Men In Pain

Therapy

Daniel's girlfriend thinks he needs therapy to modify his behavior but decides this little whore needs more then traditional therapy. She sends him to a dominatrix instead to whip him into shape! Tina expertly administers pain then bends this slut over invading his tight ass. Rest assured he will be a changed man! In the end she feels his session wouldn't be any fun if she didn't take him for a ride just for her own kicks. Of course this wicked dominatrix takes advantage of the opportunity!

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Therapy
Therapy
Therapy
Therapy
Beauty and Dogboy

Alluring beauty mixed with a cold heart is just what this dogboy needs to be put in his place. This dominatrix puts her dog through the ringer till he is barking for mercy.

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Beauty and Dogboy
Beauty and Dogboy
Beauty and Dogboy
Beauty and Dogboy
Aiden Starr and Danny Wylde

'You smell like fear, little boy.' Nothing makes Mistress Aiden's pussy more wet than torturing cute little boys like Daniel. Mistress is expert at combining pleasure and pain, and she makes Daniel work for it, doling out three parts pain, dominance and humiliation to one part pleasure. Who said she was fair?

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Aiden Starr and Danny Wylde
Aiden Starr and Danny Wylde
Aiden Starr and Danny Wylde
Aiden Starr and Danny Wylde
The Reward

What would you do to fuck beautiful Bobbi Starr? Mistress Isis finds out when she puts Eddy to the test. Pain and humiliation are just the start, and when these two beautiful women ram their hard strap ons into Eddy's waiting ass and mouth, all he can do is submit.

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The Reward
The Reward
The Reward
The Reward
Bitch Boy in Training

Mistress Penny Flame takes the reins on newbie bitch boy Max Powers and runs him through the ringer starting with a severe caning to his young ass. She then fucks his welted ass with a huge strap on, and makes him roll over and beg for more before finally giving him a taste of her pussy, fucking his cock and feeding him a load of his own cum.

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Bitch Boy in Training
Bitch Boy in Training
Bitch Boy in Training
Bitch Boy in Training
Using Lobo

Sabrina puts Lobo to hard use.

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Using Lobo
Using Lobo
Using Lobo
Using Lobo
Wicked Bitch

Married life can be such a bore, unless you have a wicked bitch like Gwen Diamond to terrorize your libido on a regular basis. Billy as usual is full of himself and needs a bitch slap and hard strap on fuck up the ass to put him back in his place.

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Wicked Bitch
Wicked Bitch
Wicked Bitch
Wicked Bitch
Claire Adams and Patrick Andraste

Claire Adams has a new toy named rubberboy. He comes complete with operating manual, full rubber wardrobe, an assortment of enormous ass toys, and a submissive demeanor conducive to the most sophisticated, sadistic palate.

Miss Adams wastes no time in stretching his ass with a huge, electrified ass plug that firmly confirms his status for the day. Hooded and enclosed in rubbber, he is then worked through several positions that leave him vulnerable and available to the delightfully twisted dominatrix, and she takes full advantage by whipping, slapping, squeezing and fucking his ass with the largest strapon we have ever seen here at MIP.

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Claire Adams and Patrick Andraste
Claire Adams and Patrick Andraste
Claire Adams and Patrick Andraste
Claire Adams and Patrick Andraste
Annie Cruz and CJ

Militant Mistress Annie Cruz gets new recruit CJ into heavy submission with strict predicament bondage and painful domination. Then, as if inverted suspension in a straitjacket is not enough, Annie clips the mousetraps on his balls to really ramp up the energy before stretching his ass with an inflatable dildo. CJ finally takes it in the ass like a horny [REDACTED] while Mistress Annie teases his raging hard-on in a denial scene that leaves his balls blue and aching for release.

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Annie Cruz and CJ
Annie Cruz and CJ
Annie Cruz and CJ
Annie Cruz and CJ
Harmony and Nomad

Latex clad Harmony Rose sinks her teeth into trussed up nomad’s hard, bound cock and he doesn’t know whether to cum or cry for mercy. He is completely helpless as Harmony works him over, fucks him with her strap-on, and eventually pushes eight fingers into his begging, gapping asshole. After stuffing her beautiful, round ass into his mouth and riding his stiff cock with her pussy, she torments him with a latex glove hand job that has him squirming out of his skin.

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Harmony and Nomad
Harmony and Nomad
Harmony and Nomad
Harmony and Nomad
Double Header: Two Gorgeous Females Fuck and Control their Men

Women have all the power. Just ask these two guys.

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Double Header: Two Gorgeous Females Fuck and Control their Men
Double Header: Two Gorgeous Females Fuck and Control their Men
Double Header: Two Gorgeous Females Fuck and Control their Men
Double Header: Two Gorgeous Females Fuck and Control their Men
Cruel Mistress

She likes to hurt boys like Rico, the little pain sluts who crave it. She says that the power makes her pussy wet. The power to beat the little fucker till he begs for mercy. Power to fuck his little bitch ass with a strap on cock the size of her arm. Power to satisfy her wet pussy on his greedy face or his fat, hard cock. That is power.

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Cruel Mistress
Cruel Mistress
Cruel Mistress
Cruel Mistress
Billy and Gwen Diamond

Gwen Diamond and Little Billy's first MIP pairing revealed such a hot chemistry that we had to have them back for PART TWO - in which Gwen has the bad boy doing chores while wearing her panties under his clothing. To further remind him of his status in the household, she unleashes a very hard whipping on him, humiliates him verbally, suspends and beats him and eventually uses his pathetic cock for her own pleasure. After she finally allows the panty boy to come inside her pussy, she squats on his face and squeezes the sticky goo out all over his mouth and face, laughing at him all the time.

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Billy and Gwen Diamond
Billy and Gwen Diamond
Billy and Gwen Diamond
Billy and Gwen Diamond
Fresh Blonde Dominatrix Brings the Pain

Miss Kingsley is new to S&M but makes short work of house slave boy Rico.

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Fresh Blonde Dominatrix Brings the Pain
Fresh Blonde Dominatrix Brings the Pain
Fresh Blonde Dominatrix Brings the Pain
Fresh Blonde Dominatrix Brings the Pain
Gwen Diamond and Billy

MIP welcomes a new Femme Domme to the site. Gwen Diamond, Mistress Diamond to you, turns the tables on her low life, invertebrate husband and serves up a lesson he will not soon forget. Little billy is hobbled and made to tear off her stockings and worship her beautiful feet before she allows him the pleasure of sucking her beautiful pussy. She whips him till he pleads for mercy before assaulting his tight asshole with her strap on, spilling his hot cum all over himself.

The chemistry between these two shows in all the hot fucking and domination in this update. Welcome aboard, Mistress Diamond.

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Gwen Diamond and Billy
Gwen Diamond and Billy
Gwen Diamond and Billy
Gwen Diamond and Billy
Dominatrix in Red

Yes Miss Madison

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Dominatrix in Red
Dominatrix in Red
Dominatrix in Red
Dominatrix in Red
Bitch-boy Hunting

Mistress Harmony Rose has been tasked with screening potential bitch boys for a special project. She examines Dean Strong but gets a litte sidetracked during the evaluation...

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Bitch-boy Hunting
Bitch-boy Hunting
Bitch-boy Hunting
Bitch-boy Hunting
The Training of Kade, Day Two

Returning with a tribute only gets his best efforts ground into the dirt of the Armory's lowest basement floor. Kade learns a hard lesson in fortitude, service and pain at the hands of this truly cruel slave trainer.

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The Training of Kade, Day Two
The Training of Kade, Day Two
The Training of Kade, Day Two
The Training of Kade, Day Two
Latex Dominatrix

Latex Domina Sara Faye is brand new to MIP and brings a closet full of angst and aggression to take out on Nomad. After experimenting with an array of painful corporal instruments, the latex clad dominatrix fuck his ass with a huge strap on cock while he is bound tightly to the bed. He takes it so well that she decides to reward him with her hot, sweaty ass on his face before she fucks his rock hard cock and feeds him his own come.

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Latex Dominatrix
Latex Dominatrix
Latex Dominatrix
Latex Dominatrix
Interrogation

Incredibly sexy Penny Flame does not fuck around when she wants information, and this hapless tourist is no match for her twisted will. His hard cock only gets him whipped, fucked in the ass, his cock and balls stretched in a brutal CBT scene. Finally the horny interrogator takes her pleasure and fucks his hard cock and strokes the come out all over her boots, which he eagerly licks up for her.

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Interrogation
Interrogation
Interrogation
Interrogation
Lefty and Sandra Romain

Sandra's verbal humiliation is first rate, and today she has 'lefty' eating out of her hand and begging for more. Mistress Sandra's tight latex, tall boots and bitchy demeanor accent lefty's painful screams as he is fucked in the ass with a dick on a stick. As usual his hard cock gets him in more trouble, and he is soon in a predicament that has his balls tied tightly to a weighted line. The more weight he takes, the closer Mistress's mouth and delicious pussy get to his straining cock.

Sufficient begging, pleading and pain get lefty in a situation where Mistress can make good use of his hard cock and dildo-gagged face, and she makes short work of getting off and milking his cock of every ounce of cum.

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Lefty and Sandra Romain
Lefty and Sandra Romain
Lefty and Sandra Romain
Lefty and Sandra Romain
Miss Starr Dominates Big Boy's Black Ass

Aiden takes. She never asks. She gags him, ties him, electrocutes him and fucks his wanna-be submissive ass. Then she takes that fat cock right where she loves it most: in her horny dominant pussy.

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Miss Starr Dominates Big Boy's Black Ass
Miss Starr Dominates Big Boy's Black Ass
Miss Starr Dominates Big Boy's Black Ass
Miss Starr Dominates Big Boy's Black Ass
Heavy Bondage and Mind Games

Heavy Bondage Lovers, this update is for you. Throw in some twisted psychological domination and pain play, and we have Miss Adams and Euro at their finest.

Miss Adams is all over Euro like a twisted spider, and has him screaming in pain and thanking her for it at the same time. Euro is suspended, mummified, fucked with a dildo, whipped, gagged and generally broken down to his component parts by the crafty dominatrix, Claire Adams.

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Heavy Bondage and Mind Games
Heavy Bondage and Mind Games
Heavy Bondage and Mind Games
Heavy Bondage and Mind Games
Billy, Sarah Jane Ceylon and Claire Adams

Imagine a world where you are at the mercy of both Mistress Claire Adams and submissive slut Sara Jane Ceylon. Imagine Mistress Adams humiliating you in front of another beautiful woman, then ordering her to tease your cock, fuck you, suck you off and feed your own cum to you from her mouth while you are tied up and helpless. Imagine no more, enter little billy's reality.

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Billy, Sarah Jane Ceylon and Claire Adams
Billy, Sarah Jane Ceylon and Claire Adams
Billy, Sarah Jane Ceylon and Claire Adams
Billy, Sarah Jane Ceylon and Claire Adams

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