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 Teagan Presley and Lacie Heart join…

Johnny Sins is the best dick in town, in more ways than one, so it’s understandable that sometimes he attracts the wrong kind of attention. When Chanel Preston walks into…

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….

Fisherman Tony is walking the shore when he spots the most beautiful woman he’s ever seen, her legs caught in a fishing net. He knows the folklore about sirens luring…

Shot entirely on HD, Teagan: Sexual Freak 2 features Teagan Presley in perfect splendor and original, real-time audio. She maintains full control as she dominates and seduces her eager lover….

Alison Tyler has been away from home at a conference, and all the stress is starting to get to her. Ready to unwind for the evening, she orders herself a…

Jenna Ashley has come to see her boss Eva Angelina to complain about being harassed by her male co-workers. Unfortunately for Jenna, nothing pisses of Eva more than a whiner…

WOW! Look at Milan! This busty blonde milf is so hot! In this scene, this big titted milf called two young men to move her couches. As they came in,…

Wholesome Kira Noir just wants to live in a tidy home, but her punk rock roommate, Mikey Star, makes that difficult! She leaves dirty clothes everywhere, a mess in the…

When Jenna discovers her boyfriend cheating on her, she doesn’t get mad, she gets even. Turning the tables on the cheating bum, Jenna sneakily contacts his mistress Dillion and has…

For bored businessman Charlie Dean, it was another tiresome day at the office, until a blonde temptress in high heels and stockings strutted in! Karol Lilien was there to meet…

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 casting again! This time he’s looking for leg models… sexy, leggy vixens who want to be in fresh, up and coming music videos. In volume 3, Digital Playground’s contract…

We find the sexy Isabella Nice in the middle of a casual workout and twerking routine. She thinks she has the place to herself, but horny Xander Corvus comes in…

Who wouldn’t want to get wet with the gorgeous Penny Pax? The smoking hot redhead drenches herself in oil, teases through bubbles and gets her ass and pussy pounded while…

AJ Applegate has been a bad girl at school and is sentenced to detention. But this is no ordinary detention, this is for the girl’s who have been really naughty….

It was a sweltering night at the office of music producer Max Deeds, but no one was hotter than his executive assistant Julia De Lucia. Of course, it wasn’t just…

Lady Dee spent a quiet afternoon in her hotel room while her lover was at a business conference. She took out her massive dildo to occupy her time but decided…

Renee Pornero chokes down dick as fast as she can but no matter how quick she snarfs it down she can not possibly get all the way to the base…

Cali Carter is a hot babe that is feeling horny with all this time spent home alone. She brings out all her fun toys and preps her pussy for her…

The insatiable Veronica Rodriguez, with her tight body and even tighter pussy, lies out on Bill Bailey’s dirty masseur table. With her fantastic ass and tasty tits nice and oiled…

It’s not Easter without anal! Bridgette B is eager to hop on to some cock and be the fuck bunny of your wildest dreams!

In Part 4 of Participant Observation, adorable Evelyn Claire arrives home to find yet another note from Sabina – this time with another address. Evelyn resists at first, trying to…

It cums a time when every cute little Asian girl must drink the creampie that gushes out of her ass. These two men are kind enough to supply a glass…

Mr. Calhoun should count himself lucky to have an assistant like Samantha Rone around to help. When she noticed he was having trouble with the fit of his clothes, she…

Stunning Phoenix Marie has set up the perfect brunch for herself and her partner — only he’s a no-show and, well, this bombshell is going to live up to that…

Aussie knockouts Angela White and Savanna Bond’s big tits and asses can barely be contained by their white bikinis, and they quickly struggle to contain themselves, wanting to dive deep…

Pussykat is an international business woman that has made one too many under the table deals. Now she’s under interrogation but the tables turn when the cop helps her escape!…

Michelle Anderson has a laugh when she catches Jimmy Michaels humping a pillow, and she pulls out her phone to record the oddly intriguing sight. Not long after, however, curiosity…

It’s no secret that Corinna is passionate about nature. She spends most of her time traipsing around the woodlands, communing with the local flora. The only thing she enjoys more…