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…

When a patient came in complaining about her husband’s big cock breaking her vagina, Dr. Jessa Rhodes had to see for herself what all the fuss was about. Telling him…

College girl Lola Heart is horny, so she puts herself face down, ass up on the kitchen island and waits for her roommate Jordi El Nino Polla to offer him…

Favors always pay off! This sexy young thing had a flat tire, but her ass in those shorts was plump as could be! I gave her a lift home and…

Blonde teen Ashley Alexander is trying on her cosplay and hooking up with her boyfriend Kai Jaxon in her room… or trying to! But the sound of her new stepmom,…

Dr. Kira Noir is assigned with treating rowdy prison inmate Scott Nails. Scott can’t believe his eyes upon seeing such a sexy doctor – it’s his lucky day! Scott is…

Welcome to History 101 at Brazzers University, where the lectures are long and titties are big. In today’s class, Rina Ellis learns about Cleopatra. When she discovers that the Egyptian…

Ass parade always brings you the best top of line booty and this time around it is no different. We have the amazing Kelsey Kane with us today. She has…

Sweet, dreamy Cassidy Klein loves to dance around her room in skimpy clothes, listening to her favorite tunes–but not as much as she loves it when her stepmother, Farrah Dahl,…

Uploaded: 2024.02.05 2024 Show more…

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….

It’s been years since I saw my stepmother’s best friends. They came home to visit us. My mother was not here and they took the opportunity to seduce me. I…