Archive | Singletail

Lauren Phillips Fuckdoll

Lauren Phillips is one spectacularly sexy woman. She has curves in all the right places, a dazzling devious fun loving […]

Riley Reyes Abducted

The very first time I worked with Riley Reyes! She dressed in a lovely silk robe and gown, I snuck […]

Tia Cyrus and the Training Hood

Yet another custom video from one of my awesome benefactors: Tia Cyrus’s continuing story of sexual slavery, complete with chains, […]

Cupcake Brutalized

Bad slaves are sent to a special place, to be punished and re-trained by a cruel Master. Poor Cupcake kneels […]

Jessica Jaymes in “Master’s Rage”

Four part series from a Custom Video: The continuing story of Slave Jessica Jaymes’s training at the hands of her […]

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 […]

Jessica Jaymes Broken

From a Custom Video: This is the 5th time I’ve worked with Jessica Jaymes and I swear to GOD she […]

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 […]

Jessica Jaymes Humiliated

From a 4-part Custom Video: The continuing story of Jessica Jaymes, once powerful District Attorney, now the kept property of […]

Jessica Jaymes Totally Fucked

From a Custom Video: The torments of Jessica Jaymes, once a powerful district attorney, now broken sex slave, continue. She […]

Kiki D’Aire Humiliated

From a Custom Video – Part 1 of 9: Kiki is done with her business meetings and ready to relax […]

Tia Cyrus Punished

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

Jessica Jaymes Learns a Lesson

From a Custom Video: This is actually a sequel to my first Jessica Jaymes Custom. She is now a bought […]

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 […]

Nicki Hunter “Body and Soul”

In co-production with Severe Society comes the next in our “Devil’s Workshop” series! I’m so very proud to get to […]

Ela Darling Abducted and Tormented

From a Custom Video: Ela Darling is getting ready for a hot date. She finishes touching up her make-up in […]

Darla Crane Stabbed to Death

It is always an honor to work with the legendary Darla Crane. She is in this Villain’s mind still the […]

Nicki Hunter Housepet

Final chapter of a Custom Video: I paid good money for my own house-slave and I’m going to use her […]

Amber Rayne Hot Wax

Amber Rayne is still one of my all-time favorites. She has it all, looks, flexibility, super-high pain tolerance, professionalism, she’s […]

Breaking Nicki Hunter

Custom Video continued: I won an auction from some guy named ProVillain and now I have my very own Nicki […]

Jay Taylor Playdate

From a Custom Video: Jay Taylor was a little nervous about a BDSM playdate but I promised to be gentle. […]

Sarah Blake Slave Training

Investigative reporter Sarah Blake scores an interview with the infamous ProVillain but she gets more than she bargained for. He […]

Isobel Wren Tortured

From a Custom Video: Isobel Wren strolls down a hall, all long legs and sexy curves. An intruder grabs her […]

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 […]

Jessie Parker Snatched and Shocked

From a Custom Video: Adorable teen Jessie Parker is minding her own business when she’s grabbed from behind. A chloroform […]

Mika Tan, Assaulted Analyst

From a Custom Video: Mika Tan the Psychiatrist works up a profile on Tim Woodman. She thinks he is delirious […]

One Sick Joke

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

Ariel X Worked Over

From a Custom Video: Ariel X in three awesome scenes! Spreadeagle bound & gagged & flogged, kneeling for a singletail, […]

Daneille Delaunay Marked Up

From a Custom Video: Danielle wanders into my lair for some unknown reason (she IS blonde…) I grab her, chloroform […]

Heather Vahn, Obedient Fucktoy

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

Angel Dark in The Judge’s Wife

From a Custom Video: Angel Dark plays the trophy wife of a Judge who tried to take on the Slave […]

Star Bound to Orgasm

Lovely Star sits bound and gagged, waiting for her Master. He fondles her, strips her shirt open, and starts to […]

Jade Indica Suspended

Wanna see how it’s done? Here’s a great set, half action, half behind scenes, you get it all! Jade is […]

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 […]

Diana Prince Interrogated

Poor Diana Prince got captured. I’m going to cut her dress off her with a BIG knife, threaten her, grope […]

Ela Darling Twice Dead

My first and definitely not last time working with Ela Darling we managed to do not one but TWO murder […]

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 […]

Madison Scott Snared

Sexy Supermodel Madison Scott thinks she’s too good for Tim, but he breaks into her apartment and forces her to […]

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 […]

Ashley Renee, Agent’s Victim

Ashley is reading at home when a masked man enters, ties her up at gunpoint, then slashes her clothes away […]

Caroline Pierce What NOT To DO

Caroline Pierce offers these safety tips: If you have an angry ex-boyfriend, DO NOT go to your car alone! DO […]

Claire Adams Whipped and Whapped

Okay, you’ve got Claire Adams tied up in your dungeon. Do you use the purple sharp-tipped flogger, the leather-wrapped dragon-tongue, […]

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 […]

Pandora Jones Tied Up and Whipped

Sweet and Simple, Pandora is naked, tied spread-eagle, face down, gagged with a rope pulled high overhead, then gets a […]

Mika Tan, Villain’s Apprentice

Mika is set to interrogate her prisoner, but it seems she got away! Now she has to face the Villain’s […]