Butthole Prison: Dee Williams Locks Up Charlotte Sartre for Anal Fraud


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Charlotte Sartre is a very disobedient inmate at the all women’s prison. She’s been keistering anal toys and copulating with the other female prisoners. The Butthole Prison has brought attention to the Warden on this issue. Anal Warden, Dee Williams is a no nonsense busty MILF who has been known for doing extraordinarily cruel and unusual things to her female inmates. Charlotte denies she’s done anything wrong and seems to think she can prove her innocence by NOT being able to fit any toys into her “tight ass”. If the anal toys don’t fit, you must acquit. Unfortunately for anal hungry Charlotte, try as hard as she can to keep her asshole tight, it just wants to stay open and suck up everything in its path. You could drive a truck through Charlotte’s loose butthole. Dee starts with a nice firm over the knee spanking. Charlotte’s tushy turns bright red and she writhes with pain and pleasure. The spanking isn’t enough punishment, so Dee starts fingering and plugging Charlotte’s asshole with toys. Charlotte’s ass starts gaping wide open and Dee knows right away that she has caught her Anal Toy Smuggler and needs to administer a full anal examination. Dee then has to check the entire asshole so she performs a body cavity search putting her entire fist into Charlotte’s ass. Determined to understand how Charlottes has been getting all these toys past the prison inspections, Dee has Charlotte demonstrate how she was able to stretch her ass out for keistering. Charlotte puts a giant red butt plug in Dee’s asshole so that Dee can see how easy it is to hide things in buttholes. After learning how Charlotte is doing her bad deeds, Dee must perform one last punishment, She straps on a huge anal dildo and strap on fucks her poor, powerless inmate, leaving her asshole gaping wide open..

Alana Cruise is an Anal House Pet


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Francesca Le has come home from a long day of work to tend to her house Pet. Alana Cruise is said house pet who has been tied up in rope bondage and left in Francesca’s Living room to wait patiently until Francesca returns. Alana has been bound with rope wrapped around her nude body, her pretty brunette hair left loose. Francesca enters the living room in her beautiful MILF business attire. Under her blouse and skirt she has a sexy set of lingerie. Francesca is very pleased to see her house pet obediently waiting her return. Not only is Alana bound and waiting in a very submissive position, she is waiting with a jeweled buttplug in her ass which pleases Francesca greatly. Francesca spanks her pet as a reward for waiting like perfect slut. Alana’s legs and ass undulate and thrust towards each of Francesca’s blows. Alana is enjoying her spanking so much that she farts her butt plug out while francesca is playing with it. Francesca pops the toys in and out of Alana’s ass all the mean while giving her the greatest spanking of her life while farting toys out of her asshole. Francesca wants to test her pet’s anal skills out. She is not an experienced Anal slave which is why Francesca is moderately gentle with her but still pushes her limits since that is what the anal slave wants. Francesca fingers Alana’s asshole with 5 fingers working her way up to an anal fisting until Alana can take no more. Then Alana takes the 2ft long slink as much as she can into her asshole until she must call mercy to her anal trainer. Francesca the rewards her anal slave in training with her own big beautiful asshole while she face sits Alana and makes her lick and sniff her beautiful butthole. After Francesca cums she rewards her pet with a big anal strap on. She fucks Alana’s asshole until its Raw. Francesca pulls, Alana’s hair and bondage chest harness so that she can thrust deep into Alana’s nearly Virgin Asshole. Once Francesca has had her fun with her slave, she ties her back up and leaves her there until next time..

MILF Doctor demands Anal Installments from Broke Young Blonde


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Sheena Rose is a petite tattooed honey who needs to get a medical check up. She looks up free clinics online and finds her way into Stunning MILF Doctor’s Office run by Syren De Mer. Dr. Syren does a medical exam on the pretty little Sheena and clears her for any and all physical activity. Once the exam is over, Dr. Syren tells Sheena to pay the receptionist at the front. Sheena is surprised! She has no money to pay and thought she was getting a free exam. Syren warns the young naive Sheena that nothing in life is free and tells Sheena she is willing to take multiple anal installments as payment. Syren slowly opens up Sheena’s tight ass with glass toys and fingers. Sheena’s ass is so tight it squeezes the doctor’s fingers. Syren keeps fucking Sheena’s ass as Sheena cums again and again. She pops a glass plug in an out of Sheena’s ass before getting a long glass toy and twisting it all the way in Sheena’s tight asshole. All the anal orgasms open Sheena’s asshole up until it’s gaping wide open. Syren licks and sniffs the yummy open hole of her patient. To open Sheena up even more, Syren inserts an inflatable plug in Sheena’s ass and pumps it until Sheena achieves the stretch the doctor is looking for. Now that Sheena has a good stretched out hole, Syren is able to get her gloved hand into the little thing’s ass. She fists Sheena’s greedy hole as Sheena cums harder and harder. This is Sheena’s very first time taking a fist in her asshole and she loves it so much she can’t stop cumming. As a reward, Syren allows Sheena to wear a fat strap on cock and fuck her big MILF ass until it’s leaking with anal cum. Syren farts all over Sheena’s face and Sheena sniffs all the delicious ass out of the beautiful Milf’s gaping asshole..

Yoga Girls Do Anal Bondage Stretching Until They Gape

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Lauren Philips is a level over 9000 Yoga instructor. Everyone loves her private instructions. Once you take a class with Lauren, You will be able to hit ANY pose. Lauren has a unique way of getting people to open up and let go. She knows that sometimes our minds distract us and don ‘t allow for us to get a full stretch. Lauren has found that making the body go against it ‘s natural instinct by trapping the muscles in can allow for deep stretching and relaxation. A lot of yoga teaches its students to breath to help cleanse the body. Lauren gets her students to breath deep by putting her nose to their asses while they breath in and out. This gives the student a feeling of relaxation but it also give Lauren a nice full breath of her favorite kind of air. Today, Maya Kendrich is doing a one on one class with Lauren in a Zen room. Lauren helps Maya advance her Yoga by putting Maya into bondage and making her muscles do what they don ‘t seem to want to do. Maya learns to relax from Lauren ‘s putting fingers in and out of her ass. Lauren puts her tongue and spits in Maya ‘s ass after she stretches it out using her fingers as fish hooks. Then Maya in bent over and gaped open with a huge black plug. Maya is in bondage while her asshole opens wide and we get a good look into her pink meathole. Since Lauren is teaching yoga she make Maya move around while she ‘s in bondage to check her core, her balance and her mental strength. Maya is rewarded by being able to lick, sniff fuck and eventually FIST Lauren ‘s sweet round ass. Lauren gets her rope and fashions a strap on harness out of it so she can fuck Maya ‘s hole until it ‘s stuck open..

Missy Martinez, Anal Rebel ASSault


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Private Missy Martinez was taken by the resistance while on a routine scouting mission three months ago. America never leaves a soldier behind so they have launched a rescue mission to find her and they have sent the best Recovery Special Agent in the industry, Lily Lane. Lily finds Missy tied with ropes and chains to a tree in the amazon jungle. Lily Lane releases Missy from bondage and is in for a surprise. While Missy was missing, the resistance convinced her that America didn’t understand their mission and was doomed to fail. The resistance only wants to spread their love for anal sex so for three months solid, Missy’s asshole had been gaped opened, licked, sniffed, and fucked. Missy soon began to understand the mission of the resistance and she wants to turn Lily Lane into one of the chosen. Lily plays along. She gets her ass licked, sucked, and fucked by Missy only to trick Missy into thinking that she’s on her team. Lily gets Missy tied up and then uses a variety of Large anal toys on Missy’s asshole. Missy takes her anal punishment with thick and long toys. She has never taken the two foot slink before today and Lily pushes her to take nearly the entire thing. Missy also has never taken a fist in the ass before and Lily gets her to take all five fingers. Then Lily ties Missy up even more and fucks her ass good and hard with an anal strap on until she cums over and over and turns back in to an American loving Private..