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….
Shy Ella has never received a professional massage before, so she asks for a female masseuse. Horny masseuse Jillian wants to introduce Ella to the benefits of mixing milking tables…
Mandy Waters is a physical therapist and her neighbor, Derek, knows this. So Derek stops by Mandy’s place because he needs some help. It seems like he’s always hard. Mandy…
International spy agency, CRISIS, ran by Maxine and her promiscuous alcoholic son, Stryker, save the world with one secret mission at a time. The team consists of sexy secret spy,…
Amia’s in a bit of a predicament. She managed to get her arm stuck in the kitchen sink. When she calls over plumber Keiran Lee, he can’t help but crack…
Famed monster hunter Gerald of Vulvia can’t stay out of trouble. He’s always on the hunt for his three favorite things: money, combat, and – most important of all –…
Sybil is a sweet, conservative MILF, except for the days when she fulfills all her dirtiest fantasies by offering up her ass for Free Anal. Anything goes when you’ve got…
The My First Porn series is a comical sex-spectacle of Jack directing his first porn movie. Volume 9 is over 2 hours and features Teagan Presley in a brand-new, amazingly…
When Kayla Kayden heard that Erik Everhard had a huge cock, she asked him to coach her in his favorite sport lacrosse so that the two could get a little…
The Holdup – Episode 4 Santa Dennis (Scott Nails) is tied up and helpless while burglars, led by his landlady Rochelle, ransack his ex-wife’s house! His girlfriend Jen frees him…
New realtor Stephanie West has made her biggest house sale yet with well-connected businessman Duncan Saint, and she wants to ensure she gets all the referrals she needs from him….
Tyler’s oral presentation has him shaking in his jeans, so his teacher Dava Foxx gives him a little extra advice: "just imagine your audience naked." Taking that old adage to…
“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…
Doctor Shimohei’s campaign to reform the girls of Mitsushi Private School seems to be going well, until an entire class boycotts his lesson! Shimohei and the handpicked students who’ve already…
In this too-hot-to-handle (and, honestly, too wild to miss) barber shop fever dream, Pressure goes to Luna Star’s shop expecting a nice, relaxing shave – what he winds up getting…
Jmac agreed to pick up his best friend for an early morning flight but since he is late, he is welcomed by his friend’s annoying little sister, frisky Arietta Adams….
Rachel RoXXX trabaja para su tío Jeff en un negocio muy flojo. Ella detesta trabajar y permanentemente se roba el trabajo de los demás. Keiran Lee es un hombre de…
Reena is a little skeptical about getting a Reiki massage – if there’s no touching or rubbing, what’s the point? Well, some things are far more powerful than the human…
What Charles Dera, the janitor, can’t seem to understand is that sex continuously gets him into trouble. This time the boss, Niki Wylde, caught him on a hidden security camera…
