Archive | Bondage Blowjobs

Abbey Rain Bondage Sex

Lithe lovely Abbey Lane is tied up tight, arms in a boxtie, Gunslinger crotchrope around her waist and thighs, waiting […]

Riley Reyes Violet Wand

Riley Reyes has been abducted and carried off to a secret location. When she comes to she is bound and […]

Stephie Staar Bondage Sex

I first worked with Stephie for BitchSlapStudios.com in Portland. We hit it off great and had a wonderful day together, […]

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 […]

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 […]

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 […]

Lauren Phillips Fuckdoll

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

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, […]

Lily Lane in Biker’s Bait

Sexy Lily Lane in her cutoff jean shorts and tank top, leather vest and boots, is bound to a chair, […]

Cupcake Brutalized

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

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 […]

Gag Reel 04

Yet another star-studded compilation of goof ups, fumbled lines, behind-scenes antics, and various hilarious out-takes from the set of ProVillain […]

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 […]

Jessica Jaymes Totally Fucked

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

Chanel Preston’s Nightmare

Chanel Preston sits alone and bored at her desk at school. Soon she drifts off to a fitful sleep, murmuring […]

Tia Cyrus Damsel Noir

My little tribute to Film Noir stars Tia Cyrus as a Dominatrix who gets abducted and forced to strip at […]

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 […]

Cupcake Sinclair in “Housekeeping!”

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

Alex Chance, Abducted Sextoy

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

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 […]

Breaking Nicki Hunter

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

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… […]

Sarah Blake Slave Training

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

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 […]

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 […]

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 […]

Jessica Bangkok Screams Squirms and Swallows

From a Custom Video: I caught Jessica snooping around my office. She tried to sweet-talk (lapdance!) her way out of […]

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. […]

One Sick Joke

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

Amber Rayne Sextoy

Amber is your well trained pleasure slave, and you will get every ounce of pleasure that she has! First it’s […]

MinxGrrl in Stripper Ravished

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

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 […]

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 […]

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 […]

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 […]

Kiki Daire Suspended at Gunpoint

Kiki Daire sits tied up in a prison cell when the Villain enters. He slashes her dress away while she […]

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 […]

Mika Tan Military Molestation

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

Madison Scott Snared

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

Jade Indica Working Late

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

Amber Rayne’s Straitjacket Lesson

If you’re interested, the premise is a lecherous vocal instructor (that’s me) convinces his cute but gullible student (that’s Amber!) […]

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 […]

Jessica Bangkok, Willing Sacrifice

Willing victim Jessica smiles and moans as her demonic lover prepares her for sacrifice. A little spanking, a sharp whipping, […]

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 […]

Mika Tan Murdered

Mika is painting her toenails when Tim sneaks in and wraps a scarf around her throat, choking her out! He […]

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 […]

Aimee Addison, Executive Slave

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

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 […]

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 […]

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 […]

Caroline Pierce and the Janitor

Caroline Pierce is sent to the Janitor’s closet to get erasers, but he has other plans. He ties her up, […]

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 […]

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 […]

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 […]

Amber Rayne in Workplace Harassment

New employee Amber finds out what it’s like to work for a Villain, when she’s tied up, her clothes sliced […]

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 […]

Caroline Pierce Strangled Hooker

Caroline Pierce plays the hooker, who’s all business and no fun. She won’t put out ’till she gets cash. But […]