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…

Karma Rx is a badass babe that is new to getting her asshole stretched on camera. She has always dreamed of being an anal whore, and now she has James…

Amazing Alexis, Eliza’s new stepmom, could not be more confident but Eliza could use a boost! Alexis has been bugging Eliza to lose her virginity forever – might as well…

“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…

What? Blonde girl Emily Right is 18 and doesn’t even know how to bathe? Her new step-milf Katie Morgan undresses her and shows her how it’s done. The stepmom is…

Long and lithe with a nice round ass to boot, Vicki Chase is a demure damsel with a sexy secret- she prefers getting fucked in the ass! Well she’s in…

Five horny teens. 2 sound guys with equipment. 1 contest. 1 winner. Sound familiar? It is. It’s Jack’s Teen America.” Put it in and cast your vote! Jack’s at it…