Archive | Rape

Pepper Hart in “Roulette”

Pepper sleeps safe and sound in her bedroom until an Intruder breaks in. He takes a moment to fondle her […]

Nikki Delano & Tia Cyrus Sister Slaves 2

Custom Video sequel: Tia Cyrus and Nikki Delano are still slaves to the mighty Beast. They endure horrible torments including […]

Abbey Rain in “After School Special”

The uptight straight-laced straight-A student always has a secret, doesn’t she? In this case meet Abbey Rain, perfect student by […]

Nikki Delano & Tia Cyrus, Sister Slaves!

I don’t even know where to start with this one. It’s a Custom Video, and one of the most amazing […]

Alyssa Lynn Spreadeagled & Straitjacket Fucked

From a 3-part Custom Video: Alyssa Lynn has been brought to a very special clinic after she was arrested at […]

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, […]

Kat Dior Double Crossed

I saved up my Villainous profits just so I could work with this girl. This is NOT a custom video, […]

Tia Cyrus Trained

Yet another awesome Custom Video featuring the amazing Tia Cyrus: Master is never satisfied with slave Tia’s performance and he […]

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 […]

Cupcake in Kitchen K.O.

Lovely Cupcake is in her vintage lingerie, preparing for a romantic evening. While she cleans up in the kitchen her […]

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 […]

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 […]

Stacy Burke Ravished

From a Custom Video: Remastered re-released footage of the lovely legendary Stacy Burke! In part 1 we see Stacy in […]

Jessica Jaymes Humiliated

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

Chanel Preston Raped

Gorgeous Chanel Preston is hosting a dinner party. She steps away for only a moment, into the restroom to freshen […]

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 […]

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 […]

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 […]

Amber Rayne Overpowered

From a Custom Video starring my good friend Amber Rayne: In this one she plays a gung-ho detective, perhaps a […]

Cupcake Finds a Gun

Cupcake can’t sleep. She wanders into Daddy’s room but he’s not there. She tries to get comfy on his bed […]

Cupcake Sinclair in “Housekeeping!”

Presenting the Internet Porn debut footage of our very own Cupcake Sinclair! She starts her performance off with a bang, […]

Faye Reagan, No Choice

This is the last content I ever shot with Faye Reagan. She played a cheating housewife, and I get to […]

Alex Chance, Abducted Sextoy

From a Custom Video: Alex Chance uses her charm and her big tits to get through life… until a seemingly […]

Caroline Pierce, Vampire’s Prey!

Drawn by a mysterious call, Caroline Pierce is confronted by a frightful intruder. She doesn’t want to invite him in, […]

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 […]

Holly West Helpless

From a Custom Video: I have Holly West tied up and helpless on my sofa, AND I have her husband […]

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 […]

Alex Chance and the Professor

From a 2-part Custom Video: Part 1 – Alex thinks she can flirt her way out of a bad grade […]

Lexi Belle, Pleasure Slave

From a Custom Video: What can be better than opening a shipping crate and finding your very own Lexi Belle […]

Mika Tan Sextoy

From a Custom Video: Mika Tan answers a call for a private stripper show. Predictably, it doesn’t go as planned… […]

Amber Rayne, Abducted Attorney

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

Lana Violet Kidnapped

From a Custom Video: Lana Violet steps into the bathroom and is attacked by a Villain with a knife! She […]

Lara Brookes Learns a Lesson

Another Custom Video, from my favorite customer: Lara Brookes comes to Tim for advice about boys. He gladly teaches 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 […]

Hope Howell Kidnapped and Trained

From a Custom Video: Young, petite Hope joins Tim’s bevy of kidnapped pleasure slaves. He carries her in, bound and […]

Lexi Belle in Secretary’s Choice

From a Custom Video: Lexi got caught with her hand in the company cookie jar. Guess where I’m going to […]

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 […]

Nicki Hunter and Britney Amber Choked and Raped

From a Custom Video: Nicki and Britney dressed in sexy skimpy French Maid costumes tease and taunt a little too […]

Mika Tan, Assaulted Analyst

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

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. […]

Alex Chance Home Alone

New Bride Alex Chance gets stood up by her busy husband again. Lucky for her there’s a masked intruder in […]

MinxGrrl in Stripper Ravished

When Minx saw Tim in the stripper bar, she knew she just HAD to give him a lapdance and a […]

Nicole Oring’s Nightmare

Nicole Oring is as knockout flatout fucking gorgeous as any woman I’ve worked with. When I got the chance to […]

Tyler Faith Rich Bitch Raped

Tyler Faith (who is in real life a total sweetie) plays a rich bitch who ends up in an empty […]

Jessie Parker, Blackmailed Babysitter

I caught Jessie lifting cash out of my wallet. Looks like she’s going to have to pay me back the […]

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 […]

Nicole Oring Punished

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

Awakening the Ancient One

My very own live action tentacle-rape Lovecraft/Cthulu style Horror porn! Aiden Starr joins me in the bizarre Ritual we perform […]

Asa Akira Ravished

I knew I needed to hire Asa as soon as I met her, and I saved up to produce this […]

Faye Reagan’s Nightmare

If you’re gonna hire Faye Reagan you’d better go all out and make it MEMORABLE! So I got a full […]

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 […]

Faye Reagan Snatched, Stripped and Fucked

Now HERE’s a story I can get behind! Masked Intruder breaks into lovely model’s house, holds her down, strips her, […]

Tyler Faith, Ravished Rockstar

Legendary Pornstar Tyler Faith as a rockstar gets attacked by a crazy fan/stalker! He chloroforms her, ties her up, whips […]

Faye Reagan Schoolgirl Scandal

Faye goes to a photographer to get some modeling shots, but she doesn’t tell anybody where she’s gone. Once the […]

Madison Scott Snared

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

Stacy Burke Trouble Sleeping

Poor Stacy is having trouble sleeping. She takes several dozen pills and with a comic eye-crossing wobble, she’s out like […]

Jade Indica Working Late

From a Custom Video: Jade Indica is working late at the office and gets distracted by her own beauty in […]

Holly West Secretary Slave

Holly West is just a cute secretary at Tim’s firm, until she catches his eye. He handcuffs her at gunpoint, […]

Rachel Roxxx Super Battle

Bubbly Cheerleader Rachel gets attacked & chloroformed by a Villain. He is about to carry her away when she awakens […]

Lana Violet Blackmailed

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

Tyler Faith in Rough Therapy

What happens when a well-intentioned and large-breasted therapist thinks she can cure a Villain of his evil ways? Well DUH […]

Diana Prince in Training The Boss

Diana Prince thinks she’s been hired to take over the company and fire Tim, but she soon finds out she’s […]

Riley Evans Office Slave

Riley uses her tits to get her way around the office, but all that’s about to change. Tim is working […]

Aimee Addison, Executive Slave

From a Custom Video: Aimee Addison used her looks and charm to get promoted past the guys at work, but […]

Rachel Roxxx Ravished Bride

Rachel admires herself before the mirror, then smells the lovely flowers somebody left. The chemical works right away, and she […]

Krissy Lynn Dreams of the Ravisher

Porn Superstar Krissy Lynn joins the cast, and has her own super-hot dreams of the Ravisher. In her first dream, […]

Stacy Burke Dreams of the Ravisher

Fetish Dream-Girl Stacy Burke gets to enjoy her own Dream of the Ravisher! This set is only a teaser, but […]

Dorothy Laine in Ravisher Returns

Dorothy’s dreams return, and the Ravisher chloroforms her, ties her up, and forces his cock down her pretty throat, then […]

Amber Michaels in Biker Babe Bound

Amber Michaels as the Biker Babe, caught, stripped at knife-point, tied up, spanked, whipped on ass and tits, then (softcore) […]

Dorothy Laine Dreams of the Ravisher

Dorothy keeps having these dreams… in this one she comes home from work in a pretty suit, but a burglar […]

Lana Violet Sells Her Cookies

Lana Violet is selling cookies for a field trip, when her neighbor Tim invites her inside so he can get […]

Caroline Pierce, Bedroom Break-in

Okay, not very original, and definitely not plot-driven… Caroline Pierce is asleep in bed when a masked Villain enters, ties […]

Dorothy Laine in Criminal Force

One of the last things Dorothy and I ever shot together. She plays a criminal who double-crossed her lover. He […]

Dorothy Laine in Savage Dream

   Dorothy tells her analyst Lorelei about her vivid force-fantasy dreams of being forced at knifepoint in the woods, and […]