CLASSIC ARCHIVE SHOOT! Slaveboy For Dinner!

Sometimes movies are too good to be forgotten and this archived shoot doesn't disappoint! Besides how can you resist a movie with Maitresse Madeline and Goddess Isis Love in it together? Maitresse Madeline invites Isis Love over for a romantic dinner and she's serving up something very special, a slaveboy of course! Slaveboy is hogtied, oiled up and gagged like the little piggy he is.

Device Bondage With Kade, Dia Zerva, And Maitresse Madeline

Kade has already gone through two days of training with Maitresse Madeline yet with new protocol in place Kade is made to start from the beginning and go through to determine whether or not he can serve on The Upper Floor. Maitresse decides that since he has served her in the past she will come down to the dungeon to assist Miss Dia in Kade's first day

The most intense public FemDom pajama party ever!

For those of you who missed Maitresse Madeline's and Goddess Aiden Starr's LIVE and PUBLIC birthday bash you will wait no more! This is the third LIVE and PUBLIC femdom party Madeline has hosted and by far the best! This version is edited straight to all the best footage of the wild and crazy night! 40 women join Maitresse Madeline, Goddess Aiden Starr, Mistress Lorelei Lee and Mistress Gia Dimarco along with 3 muscle bound slaveboys for a night of total femdom debachery.

Ode to Men In Pain Part 2: The Madeline Era

Remember MenInPain.com? Remember when Men In Pain was hit with the sadistic and sexy fury that was Maitresse Madeline? This update is a nod to the day Maitresse Madeline walked into the Armory and had every slaveboy by the balls and at her feet! Madeline brought new energy to the scenes in the form of tease and denial, CFNM, small penis humiliation, foot fetish, ass worship and a no holds barred wicked sadistic attitude

New Slaveboy Tryouts LIVE with Maitresse Madeline

Many have tried. Some have failed.

Ode to MenInPain.com!

This week I give you Ode to Men In Pain for those of you who miss the formulaic simplicity of a leather clad dominatrix, in an empty room, fucking up a dude for no apparent reason. This no holds barred shoot will take you back to the old ole days of MenInPain.com! xo, Maitresse Madeline

Educating a Bitchboy: Episode 5 "Ultimate Denial"

Divine Bitch: Maitresse Madeline Slave: Jason Miller Lead Slave: Kade It's judgment day! Jason Miller has made it to the top. He's endured 4 days of training with 4 different Divine Bitches and now faces his biggest challenge yet, Queen Bee; Maitresse Madeline. In this very intense and very real shoot you see Jason FINALLY fully submit.

Maitresse Madeline slaps a cock sheath on a horny slave to fuck. When he blows his load inside the cock sheath she makes it her goal to make him pay!

John Jammen's one lucky piece of man meat. It's not often Maitresse Madeline plucks slave meat off the street for shits and giggles but when she does, the little bitch knows he's one LUCKY MOTHER FUCKER! John's goofy fucking smile is wiped from his face with hard face slapping, CBT, flogging, and humiliation.

Milking Raw Multiple Orgasms

John Jammen's one lucky piece of man meat. It's not often Maitresse Madeline plucks slave meat off the street for shits and giggles but when she does, the little bitch knows he's one LUCKY MOTHER FUCKER! John's goofy fucking smile is wiped from his face with hard face slapping, CBT, flogging, and humiliation.

Bitchboy is brutally teased and denied by Goddess Aiden Starr with the power tool fucksall rubber pussy.

Divine Bitch: Goddess Aiden Starr Bitchboy: Jason Miller Slave Jason Miller is one step closer to serving Maitresse Madeline but not one step closer to freedom. His useless piece of meat is still locked away in chastity