Archive | Damsel in Distress

Lauren Phillips in Yoga Bondage

Lauren Phillips thinks she’s here for a Yoga lesson, but Miles Long and I have a better idea. We convince […]

Janira Wolfe & Cupcake SinClaire Double Bound

(Cupcake and Janira’s very first day filming together, you’re welcome!) Why is it that every all-girl sleepover seems to include […]

Odette Delacroix 2 Ways

This is like a choose your own adventure: Does she love it or hate it? Option 1: Odette meets her […]

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 […]

Jelena Jensen Spreadeagle

From a Custom Video – Jelena Jensen was making a fuss at her son’s soccer game. In what might not […]

Janira Wolfe Stabbed

Pretty little Janira is bragging on the phone to her friend about how well her divorce turned out for her. […]

Charlotte Cross and Cupcake SinClair in “Caper”

Charlotte Cross and Cupcake SinClair in “Caper” – Short version: two sexy naked chicks tied up and being very, very […]

Lily Lane and the Attic Monster

Lily Lane must have heard a noise or something. So, naturally, she went upstairs to investigate. In a red satin […]

Riley Reyes Abducted

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

Kat Dior Double Crossed

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

Janira Wolfe Zapped

Lovely Janira Wolfe sits in her bedroom fixing up her pretty toenails. A masked intruder sneaks up on her from […]

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, […]

Keisha Grey Spreadeagle Sex

From a 4-part Custom Video featuring Keisha Grey: knocked out with a syringe, stripped, taken to a ‘hospital’ where her […]

Charlotte Cross Abducted

Okay this one’s creepy, even to me. Thanks to awesome acting jobs by both Charlotte Cross and Cupcake SinClair… Our […]

Lauren Phillips Spreadeagled

Yet another Custom Video, this one featuring the AMAZING Lauren Phillips as a snobby snotty Jersey girl. Her father’s connected […]

Christina Carter in “Teacher’s Bound Orgasm”

FINALLY I get Christina on my site! For our first collaboration she plays a teacher who just gave a flunking […]

Janira Wolfe Abducted

Sexy stripper Janira’s pissed. The Club owner left her alone and she has to clean the whole place by herself. […]

Cupcake SinClair in Street Abduction

Cupcake SinClair in Street Abduction – Adorable little Cupcake is done with work and the last to leave. As she […]

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 […]

Danica Dillon Spreadeagle

From a Custom Video featuring gorgeous and amazingly feisty Danica Dillon – her boss thinks she’s acting out too much […]

Sinn Sage Abducted

Beautiful Sinn Sage, wearing only a purple silky slip, steps up to the bathroom mirror to preen. Little does she […]

Cupcake and Star in “Creepy Bondage”

A dark abandoned warehouse… Two beautiful carefree giggling girls play would-be detectives. You creep up behind them, perving on their […]

Chanel Preston Chloroformed

Lovely Chanel Preston is washing up in the kitchen, looking oh so fetching in her tight jeans and sheer top. […]

Cupcake and Star “Sleepover”

In this POV clip we see Cupcake and Star in sexy lingerie, snuggled up and sleeping in the same bed. […]

Chanel Preston Suspension

Superstar Chanel Preston plays a superheroine, albeit an unfortunate one. She is bound in a tight hogtie and suspended mid-air. […]

Karlee Grey Spreadeagle

From a Custom Video: Karlee Grey is naked and strapped into a white posey straitjacket. A chain connects her collar […]

Cupcake and Star Forced to Cum

Lovely little Cupcake and Sexy Star are sitting in their satin slips, making out on a sofa. Star’s husband is […]

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 […]

Rahyndee James Abducted

Just a bit of classic Villainy: Gorgeous (I mean really and truly fucking GORGEOUS) Rahyndee James sleeps in a lovely […]

Detective and Damsel Knocked Out

Detective and Damsel Knocked Out! Starring Dixie Comet and Star: Wealthy heiress Star has been abducted. She is bound and […]

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 […]

Dixie Comet and Star Stabbed!

Stabbed in the Guts! Starring Dixie Comet and Star (and me in my very best “Dexter” getup heh heh heh): […]

Alex Chance Interrogated

From a Custom Video: (part 1) Alex Chance is in serious trouble! Seems she was on a nursing mission to […]

Alex Chance and the Timebomb

Poor Alex Chance has been taken hostage! She stands tied to a pole outdoors, one leg bent, intricate ropes wrapped […]

Cassidy Banks Spreadeagled

From a Custom Video: (I get to work with some GORGEOUS women thanks to my custom video customers, and Cassidy […]

Star Stabbed in the Guts

Watch closely as Star, without a care in the world, slips out of her white bathrobe. Look at her lithe […]

Brooke Haven Spreadeagled

From a Custom Video: Brooke Haven finds herself naked, bound spread-eagled to a bed. She squirms and struggles, but can’t […]

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, […]

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 […]

Holly West Sextoy

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

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 […]

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 […]

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 […]

Isobel Wren Tortured

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

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 […]

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 […]

Nicki Hunter Abducted

From a Custom Video: Nicki Hunter dressed in a Hooters getup, me with a gun and some zip-ties, you KNOW […]

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, […]

Star Bathtub Bound

You sneak up on the girl in her white satin bathrobe. She doesn’t see you as she bends over the […]

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 […]

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 […]

Daneille Delaunay Marked Up

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

Super Stacy Taken Down

I got to work with my long-time friend Stacy Burke whom I have a HUGE crush on, in classic superheroine […]

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 […]

Goldie Blair Gets Grabbed

Beautiful British Goldie in her Superheroine getup thinks she is a match for this Villain??? Let’s just see how well […]

Diana Prince Lightsaber Duel

Perhaps the coolest thing I have ever filmed: Topless lightsaber battle! Half-naked Diana Prince with a glowing sword, straining and […]

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 […]

Addie Juniper Knocked Out and Tied Up

Adorable Addie Juniper as a “schoolgirl” strip-o-gram knocks on the wrong door. A masked Villain grabs her, pulls her inside […]

Diana Prince Interrogated

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

Wonder Lola in Peril

Fiesty spunky would-be superheroine Wonder-Lola thought she could tangle with a Pro Villain. She soon learns that all that gets […]

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 […]

Phoenix Marie and Brooke Haven vs. the Evil Magician

Yet another Mad-Cap Custom Video adventure, Brooke and Phoenix, each tied up alone, then tied up together, naked, gagged, fondled […]

Mika Tan Military Molestation

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

Jessica Bangkok, Captured Catburglar

Cute little Jessica sneaks into the attic, but is immediately captured & chloroformed! Sorry Babe, I’m already robbing this house, […]

Holly West, Peril After Peril

Gorgeous Holly West got in my way, so I tied her up, half-naked in the garage, then lit the fuse […]

Kylee Strutt Bondage Princess

Incredibly gorgeous newcomer Kylee Strutt, in her first ever bondage production! She’s the sexy stripper, I’m the well-dressed burglar… Kylee […]

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 […]

Alexis Taylor, Snoopy Reporter

The GREAT Alexis Taylor agreed to do one more series of DID bondage with me, so I tied her to […]

Holly Halston and Harmony Rose

Another Custom Video, this one starring Holly Halston and Harmony, vs. the Evil Butler! Harmony’s naked, Holly’s in (and out […]

Goldie Blair, Detective in Distress

Detective Blair is snooping around so I have to tie her up, rig up a quick crossbow death if she […]

The Perils of Darla Crane

Being a Superheroine’s not easy, just ask Darla. She awakens tied to a bench, with a CROSSBOW hanging over her […]

Claire Adams Captured

Your description for this update goes right here.

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. […]

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, […]

Cadence St. John Stuck in a Tree

It’s the kind of thing you expect with OiTomboy’s Cadence St. John, she’s stuck in a tree. Okay, but it’s […]

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 […]

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, […]

Cathryn Beaumont, Dark Faerie

One of my favorite sets, with the legendary Cathryn Beaumont. I captured the beautiful faerie, tied her up and caresesed […]

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) […]

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 […]

Brooke Haven and the Evil Butler

I’m pretty sure this is the last of the Evil Butler series of custom videos, but I’m POSITIVE it’s not […]

Dorothy Laine and the Mad Hatter

Dorothy and I dressing up again, this time as Alice and the Hatter for a drugged-drink tea party, with bondage, […]

Darla Crane and the Butler

The ultimate Bondage Legend, and my good friend, Darla Crane falls into the hands of the Evil Butler! By now […]

Holly Halston and the Bad Clown

This custom video stars gorgeous Holly Halston as a sexy secret agent…disguised as a cave girl… and me as, well… […]

Molly Matthews Spanked and Tied

I don’t remember why I was in such a bad mood, maybe because I was wearing a suit. Anyway, this […]

Lena Ramon in the Trunk

Look what I found in my trunk! It’s a Lena Ramon all tied up! I think I’ll have some fun!

Dorothy Laine, Sexy Stripper Slashed

Dorothy and I love this idea, we played it at home many times, so we finally filmed it. Sexy Stripper […]

Jenaveve Jolie Captured

From a Custom Video: 3-part story of unfortunate naked Detective Jolie, who keeps getting captured, tied up, and fondled by a […]

Hanna Hilton Damsel in Distress

From a Custom Video: Hanna Hilton in a variety of Perilous Predicaments. First She is strapped spreadeagle to a bed […]