Archive | Spanking

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 […]

Chanel Preston Pleasure and Pain

Chanel Preston kneels in her leather slave straps, in perfect Present Position. Her Master comes in and is pleased. He […]

Cupcake and Star Whipped

Just a lovely little clip of two perfect bottoms in consensual BDSM play. Cupcake loves to wear her Vampire Cuffs […]

Alessandra Noir Cheerleader Punished

4 part series from a Custom Video: Part 1 of 4 – Alessandra Noir can’t make cheerleader practice, she is […]

Tia Cyrus Punished

From a Custom Video: Part 1 Tia Cyrus hires a private detective to blackmail her husband. Little does she realize […]

Cupcake Does Her Homework

Bratty little Cupcake doesn’t want to do her homework, but Daddy knows how to motivate. He slaps her curvy little […]

Jay Taylor and Paisley Parker Spanked

Jay Taylor and Paisley Parker lay on a table, asses in the air, while Tim ties them down. There are […]

Paisley Parker Double Dommed

I love working (read that ‘fooling around’) with Jay Taylor. Even better I love it when she brings me a […]

Amber Rayne Whipped

Amber and I had some spare time left at the end of a shoot and decided to essentially record a […]

Jay Taylor, Rough Rocker

Just some fun goofing around with my good friend and fuck buddy Jay Taylor: She plays the bored horny groupie, […]

Marie McCray Pays the Rent

From a Custom Video: Marie McCray is 4 months behind on her rent and Tim knows just how she can […]

Holly West Sextoy

From a Custom Video: Holly West is a young struggling model who thinks she’s landed a sweet gig in a […]

Amber Rayne, Abducted Attorney

Another Custom Video, but hey, ANY chance to work with Amber I’ll take it! – Amber Rayne thinks she can […]

Holly West, Extended Training

Another repeat-business Custom Video: Holly West is Tim’s captured slave, but she fails to please him so it’s time for […]

Heather Vahn, Open-Mouthed Doll

Repeat business from a Custom Video customer. Guess I’m doing something right… more like Heather Vahn is. She plays the […]

Tiffany Star Taken

From a Custom Video: Tiffany Star is a Senator’s daughter or something, I don’t know, who cares. Anyway, I get […]

Tiffany Star’s Bad Day

From a GREAT Custom Video, 3 stories: Tiffany mouths off to the Principal, and gets a harsh spanking for punishment. […]

One Sick Joke

Joker and Poison Ivy trap Batgirl and fondle her. Batgirl gets away & ties up Ivy. TwoFace catches them both […]

Heather Vahn, Obedient Fucktoy

From a Custom Video: Heather Vahn wants to be my slave, so she mails herself to me in a box. […]

Nicole Oring Punished

Sexy Secretary Nicole Oring thought she could steal from my company… she soon learns a painful price! She gets panked, […]

Jessica Jaymes Busted

Jessica Jaymes plays the stuck-up DA, determined to break up Tim’s slave ring. Tim catches her, sticking a gun in […]

Mika Tan Journalist in Jeopardy

Mika Tan thinks she can break into my Evil Lair and expose my slave-ring??? I’ll show her a thing or […]

Mika Tan Military Molestation

Mika Tan tied to a bed, clothes torn, getting spanked, flogged, whipped, groped and pinched… and made to swallow my […]

Raylene Gets Grabbed

Raylene gets home from work and is instantly grabbed and tied down! Turns out it is a co-worker who wants […]

Play Date with Amber Rayne

When I got the chance to work with Amber Rayne I was delighted, but when she saw my ropes and […]

Lana Violet Blackmailed

Lana Violet is a smartass little thing, all attitude as she comes into my office. But she changes her tune […]

Brooke Scott Gets Caught

Adorable Brooke Scott knocks on the wrong door when she has car trouble, and gets abducted by an axe-wielding monster. […]

Ten Amorette Spanked and Whipped

Ten Amorette puts on a cocktail dress for us and plays a saucy waitress who offends the club owner and […]

Jessica Bangkok Lapdance Gone Bad

Jessica really wants to dance in Tim’s stripclub so she gives him a lapdance, but when she spills his drink […]