One working over was not enough for this greedy MILF. Penny Barber is legendary for how mouthy she is. This brat needs breaking but always bounces back twice as bratty as before. Jack Hammer decorated Penny with bruises and strict restraint for Infernalrestraints, but it was obvious it was not nearly enough. In the end, he brings her over to Hardtied where Rain DeGrey is waiting to take a crack at her.Once Jack dumps off his used plaything, Rain pounces and gets to work immediately. That mouth has always gotten Penny in trouble. Time to show her the price for insolence. Penny is tightly tied and gets her mouth washed out with soap and water. Her makeup is destroyed in the process but the attitude remains. The soap is shifted into a gag and Penny is left to wallow in soapy anguish as drool pours out around her gag.Pulling our busty MILF into a bent over position, Penny is tied down so that her juicy bubble butt is perfectly exposed. A fierce and relentless flogging on that iron ass doesn’t even get her attention, and Rain has to switch to her fist. The fist does the trick as a noticeably less lippy Penny cums hard, glassy eyed and twitching. Pleasure seems to have more of an impact then pain, and Rain explores that with a merciless strap-on pounding.Evidently pleasure is the key to unlocking this brat, and Rain binds her into a chair tie that perfectly displays that greedy cunt. Penny can not close her legs or shift in the slightest, and is promptly overloaded with with a onslaught of vibrator and fist. As her eyes roll into the back of her head, the sassy backtalk are noticeably absent. Of course, the big black ballgag firmly wedged deep between her lips probably helps too. Once every last orgasm is ripped out, our bound and destroyed fucktoy is left lolling in her ropes, drool pouring out and a distant look in her eyes.

Alexandra barely has the time to catch the incoming cumshots from

Brooke Johnson is one tough slut. The Pope doesn’t waste any time going straight after her and issuing immediate pain. She is held in place with a steel device and a wooden deprivation box. The pain is swift and constant, which fuels her masochistic fire that she so desires. Her body is abused with a constant berating of impact from floggers and other sadistic implements. After her flesh is nice and red from the impact, The Pope covers Brooke’s body with hot wax. He then gives her the first of many orgasms. Next, Brooke is in a brutal scorpion pose atop a wooden box, and held there with chains and leather cuffs. Her head is pulled back, using a heavy leather head-harness and a nice red ball-gag. The Pope begins with her feet, and issues some grueling bastinado until Brooke begs for it to stop. He moves on to the next form of torment; electricity by way of zapper and cattle prods. Brooke muscles through yet another brutal scene to get the coveted orgasms she craves as her reward. The final scene begins with Brooke on her back with her legs pulled into the air and locked into steel traps. Her arms are pulled back into a strappado, and her holes are more than available for whatever The Pope wants. There is more bastinado, but this time with Fluffy, The Pope’s dragon-tail whip. Brooke screams uncontrollably, but that only makes him go harder. He eventually moves on to a paddle that he uses all over her legs and feet throwing in a vibrator intermittently, just to confuse her His crop is used to impact all of the specific places that make her scream the most. He eventually gives her all of the orgasms she can handle as a final reward for being such an amazing pain slut.

Savanna Fox plays good cop bad cop with poor little Kacie Castle. Savanna wants to know who Kacie's boss is so that Savanna can get in on the action in the crime world and make big bucks. To gain Kacie's trust, Savanna shows Kacie what a dirty slut she can be herself. She fucks her own asshole and gapes it so Kacie can lick it up. Savanna torments Kacie with brutal anal. Giant Toys, Long snake toys that slide deep into her asshole; DP anal going wide AND deep, Strap on fucking, anal fisting and enemas all get Kacie to finally trust Savanna so they can become partners in Crime

Having already found herself in trouble on her 1st day at the Institute, Delta is waiting in naked corner time for the Dean to arrive. He welcomes her to the Institute with a fully naked strapping.

Alice is sent to see The Dean for a two part punishment. She is taken OTK with her legs dangling in the air, and is spanked very hard on her tiny bottom. She is then placed in an exposed and embarrassing time out.The Dean decides a strapping is also in order for Alice. She is laid on a stool so he can easily switch sides to make sure her bottom is fully and properly punished.

Some Sissy Maids think "cleaning" means wiping the floor for a half-hearted minute, as a session intro. That this is acceptable service.And it sure is, if you want to be compah-letely bitched out for the rest of your session with a sincere treatment.I program my maid to have a blank stare, blowjob lips, and take blackmail shots (real) and send them to friends, while a savage dicktie and vibrator combo makes him cry and I taunt relentlessly.

This prison shotcaller's been getting a little to big for his own good.Let's give him a reminder that he is just a prisoner, a captive, and mine to discipline as I see fit.The warden descends from her lofty perch to personally deal with this tough case.

Rain DeGrey enjoys watching Ashley Lane cum. It's nice to see someone else get their pussy tortured with intense vibrations for a bit. This beautiful redhead has a banging body, firm tits, and an amazingly sensitive pussy. So sensitive that a few minutes with the Hitachi has her screaming her lungs out through the ball gag in her mouth. It's a complete orgasm overload for Ashley. She would snap her legs shut forever if they weren't held open by chains. We're going to keep her cumming until her eyes roll back in her head and her voice gives out.Rain won't get to look on forever, though. We have something even more intense in store for her. The Hitachi may be the most powerful hand held vibrator, but it pales in comparison to the power of the Sybian. Rain won't even have her feet on the ground while she rides this motorized monster. All of her weight will keep her clit pressed firmly against the machine. It's powerful enough to tear orgasms for her aching pussy through caning, breath-control, and whatever other distractions we provide. She has no hope of escape. Just like Ashley, all she can do is scream and cream.Unlike our lovely decoration, Rain isn't done after a bit of fun. We've got her face down and ass up, bound by her ankles and wrists over a barrel. Ashley is looking on from her cage, happy that what comes next isn't happening to her. Rain gets caned so brutally that the welts form instantly. She's whipped so hard that her back is covered in stripes. Tears pour down her face and she grips her bondage for support. She's spitting, cursing and crying but we don't let us for a second. She said she didn't feel challenged enough earlier. Well, she certainly doesn't have that problem now.

Five super sexy Mistresses treat their slaves and pets to a little pawing and petting while the boys are bound up and begging for release.