We have many beautiful women come through WhippedAss.com, Chanel Preston is at the top of the heap. Just looking at her beautiful face, tight body and lovely doe eyes makes you want to do filthy nasty things to her. And, that's just what we do! In this kinky roleplay Chanel confesses to her therapist, Nika Noire, all the lesbian thoughts she's been having about women. Nika decides to get to the root of the problem by putting Chanel under hypnosis and takes advantage of her vulnerable state. However, as Nika digs deeper into Chanel's mind it becomes obvious that it's all in her dirty head.........or is it? This hot update includes flogging, spanking, nipple torture with castration bands, humiliation, pussy worship and strap-on ass fucking.

Nicole Aria is naked and trapped in a tiny suspended cage with a ball gag in her mouth. Her legs and arms are secured with rope and her asshole and pussy are accessible through a hole in the bottom of the cage. Victoria Voxxx steps in and inspects her caged bird, and makes her tweet though her ball gag. She flogs Nicole through the cage and then takes a look underneath. She shoves her fingers inside Nicole’s asshole, and then a huge dildo and fucks her deep with it. She makes her cum with a vibrator and then lets her out, only to tie her up again. This time Nicole is on a padded device, doggy style with her hands tied behind her back. Victoria spreads and licks her asshole, bites on her toes, and then shoves a metal cage inside Nicole’s asshole, leaving it wide open. After that, Victoria rams her fist inside Nicole’s ass and fist-fucks her hard. In the last scene, Nicole’s wrists are tied to her ankles leaving her spread-eagle on her back. Victoria fucks her with a strap-on and a dick-on-a-stick at the same time, double-penetrating Nicole’s asshole right before fist-fucking her one last time.

Natalya plays with her makeup while her brother danni cleans her bedroom. Danni is in chastity and has to do everything his sister says. He’s been cleaning and organizing Natalya’s extensive closet for hours. Natalya made an agreement with him that if he completed the task, she’d let him out of chastity. Now danni has finished cleaning, but Natalya doesn’t feel like upholding her end of the bargain. Danni complains. Natalya doesn’t like him badgering her. Danni’s acting up. Their mother has said that if danni acts up, Natalya has the authority to peg her brother, to bring him back in line. Natalya ties her brother to her bed. She comes around behind him with a big thick cock she’s borrowed from their mom. Natalya fucks her brother long and hard with his chastity key around her neck. Her brother’s chastity jingles while she fucks him. Nobody in the household will come to danni’s aid. The women in his family are against him. Danni and his father are beta males. Danni doesn’t bother to cry out for his mother, because if she were to hear him, she’d just come in and fuck him with an even larger dildo. Danni deserves for the women in his family to hate him. It’s all his fault for being who he is. Natalya grabs her brother’s slender hips and thrusts the cock in deep. She’s decided that she deserves a bigger cut of his allowance next week. Ass fucking isn’t punishment enough.

If it's one thing all sissies need it's to be constantly filled with cock. Mistress Naomi's sissy rubber maid has proven to be very useful and deserves a reward of a thick, strap-on dick fucking his slutty holes.

Mistress Naomi's slave has been properly trained to be completely addicted to her strap-on cock now that his dick is forever locked in chastity. He is such an obedient fuck-toy that he will willingly take any size dick that she throws at his hole just so he can have some form of pleasure. His locked cock is totally useless making his holes the only way he can get off. Slaves are meant to be ass sluts and Mistress Naomi puts his hole to work making him beg for more.

Sebastian Keys was not born with the kind of cock women go crazy over. He prays at the alter of Divine Bitch, Mz Berlin hoping for just one more inch, one more centimeter of cock to be able to make his mistress happy. Mz is nice enough to try and help him and looks up an article on the internet "Sex Positions For Men With Small Dicks". When these positions don't work Sebastian is punished, takes small penis humiliation & is made to watch the well endowed gimp fuck the hell out of his mistress. She's nice enough to allow him to suck his dick to get it nice and hard for her and even saves the gimps huge load in her mouth to spit it all over Sebastian's pathetic face.

Taylor caught James, her ex-boss, surfing transvestite porn at the office and decided to turn him into Jasmine, her new sissy bitch secretary! Not that he had any choice in the matter. Now, Jasmine's a hot little tramp in sky high fuck-me heels fetching his, um her new boss' morning coffee and servicing any guy in the office that needs to take a break from all the corporate stress. Jasmine's always available to take that load off their schedules!

To his shame and my financial advantage, I have declared slave 66 permanently my sissy property. With Sissys and their fuck holes rent mistress can make yes good cash and so my Sissy gets the best training ever before she may expect with freshly made tits defenseless in the hotel tied to a chair her first client.

Dear Diary, Whitney, Brittany, and Nicole have a threesome tryst in bed in the new

Lazy, entitled Corbin Dallas does nothing of value with his life. He only lies around smoking pot, drinking beer, and jacking off to internet porn. But all hope is not lost for this typical contemporary male. There are corrective measures that can be taken and Mona Wales is here to implement them. She appears to him in his filthy bedroom and rips the blanket back exposing his caged little cocklet. She spanks his ass red before fisting his hungry hole. He gags on her huge strap on cock before she fucks him deep and hard. She sits on his face grinding her glorious bush all over his lips and nose and smothers him with her round perfect ass. By the end of this rigorous session Mona believes she has found Corbin’s true purpose in life: a worthless fuckhole.

Mistress Zita isn’t satisfied with only one humilating punishment for the slave who is laying on his belly, totally naked before her. She tortured his anus with her thick strapon before, but now she wants to repeat the whole thing again. So she approaches the already annoyed slave from behind and she starts to push her strapon into his ass again, causes him even more pain, than before.

Mistress Zita stormes into the room where her slave is waiting for her already wearing his mask but he is still in his clothes, because he doesn't know what will follow.Zita grabs him and draggs him to the spanking bench, agressively she ties his arms, his legs and even his whole body to the bench and he drags his trousers and boxersdown his legs. When his ass is naked she thrusts her enormous strapon into his ass agains his will.

The slave gets his usual punishment every week, sometimes he gets more then just one. Mistress Zita prefert the humilating and very painful assfuck with a strapon, she knows that this makes him suffer the most. So now she punishes him again with her huge strapon, she pushes it inside his ass and moves it rapidly in and out. And when she gets bored, she climbs on top of him and tries out a new position.