Kink 'and Penny Flame' starring Wild Bill (Photo 2)

Wild Bill,Penny Flame in 'Kink' - Wild Bill and Penny Flame (Men In Pain)

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.

Released : May 24th, 2006
Tags : Anal, Athletic, BDSM, Bondage, Brunet, Brunette, CBT, Corporal Punishment, Crop, Dominatrix, Edging, Facesitting, Feet, Femdom, Fingering, Hood, Humiliation, Male Sub, Natural boobs, Orgasm Denial, Pegging, Pussy Eating, Rope Bondage, Slave, Slim, Straight, Unshaved, White

Pictures from Wild Bill,Penny Flame in 'Kink' Wild Bill and Penny Flame

Video from Wild Bill,Penny Flame in 'Kink' Wild Bill and Penny Flame

Scenes from other sites featuring Wild Bill,Penny Flame

Eva Angelina in 'Morgan, Eva, Penny, Nikki'

Eva Angelina - Morgan, Eva, Penny, Nikki

There's a new drill coach in town, and her name is Coach Ray. She's here to whip Penny Flame, Eva Angelina, and Nikki Rhodes into shape. Then along comes Christian to help the girls out, but once Morgan Ray gets her hands on him, he's the one who needs help!

Penny Flame in 'Student Penny Flame fucking in the couch with her piercings'

Penny Flame - Student Penny Flame fucking in the couch with her piercings

Most people can't last much longer than one week without food or water. But Penny Flame can't last even one day without getting her tight co-ed pussy fucked by the big cock on campus. And she won't stop fucking and sucking until she gets a face full of cum!!!

Penny Flame in 'fucking in the chair with her tattoos'

Penny Flame - fucking in the chair with her tattoos

Penny Flame is scandalous!!! While shopping with her friend's brother, she bought a gift for her friend. She likes it so much she wants one too. More than the gift, she wants him. Penny is best friends with his sister, but she'd rather be sex friends with her friend's brother!!!

Penny Flame in 'fucking in the classroom with her glasses'

Penny Flame - fucking in the classroom with her glasses

Penny just can't seem to 'make the grade' and Professor Spears has extended every possible extra credit assignment to her but she just isn't getting it. Well, there is one more thing Professor Spears could extend ï¿½ let's see how Penny handles an impromptu "oral"!

Nikki Benz in 'Bride Nikki Benz fucking in the hotel with her big tits'

Nikki Benz - Bride Nikki Benz fucking in the hotel with her big tits

Let's nominate Tommy for luckiest guy in the world!! For a groom with cold feet, he sure does have one hell of an imagination. Watch "sharing is caring" come to life as Penny Flame and her maid of honor Nikki Benz show Tommy just how perfect married life can be.

Ava Devine in 'Boss's wife Ava Devine fucking in the desk with her tits'

Ava Devine - Boss's wife Ava Devine fucking in the desk with her tits

While the boss is away, the staff will play! New intern, Billy, is in for a treat when Ava Devine and Penny Flame concoct a plan to drive him crazy with a bunk lunch order - fat cock for the ladies, boobs and box for intern!

Penny Flame in 'fucking in the office with her big tits'

Penny Flame - fucking in the office with her big tits

Penny is slacking off at work, and her boss is beginning to notice. She wants to quite her job, but she will have some "fun" with him before she leaves.

Penny Flame in 'fucking in the living room with her piercings'

Penny Flame - fucking in the living room with her piercings

Penny is ready for a divorce since her husband is holding her back sexually. She feels so bad that she does everything she can to make him happy one last time, and I mean everything! The husband doesn't mind, nothing like one last taste of Married sex. Check it out for yourself!

Ava Devine - Naughty Office

Penny Flame - Diary of a Nanny

Penny Flame's sick as a dog and can't work, so when her boyfriend shows up to make her feel better, they have to be quiet or she might lose her job. So after quietly fucking until they both get off, she kicks his naked ass out the window.

Penny Flame - Damsel in Distress

Penny Flame - A Fine Blind Date

Penny's best friend hooked her up one more time on a blind date and when Penny learns about it, her mystery man TJ Cummings shows up at her door!!! Penny's been craving cock for a long time so she goes straight to the point!!!

Penny Flame in 'Friendly Betrayal Part 2'

Penny Flame - Friendly Betrayal Part 2

After killing Scott and Sasha, Penny seeks comfort and protection in Dr. Byron who takes advantage of the situation and then turns her in to the police. Now in jail, Penny and her cell mate think of the best plan to break out of prison...

Penny Flame - Russian Servant

Russsian house servant fisted in bondage.

Sophie Dee - Mallrats

What's up mofo's? This week we have Penny Flame, Allyssa Hall, Trina Michaels, and Sophie Dee running a muck in Miami; the girls took one of our cams and went out shopping for shoes and dick. As they roamed the halls of the mall they encountered different dudes and humiliated them in front of everyone. They finally came up to Rod and Cory in which they had bumped into earlier at the optical store and they convince them to come along and have some good fun with some banging pornstars. These two dudes had no idea what they got themselves into. The girls pretty much had their way with them, from making fun of the sizes of their dick to commenting on their fucking skills. In the end, everyone was happy the girls got their thrills and the dudes got some porn star pussy!

Penny Flame - Meet and Swing

Penny Flame and her husband Johnny Castle hooked up with Jessica Lynn and her husband Joey Brass on Sex in Your City. After a video chat session, they were convinced to trying a swinger wife swap. But Jessica's boss called her and she had to leave them. The only way for the swap to occur was for them to include their maid Rebeca Linares into th

Penny Flame - Bad News

Penny Flame is having a very difficult day. She has to go see her client Barry and ask him to sign some documents accepting the life imprisonment sentence instead of the death penalty. Barry won't sign any document because he believes Penny hasn't defended him well in court. Instead, he's going to give Penny the hardest pussy pounding she's ever got, right there in his cell.

Penny Flame - Free pizza and pussy!!

Audrey and Penny didn't have any cash to pay the pizza they ordered with. So they figured out how to pay and tip the pizza delivery guy: with their tight young pussies!! The pizza delivery guy wasn't going to pass on the opportunity to fuck these two busty babes at the same time. So he just pulled out his cock and let them do the rest. He couldn't believe how nasty these chicks were and pounded them until he came on their big round boobs!!

Brooke Haven - No Bonus

Mr. Long was disappointed with Penny and Brooke's work this year, so he decided against a Christmas bonus for them. Well they didn't like what they heard, especially Brooke. Penny is smarter on the other hand, she knew she could suck and fuck that Christmas bonus out of their uptight boss and so she did, very well i might ad...

Penny Flame - Cock Block Sun Screen

Penny, oh Penny. She's all natural, she likes sucking on things and she can take a big cock like no other. Perfect woman? YES. In this scene , my main man Joe Blow holds things down and really gives it to Penny. If you watch this scene , you'll be blown away how this girl can FUCK and SUCK. Don't miss this one guys, it bound to blow your load.

Penny Flame - Busted!!

Miss Penny Flame got busted smoking in the classroom by one of her students. She tried to deny and avoid the subject but the student wouldn't pass on the opportunity of blackmailing his hot teacher knowing that she could really get in trouble. So he asked her for a little "favor" in exchange and Miss Flame had no choice but to grant it.

Penny Flame - All About Technique

Today our sexpro, Penny is going to show Holly how to handle a cock with care! Holly likes to pull and tug a little too rough for her man's taste so Penny and her helpful stunt cock will show her how to use that roughness...the right way! Holly will learn a new whip cream technique that is sure to blow you away! Enjoy!

Carly Parker in 'Carly and Penny Find A Big Cock For Their Personal'

Carly Parker - Carly and Penny Find A Big Cock For Their Personal

What a crazy co-incidence that two freaky horny pornstars happen to walk by Johnny Sins in the streets! He overheard them talking about big dicks and joined in on the conversation! They invited him over to their new crib and we followed. They fucked & sucked one of the longest & fattest cocks they've ever seen! To top it off, the bitches took a nice creamy load on their faces!

Eve Lawrence - The Proposal

Eve Lawrence and her boyfriend Chris want to fulfill two fantasies at once. Not only do they want to have sex in the office, but they also want to include their boss, Penny Flame. Although she's a good friend, she's not too thrilled with the idea. Hopefully they can convince her quickly before their lunch break ends...

Penny Flame - Customer satisfaction

Dr. Flame is a prominent doctor running a successful clinic. The rule of thumb in running any successful business is customer satisfaction and Dr. Flame knows this all too well. Confronted by an irate customer about his billing, the doctor went to great lengths to calm the gentleman down. He couldn't deny the sexy doctor and got way more than a simple check up. In the end, Dr. Flame had one more satisfied customer. All in a days work.

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!

Penny Flame - and Lexi Bardot

The final day of our snow bunnies vacation finds Penny Flame and Lexi Bardot out on the deck with the rockers for a nice little warm up fuck before heading to the kitchen where Harmony is waiting with two fucksalls. The three set up in a fucksall train of high-speed pussy fucking which climaxes with Lexi cumming hard on the table. The day winds down with Penny enjoying a pussy pumping orgasm from the vulvenator and Lexi finally getting her turn on the sybian. This concludes the ?Snow Plowed? series so if you missed the other two updates ? go back and see how fuckingmachines plays in the snow!

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!

Lexi Bardot in 'Harmony, Penny Flame and Lexi Bardot'

Lexi Bardot - Harmony, Penny Flame and Lexi Bardot

Harmony, Lexi Bardot and the sizzling Penny Flame are hot enough to melt snow in part one of the ?Snow Plowed? series. The girls challenge each other to a fucking machines show down that lasts over an hour and includes dueling sybians, anal pounding orgasms and a size queen challenge where the winner takes the huge king kong dong as fast as possible on the intruder. Harmony does anal for the first time with a fucking machine and puts up a solid fight against Lexi?s seasoned love for it in the ass and Penny will be tough to beat on her favorite jumping orgasm machine, the sybian.

Sir C in 'Penny Flame, Sir C and Danny Wylde'

Sir C - Penny Flame, Sir C and Danny Wylde

Penny Flame uses her sexy, cheeky dominance to torment and torment Her little slave. She wastes no time using his body and face to please Her every need - stretching his nipples and cock with twine as taunt as harp strings, fucking his face, and finishing with an ass pounding while he dangles helplessly in a suspended hogtie.

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 - 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.

Penny Flame - and Elliot Skellington

Mistress Penny works over Her house boy fucking his ass, beating him with a belt and using his gimped up body as a fuck toy. She is hot, unstoppable and elloitt?s screams prove it!

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.

Penny Flame - and Nick Jacobs

As promised, the stunning Penny Flame straps on as Mistress Penny in this hot barn shoot. Mistress Penny just absolutely loves to sexually tease her slave into a writhing barn animal using her gorgeous body, sassy wit and stinging cane. She has the cock sucking machine do the work until she rides him like a pony before shoving him into stocks and fucking his ass.

Harmony - and Penny Flame

Harmony catches Penny having sex with her boyfriend and gets revenge in her own perverted way. Featuring a bright red ass from spanking and face sitting while in spreadeagle bondage.

Penny Flame - Penny Flame

As promised, here is the Penny Flame shoot, directed by our very own Tomcat, here at Cybernet. Can you say ?intoxicating smile?? :)

Penny Flame in 'Penny Flame, Kym Wilde and Nathaniel Meadowlark'

Penny Flame - Penny Flame, Kym Wilde and Nathaniel Meadowlark

Kym Wilde is back for one more kick at male pussy and she?s not alone! Sexy Penny Flame gives gimp an all new glorious title with her smokin? blow job and rockin? body that shakes while the slave licks her ass. Enjoy!

Penny Flame - and Tony T

Penny Flame?s fantasy is to be shackled in a dirty dungeon and to have a strong man take complete control over her. She endures tough punishment from Tony and is rewarded with controlled orgasms. The sex is rough and restraining and she stays in a state of submission throughout. After watching this shoot, you?ll never be able to watch regular porn again!

Kym Wilde in 'Nick Jacobs, Kym Wilde and Penny Flame'

Kym Wilde - Nick Jacobs, Kym Wilde and Penny Flame

Sexy Sgt. Kym Wilde catches officer Penny moving in on her prisoner meat. See Kym at her finest as she beats her prisoner and teases her play toy as only she knows how. And of course no prison sentence would be complete without a little jail house rockin? ass fucking. Don?t miss this update!

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 'Wild Bill and Cole Conners'

Cole Conners - Wild Bill and Cole Conners

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.

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!