The sexy Dr. Andrews gives us a hot doctoradventures scene. She had no patience for this patient and showed no mercy even though he was subjected to a wheelchair. She…
When Ariana’s stepmother, India, catches her having phone sex with her boyfriend, Xander, India decides that Ariana needs to be punished. This horny housewife can’t keep her hands off Xander…
Does Johnny really think his girlfriend Rhylee Richards is some kind of prude? That’s definitely how it came across when he gave her such a slutty piece of camo lingerie…
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…
Mia Split is training client Alberto Blanco, and her athletic gear says it’s going to be quite the workout! But they’re not getting their sweat on in the way that…
With five lovely ladies competing for the same title, which girl will take the honors? Will Brooke or Jamie get to deliver their acceptance speech? Did Jack vote for one…
Sexy busty teacher Anna Bell Peaks hands out books for her students to read. When Anna Bell catches Van Wylde staring at her tits instead of keeping his focus on…
Gianna Gem is a cutie that can’t wait to show off her body in public! She wears a tight maxi dress and exposes her tight titties for everyone in public!…
Ohana Petite is texting obnoxiously while her tutor Michael Fly tries to help her learn. Eventually Michael relents and lets Ohana take a break. He goes to the fridge and…
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…
Daphne Klyde is not ashamed to admit that she’s a slut. Sure she is amazingly hot and sophisticated to boot, but she has an insatiable sex drive and gets the…
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….
Two busty blondes by the pool notice a young pool boy who can oil their hot bodies. Once in the showers, things turn into a steamy threesome as Devon rides…
Red-haired Cali girl Diabeticoochie knows just what she wants when she knocks on the door and pulls out her big, pierced tits for admission to the Cum Fiesta. This hottie…
Jane Wilde is a smoking hot fuck toy that has the thickest bush covering her amazing wet pussy. She gets oiled up and extra juicy for you and plays with…
Have you ever wanted to go behind the scenes on a porn set? Well this is your opportunity to see what goes on behind closed doors before the action begins,…
Allie Addison is all dressed up to go out with her friends. Her stepbrother, Rion King, tells her that she has to finish her chores before she leaves. Instead of…
Electra Rayne loves to play video games and live stream to level up her stats and connect with fans. She wants to get freaky naughty while she is gaming…and has…
Kennedy Kressler is an outgoing blondie who isn’t afraid to flash her tiny titties in a public park. They stop to get a caricature drawn and her pussy is exposed…
“Deeper 3” is beautiful, erotic and cinematic homage to the greatest horror movies ever made. Starring Digital Playground’s contract superstar, Jesse Jane® in 2 twisted and mind-blowing fuck scenes, Deeper…
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…
After a fight, sometimes it can feel impossible to bridge the gap, but although her boyfriend rebuffs her attempts, Lily resolves to keep trying. When rubbing Xander’s shoulders still won’t…
Harmony Wonder has always wanted to put on a naughty show for a peeping Tom then invite him in to fuck her. She can’t contain her excitement as he watches…
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….
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….
