Alison Rey is the best kind of good girl. The kind you reward with a spanking. She appears before Tim […]
Alison Rey Spanked
Category: Spanking
Charlotte Sartre Stripped Whipped and Fucked
This was NOT a Custom Video. I’ve been wanting to get my Villainous hands on the delightful Charlotte Sartre for […]
Charlotte Sartre Pays a Debt
Gotta love a sexy but clueless little goth girl. Her lesbian girlfriend sent her to the classroom after school, knowing […]
Kira Noir in “Blackmail Backfire”
From a Custom Video: Kira Noir flirts her way into an embrace with her professor then snaps some blackmail photos […]
Blair Williams Punished
From a Custom Video: Amazingly sexy Blair Williams (my Custom Video guys sure do have great taste!) Is sent back […]
Stephie Staar in “School Deal”
Stephie Staar and I have way too much fun shooting together. Here we are in a schoolroom set, her all […]
Tia Cyrus Open Mouthed Doll
From a Custom Video: Tia has been a bad slave. Her Master loaned her out to a friend and she […]
Cherie DeVille in “The Animal”
From a Custom Video: Cherie DeVille is a snobby vindictive boss who fires the (admittedly creepy crazy) janitor. He returns […]
Tia Cyrus & Nikki Delano in “Initiation”
What a perfect pair. Feisty brunette Tia Cyrus in a black dress, her sexbomb sister Nikki Delano in a matching […]
Abbey Rain Bondage Sex
Lithe lovely Abbey Lane is tied up tight, arms in a boxtie, Gunslinger crotchrope around her waist and thighs, waiting […]
Stephie Staar in “Singletail Squirt”
Let me tell you something folks, this Stephie chick loves her work. We got together not that long ago for […]
Lily Lane Forced Orgasm
I keep trying to come up with a clever way to say HOLY FUCK how did I get Lily Lane […]
Kat Dior, Perfect Little Pet
My perfect little pet Kat Dior waits in her birdcage. She sways and writhes slowly in her confinement, wearing only […]
Charlotte Cross Spanking
Charlotte has been bad. We don’t honestly know what she did, or why Tim is so angry with her, but […]
Christina Carter in Spanking Bliss
A Villain isn’t always evil. Sometimes, he’s just an expert hand for a willing ass in need of a good […]
Cupcake Brutalized
Bad slaves are sent to a special place, to be punished and re-trained by a cruel Master. Poor Cupcake kneels […]
20 Years of Villains Life
April 2016 marked my 20th anniversary in Porn! Here’s a compilation of highlights from my glorious career so far. I […]
Sinn Sage Spanked
When Sinn needs a good hard sensual spanking she knows just who to ask. She comes to Tim, dressed in […]
Sinn Sage Abducted
Beautiful Sinn Sage, wearing only a purple silky slip, steps up to the bathroom mirror to preen. Little does she […]
Tia Cyrus in “Caged”
From a 4-part Custom Video: Tia Cyrus kneels in her cage. She was once a free and powerful woman, now […]