Cole Conners,Wild Bill in 'Kink' - Wild Bill and Cole Conners (Men In Pain)

Introducing Warden Cole Conners. A hard assed prison guard who likes to beat and sexually take advantage of her prisoners. She quickly establishes that Bill has no balls?his balls are hers, she owns them and she can do whatever she wants to them before giving him a lesson in deep throating and hard ass fucking.

Released : May 20th, 2004
Tags : Anal, Athletic, BDSM, Bondage, Brunet, Brunette, CBT, Corporal Punishment, Crop, Dominatrix, Facesitting, Femdom, Fingering, Fishnets, Humiliation, Latinx, Male Sub, Natural boobs, Nylons Stockings, Orgasm Denial, Pegging, Pussy Eating, Role Play, Slave, Straight, Toned, Uniform, Unshaved, White



Pictures from Cole Conners,Wild Bill in 'Kink' Wild Bill and Cole Conners

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Scenes from other sites featuring Cole Conners,Wild Bill

Harmony in 'Harmony, Tory Lane and Wild Bill'

Harmony - Harmony, Tory Lane and Wild Bill

The stunning Harmony Rose and Tory Lane double team wild bill in this week?s full throttle punishing meninpain. They fuck his ass and mouth until he begs for them to stop but that?s just a warm up. After getting him to ride the sybian with a vibrating attachment in his ass, the Women torment their sub by making him watch as the two pleasure each other while beating him. Finally the two hot Doms take turns fucking his dildo gagged face and the strap-on that is covering his real dick. Once they are satisfied they jerk his cum free and leave him bound and helpless on the dungeon bed. This update starts at 100 mph and goes from there!

Wild Bill in 'and Penny Flame'

Wild Bill - and Penny Flame

Mistress Penny Flame finds a lowly office worker tied in the basement who thinks offering his ass up for a pounding will get him promoted. She spends a week giving him a thorough corporal review, an anal evaluation and finally a milking.

Tory Lane in 'and Wild Bill'

Tory Lane - and Wild Bill

Mistress Tory Lane is sexy, unstoppable and so creative in Her domination that it?s hard to keep up with Her! Today She punishes wild bill for not properly cleaning the stalls of Her barn. She kicks his balls with the Her boots, bites his nipples as he squeals in pain and smothers his face with Her lovely breasts. Heavy weights swing from his balls while Tory pounds his tight ass hole and She ends his punishment with a milking from a suction machine. This update is not to be missed!

shy love in 'and Wild Bill'

shy love - and Wild Bill

What would you do if left alone to clean Mistress Shy Love?s dungeon? Wild bill decided he could sniff and lick Her panties and rub Her high heel boots on his balls. All hell breaks loose when he gets caught by the sexy Mistress who then fucks him, flogs his cock and pounds his ass.

Wild Bill in 'and Annie Cruz'

Wild Bill - and Annie Cruz

The creepy maintenance guy gets in over his head when CEO, Annie Cruz, catches him looking up her skirt. After tying him to his ladder and flogging his chest, She pounds his ass and milks his cock until he cums. Then the fun really begins when Annie pleases herself over Her pathetic slave until they both cum at the same time.

Wild Bill in 'Wild Bill, Jasmine Byrne and Mistress Aradia'

Wild Bill - Wild Bill, Jasmine Byrne and Mistress Aradia

Mistress Jasmine visits her new prisoner with a few of her favourite toys - rope, electricity, nipple clamps, a crop and dildo gag. She finishes him off with a double-ended dildo where She fucks his ass while enjoying the dildo herself and then She jerks his cum free.

Cole Conners in 'and Mitch West'

Cole Conners - and Mitch West

Cole Conners needs to control men, it comes from deep inside her that all males should worship her and do as they are told. For Mitch this is a new experience. With his balls tied tight he is flogged before Cole decides to reward herself with an orgasm. When the vibrator is placed on his bound cock and balls it feels good but to get a hard on would mean the rope squeezing even tighter. Bored with this, Cole flips him over and briefly fucks his ass. Upon noticing his erection she pulls him up and starts to milk his cock?his enjoyment is clear as he cums hard on the floor and is left to think about his session.

Mika Tan in 'and Wild Bill'

Mika Tan - and Wild Bill

Mika?s slave has been going into the Barn 3 times a day to masturbate. Upon finding him he is spanked and made to worship her feet. Seeing as he wants to cum so bad Mika ties him and up and roughly strokes his erect cock while reminding him he is nothing more than a worthless slut that is here to please her. As Bill approaches climax she changes his position and fucks his ass hard the way a good Cowgirl should!


Cole Conners in 'and Dick Richards'

Cole Conners - and Dick Richards

Dick comes to see the MenInPain nurse and has his most rewarding scene yet! Coie knows exactly how to push him to his limits, especially when grabbing his sensitive balls! All of this whipping and cbt turns Cole on so much that she masturbates while slapping her subs face and then fucks his ass for the very first time!

Shannon Kelly in 'and Cole Conners'

Shannon Kelly - and Cole Conners

Shannon Kelly makes her debut at whippedass with Cole Conners dishing out the pain and pleasure. Shannon is tough enough to endure a good beating including the cane. She also cums again and again with dildos, vibrators and fingers in her ass.

Cole Conners in 'and Gavin'

Cole Conners - and Gavin

Cole has called a meeting with fellow teacher Gavin, she has had complaints about him and plans to teach him a lesson he won?t soon forget! This is what she loves; disciplining the men in her life?tying their hands, making them helpless and punishing their bodies, especially their cock and balls! Her own body oozes sex, she knows he wants her so she strips, teases him and violates his ass.

Cole Conners in 'and Michael J Cox'

Cole Conners - and Michael J Cox

Michael visits Nurse Cole with complaints of erectile dysfunction, that?s all she needs?another worm with a limp dick! After some initial punishment she wires him up and tries to shock some life into it, he can take the electrical pain but still no hard on! Bored with her patient Cole decides to fuck his ass, after all, she has no problems keeping her dick hard!

Cole Conners in 'Wolf Lotus and Cole Conners'

Cole Conners - Wolf Lotus and Cole Conners

A powerful man (or so he thinks) visits psychologist Cole for some alternative therapy. He wants to cure himself of dreams where he is submissive?and Cole?s answer is pain, humiliation and ass violation. She takes so much pleasure in seeing this wormboy wince that she can?t help cumming herself!!!

Adrianna Nicole in 'and Cole Conners'

Adrianna Nicole - and Cole Conners

Petal Benson is dominated by Cole Conners who comes straight off the streets with a tough girl attitude.

Cole Conners in 'and Jade Marxxx'

Cole Conners - and Jade Marxxx

Cole is a feisty maid who prefers to use spit to clean the furniture! Jade decides she needs an incentive to clean properly and fills her pussy with electro that she can shock by remote control!Later she is tied to the sybian and discovers that electrical orgasms can be very intense so Jade decides to fuck her with the electro strp on cock!

Mistress Heart in 'and Wild Bill'

Mistress Heart - and Wild Bill

Mistress Heart comes to MenInPain with her own sense of style and domination. Partnered with the mischievous Wild Bill she takes her time teaching him not to top from the bottom and adminstering some harsh punishment. As always Bill?s hard on doesn?t disappoint so he is tied to the chair and made to be a puppet with tight ropes around his cock and balls! This is a BONUS update, enjoy!!!


Mika Tan in 'Mika Tan, Ivy and Wild Bill'

Mika Tan - Mika Tan, Ivy and Wild Bill

Mr Walker keeps Mika after class to give her a lesson in male anatomy?little does he realize that when she teams up with Principal Red he stands no chance and will receive some serious punishment. His mouth is washed out with soap and he is stripped. A painful zipper is pulled from his inner thighs before he is fucked in the mouth and ass simultaneously. Finally he is made to jerk of on to himself and then eat his cum from Mika and Ivy?s feet. He is left writing lines on the blackboard.

Wild Bill in 'Princess Kali and Wild Bill'

Wild Bill - Princess Kali and Wild Bill

Princess Kali leaves Bill with the simple instructions of cleaning the gym?when she returns she finds him stroking his cock!! Despite his pleas that he was thinking of her he is given a thorough lesson in discipline. Some fierce face slapping, flogging, electro play, bondage and masturbation all combined with the Princess?s way with words make for a very entertaining scene!

Wild Bill in 'and Kym Wilde'

Wild Bill - and Kym Wilde

Kym Wilde will dom Wild Bill.

Wild Bill in 'Janay and Wild Bill'

Wild Bill - Janay and Wild Bill

Janay teaches Wild Bill how to work-out and jack off.

Wild Bill in 'and Janay'

Wild Bill - and Janay

Wild Bill didn?t really know what to expect from Janay and wasn?t willing to cooperate. He was one hurt dude by the end of the scene.