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India Summer in 'India Summer's Principles of Servitude, Day One'

India Summer - India Summer's Principles of Servitude, Day One

India Summer MILF of the Year is taken down, taught humility, earns training collar in brutal reverse cowgirl fucking and is rewarded with a cock in h

Cherie DeVille in 'Blond MILF Cherie DeVille in Grueling Bondage Made to Endure Torment'

Cherie DeVille - Blond MILF Cherie DeVille in Grueling Bondage Made to Endure Torment

Cherie DeVille is no stranger to Kink.com, or to The Pope. We all love her in every situation, but today she will submit to The Pope. The bondage will test her endurance, and then he will torment her and make her cum against her will. She begins in a beautiful asymmetrical tie that has her face down with her legs spread. The Pope enters and instantly begins to make the tie more grueling before bringing out the crop. He uses this implement to be very precise at issuing pain to her sensitive soles and then her legs. She winces from the pain, but that only feeds the fire for him to continue her suffering. Next he plunges a huge dildo inside of her wet pussy and then makes her cum uncontrollably. In the nest scene, Cherie is face down on the floor with her legs spread as wide as he could get them. The Pope takes a few minutes to enjoy her flesh before moving on to her feet and putting her through a grueling bastinado session. She begs and pleads for him to stop, but all that does is make him do it more. He eventually rewards her with orgasms, then shoves a metal hook inside her pussy and then ties it around her face. More orgasms are ripped form her body before the scene ends. The last scene begins and we have Cherie on her back over a half barrel to stretch her out. The Pope enters and begins to torment her with a brutal flogging. Once he is satisfied with that, he moves on to the cat-o-nine to inflict more suffering to her sensitive nipples. The day closes with The Pope punishing her with constant orgasm, which she hates more than anything.

Anime in 'Pure Mail'

Anime - Pure Mail

Pure Pleasure!

Yasmine Loven in 'Extreme Wrestling causes one wrestler to quit after 2 rounds'

Yasmine Loven - Extreme Wrestling causes one wrestler to quit after 2 rounds

Tournament matches are always the toughest, hardest fought battles of the year. Today proves to be especially brutal for one wrestler. For 2 hard rounds, Holly Heart and Yasmine Loven give it everything they've got. They clash hard and the action is back and forth. One wrestler doesn't pace herself well and has to quit after 2 rounds of wrestling. She is brutally punished with an ANAL ONLY round 4. We bypass her loser pussy and go straight for her loser asshole. Huge Anal Strap on, Ass to Mouth, Ass smoothering. We put the loser through the ringer. She is fucked so hard in the ass she has to quit on the anal fisting too. Quitters get a rude awakening on ultimate surrender.

Rachel James in '- Teens Like It Rough'

Rachel James - - Teens Like It Rough

Walking into hot blonde teen Rachel's room, as she was masturbating, immediately had my dick hard. Her teen pink pussy was so wet my cock just slipped right in as I dug deep with my balls slapping her young lips. Rachel was in heat bad and wanted me to fuck her very hard and rough. As she gasped and moaned I only got harder and exploded gallons of cum pouring it all down her hungry throat.

Roxanne Rae in 'The Depths of Hell - Day 3'

Roxanne Rae - The Depths of Hell - Day 3

Do you enjoy watching scenes that are as real as life? Do you enjoy knowing that the model is suffering as much as possible at the hands of the meanest mother fucker on the internet? Of course you do, and that is why you begged for this style of shoot to be done again; so we did it. Roxanne and The Pope are as real as you are gonna get when it comes to brutality and torment. The domination that he dishes out, especially to her, is extreme, yet she keeps coming back wanting more. Roxanne is locked into steel shackles on the floor in a spread eagle position. She is as helpless as it gets and waits for the entrance of her Master. The lights are all off except for just enough to see her. The point of this is to allow The Pope to move around her without her knowing where he is. She hears his boots on the floor, but cannot see him as he moves in and out of the shadows. She is subjected to his sadistic torment all day, which include flogging, a zipper, hot wax, and breath play just to name a few. When he has finished with her she remains shackled to the floor to reflect on the tyerror that was just unleashed on her as she sobs.