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Drake Temple is bound as a prisoner in Major Josh West's office after sneaking around the army base. Drake is a smart-ass so Josh strips him and tortures his balls. He edges Drake as he questions him but Drake doesn't give in. Blinded and shoved in a cramped room Josh invades Drake's mind. The unwilling prisoner endures relentless mind control. Josh convinces the straight prisoner that he loves cock and makes Drake suck his huge dick. When Drake resists he gets electricity on his cock and thighs. Josh pulls Drake out of the room and ties him to his desk giving him a hard ass caning and an even harder fucking. He fucks Drakes load out of him and cums on the boy's face finally making him admit he loves the cock.

Brandon Monroe is a high-powered business executive. After a hard day at the office, there is only one way he can unwind. Brandon strips off his suit and warms up his hole with a black dildo and set of metal balls. After the intense stretching, he straddles his first machine, the Mini Mite. Don't let the name fool you. It has a wicked stroke especially when Brandon screws on a decent size dildo attachment. Fighting the urge to cum, Brandon pulls out the big gun, the Buddy Fucker. This machine fucks him hard and deep doggie style. Brandon can no longer stay on his knees so he flips over. The Buddy Fucker doesn't care. It keeps on plowing him deep, hard and fast until Brandon blows his explosive load.

Chastity Lynn is one of the hottest, filthiest and toughest girls we have on Sex and Submission! She is brutally manhandled and fucked by James Deen in one of the most sexually charged and intense scenes on the site. Chastity is also bound in tight, inescapable sex positions and mercilessly dominated and fucked in the ass. She later confesses to having the strongest and longest orgasm in her life. In this fantasy role play, the troubled Chastity Lynn is coerced into having hardcore-BDSM sex with her probation officer. This update is a must see!

You've seen Sebastian Keys sub on BG and BIP. You have never seen a boy go through such brutal domination. Sebastian Keys is a cocky police officer who gets taken down by a group of horny men in a public restroom. Spencer Reed and Ricky Sinz lead the crowd in the most intense gang bang ever in all of KinkMen history and possibly the web. Reduced to zero, Sebastian gets beaten, tossed around like a rag doll and fucked beyond his imagination. This super sub endures extreme candle wax, strict bondage, a fist to his ass, humiliation, double penetration and a face full of piss and cum. This is rare and boundary pushing event. It is not often a sub is used to this extreme.

DJ wrote me a pathetic letter confessing a deep obsession he has for Mistress Lorelei Lee. I couldn't help myself and decided to use it against him for my own pleasure. DJ is allowed to worship Lorelei for the day but he's indebted as an office slave to me for a month. Mistress Lorelei plays DJ so expertly that I was even turned on behind the camera. She uses the entire day for one big tease and denial extravaganza for the ULTIMATE cock tease! You have NEVER seen Mistress Lorelei Lee so sexy and you have never seen her deny a cock quite like this.

One is left thinking if DJ had wished to just keep his mouth shut. Truth is we all know Mistress Lorelei's power controls him and he couldn't help himself. Boot worship, humiliation, CBT, strap-on ass fucking, ass and pussy worship and wicked tease and denial are all included.

Unbeknownst to Trent Diesel, Parker London is a parolee working in a doctor’s office as a clerk. Trent is late for his physical examination and Parker decides to do the job. Parker perv over Trent’s body. Trent confronts Parker and says he will report this weird physical. Parker takes Trent down and binds him in leather straps. Trent endures electricity to his balls and hole while he’s being edged for hours. Parker beats the boy and fucks him on his boss’s desk.

Sunshyne and Parker fuck like crazed wolves in their small cop shop office. Their sexual tension has boiled over as they rip each others clothes off and fuck on the desk and against the one way interrogation mirror.
Sunshyne ravages Parker as she flips him over on the desk, fucking his ass and stroking him off. He shoots his own face with an explosive cum shot while Sunshyne fucks him.

And Sunshyne’s one cock releases a pent up cum shot like a torrential down pore!

Welcome MILF star Anjanette Astoria to WhippedAss.com. In this women in prison role play update Anjanette plays the strict and sexy warden while Bobbi Starr is the trouble making lesbian prisoner with her sexy side kick Asphyxia Noir. The two girls come up with a scheme to steal the wardens keys and take her hostage in her own office. Of course the warden has a few secrets of her own and the prisoners make sure to exploit every single one of them. Anjanette has been wanting to shoot for Kink.com for some time to explore her curiousness with punishment and bondage. Anjanette is tougher than nails and gets flogged, clamped, fist fucked, spanked, made to worship feet and strap-on ass fucked.

In this fantasy role play update, Alysa plays an innocent tourist who is captured by the government and accused of being a Russian spy. Two sex crazed officers, Mark Davis and Mick Blue, try to get information out of her through hard sexual punishment. Alysa’s hidden sexual desires are explored in ecstasy as she is brutally fucked in every hole while in bondage. This shoot has great interaction with intense anal sex and bondage!

Tia Ling plays a lawyer who gets a little time to herself when everyone leaves the office. After convincing her husband that she has to work late she turns on some porn and makes herself cum while fantasizing about being caught on the wrong side of town and getting taken down by five black men who make her suck cock and take their giant dicks in her pussy and ass at the same time!

The holiday season brings out the worst in people. Whether it’s family get-togethers or shopping for that perfect gift, one-upsmanship is the true meaning of this time of year. Not wanting to look frumpy for her office party, Jessie Cox enlists the help of Lorelei Lee to get rid of those last 10 pounds.
But unorthodox personal trainer Lorelei takes Jessie’s lack of motivation personally and takes an interest in getting her ass in shape. Tied to a bench with an acrylic butt plug stuffed up Jessie’s luscious bubble butt, Lorelei shows Jessie that there is no gain with no pain, moving on to sticky pads on her abs, electrical metal clothes pins on her pert, erect but most of all hard nipples. Lorelei brings orgasm after orgasm out of her wet, willing hole with The Samurai.
Finding Jessie’s form lacking, Lorelei takes control of her muscle contractions, while suspending her in the air by her wrists. Lorelei finds Jessie’s ass irresistible paying particular attention to it by making her cum with a metal ass hook — sparking with electricity, of course — that slides into her willing yet quivering butthole.
Finally, with Jessie’s arms in a box tie, Lorelei works on her client’s cardio while chasing her with a zapper and violet wand, alternating between the two. She uses the wand and zapper during the cool down, which consists of Jessie on the receiving end of a hard, rough and strap-on fucking, compelling her pussy to the heights of ecstasy that only submission brings.

Sarina dominates the scene once again in a steamy seduction of her new boss.

Start up companies hire all the hip, hot talent they can find, and Brian sees a spark in Sarina that he wants to take advantage of at home more than the office.
After a night of happy hour cocktails, Brian convinces Sarina to break her rules and come home with him. The heated kissing on the couch is moving fast and Sarina tells Brian if he wants her to suck his cock, he better be willing to suck hers…the night just got a lot more interesting…

Jessie Colter is tied up and blindfolded in a prison cell. Officer Spencer Reed comes in to tell the inmate that he will be set free tomorrow. Spencer wants to play with Jessie for the longest time and tonight is his only chance. Spencer gropes the helpless boy with massive gloved hands and makes the boy suck his fat cock. Spencer likes it rough so he beats Jessie down. Jessie endures the flogger, electricity in his cock and ass. Jessie screams like an animal and violently cums with the electric butt-plug up his ass. Spencer fucks the hell out of the exhausted boy and gives him a warning not come back to this prison.

Kara Price lands herself on parole for five years, and it is going to be a very long sentence! Her parole officer takes advantage of her status and comes in any hour of day and night, by himself or with his friends to use and abuse her helpless holes.

We had a great turn out for the local bikini contest. We hit the beach in sunny South Florida to get the hottest ladies to strut their stuff for you. This was a crowd judging. The louder the crowd the better chance for the hottest girl. I do not want to give it away but the winner had the complete package. The manager of the spot wanted to get to know some of the other girls and maybe give them another chance to get into the national spot. Tessa and her friend were more then willing for another chance. They took real good care of the boss in his office, and they made sure that he was satisfied enough to push her and her friend into the national competition.
Cast: Paul Erica Jmac Cara Tessa Taylor Kierra Raquel Robert Erin Meghan Adam Ana Andre Andrew Angela Anne Anthony Arthur Augusto Billy Blake Brian Brian Caroline Charles Christian Dagger David David David Dirt Edgardo Escobar Florida Freddy Henry James Jason Jonathan Joseph Joshua Jude Khalil Lavender Leslie Nicholas Mark Matthew Megan Mercedes Meredith Micah Patrick Peter Randall Adam Brandilyn Brandon Ceasar Chad Daniel Daniel Deborah Fransisco Jessica June Bug Kayla Kerri Leah Michael Phoenix Ross Ryan Ryan Scott Simon Stephanie Stephen Stephen Stephen Steven Tashika Thomas Tim Vincent Visser
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Enter Tessa Taylor – Bikini Crashers – Watch all the videos now!

This time on First Time Auditions we are joined by Parker. This girl is a cutie. She was a bit tense and nervous at first to the point that once her top was off she needed to go and make a phone call for some re-assurance. Once she felt better and loosened up it was all fun from that point on. This girl actually has a really nice ass. Once down to her thong we had her hula hooping in her thong and I must say it was an awesome sight! Before you knew it she was getting her pussy eaten and then giving him an awesome blowjob. It all takes place in the office on the desk. Enjoy!
Cast: Parker
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Enter Parker – FirstTimeAuditions – Watch all the videos now!

Merry Xmas from Hunter to all of you and your hot mommies. This week I bumped into this MILF while she was buying a xmas tree. She said it was for her office and that the boss had sent her to buy it but she knew nothing about xmas trees. So I offered my expertise in the subject. Then she needed help putting the tree in the car. So I offered my muscles. Then she needed help decorating it. So I offered my creativity. Then I needed help busting a nut. So I offered her my cock. Merry XXXmas ladies and gents.
Cast: Juliette Moore
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Enter Juliette Moore – MilfHunter – Watch all the videos now!

I went to a used car dealer to see if I could get a good deal on a car. I wanted to trade in my gas guzzler. When Jenny came out I knew I had to turn on the charm to see if I could get a good deal. She went high, I went low and we kept going back and forth. She finally relented and said she would see what she could do by talking to her manager. Little did we know she was the manager and when we went back into her office she made me an offer I couldnt refuse by wrapping her lips around my dick. She also wrapped her nice long legs around my hips while I banged her hard. Funny how she thought that would make me take the higher price on the car but once she got a taste of the Hunter she knocked down the price way below what I was expecting.
Cast: Jenny Weston
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Enter Jenny Weston – MilfHunter – Watch all the videos now!

I am at again! This time I found a hot lawyer in a car wash. I immediately had to pull her aside for a sidebar. A quick peek at her boobs and she passed my BAR exam. Working in a office will never be the same. Come see me bang this hot lawyer in her office like there is no tomorrow. After Im done with her, she will take her car to wash every lunch hour. I wont object to seeing her again.
Cast: Kylani Breeze
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Enter Kylani Breeze – MilfHunter – Watch all the videos now!

Another nice session for you guys one takes place in the office on a saturday while no ones in the there and the other is in the house and his wife gives him a great blowjob that im sure he will be remembering for some time to cum! Enjoy!
Cast: Daisy Duxe
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Enter Daisy Duxe – SeeMyWife – Watch all the videos now!

Today we go over to see Tatianna at her day job. She has a dull office job that keeps her pretty bored during the day. She shows us around and then gets on her favorite couch where she likes to relax. Before you know it shes getting naked and starts pleasuring herself. Watch this hottie get loose at work.
Cast: Tatianna Lee Talk to This Girl
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Enter Tatianna Lee – Girls of Naked – Watch all the videos now!