen, Delilah Strong in a butt scene with…

Last Chance For Ex Sex Luna Star and Victor Ray just broke up, but they have to keep sharing their home for a few weeks. Talk about tension! Especially since…

Although Scott Nails manages to fuck Kendra Spade undetected, their romp was only a sign of things to come because nothing turns Alexis Fawx on more than sending Ricky Johnson…

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…