Private Tori Avano’s Anal Army Initiation


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Tori Avano is an Army Private who is going to get the anal hazing of a lifetime. Dee Williams and Syren De Mer are two MILF commanders who are going to dish out the punishment with glorious tag-teaming action. Poor young Tori is tied up in bondage with her ass exposed and up in the air, ready to take a spanking. Syren De Mer starts the spanking. She warms up Tori’s ass with spankings that turn her tushy hot and pink. Dee Williams finishes the spankings, making Tori’s pink cheeks so sensitive that she jumps anytime her ass is touched. Syren grabs her flogger and goes to town on Tori’s ass, back, and feet. To start, Tori’s asshole gets opened up with a metal toy. These anal punishing MILFs know exactly how to open an asshole properly by giving it a good warm-up. The chemistry between all three of these anal whores is strong. Tori’s asshole opens from the sexual energy, and just at the right time to attempt to take Dee William’s entire fist. This is Tori Avano’s very first ever anal fisting. She really wants to impress her commanders. She attempts to take the fist at first but the feelings are too intense for her. She calls mercy but then begs her commanders to try again. One the second attempt, Dee’s entire fist goes in and with her ass full, Tori smashes a vibrator against her own clit and makes herself cum. Veteran ass stretcher, Syren De Mer volunteers to show Tori Avano just how its done. Syren takes a full blown anal punching from Dee Williams. Dee and Syren lick up all the gaping holes they create. Finally, Tori is released from bondage and is fully compliant to taking a good hard lesbian anal strap-on fucking from Dee Williams while Syren holds Tori’s gaping asshole open and licks all the freshly fucked flesh.

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..

2 Butt sluts get Fisted & Fucked


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The gorgeous Savannah Fox takes out her two foxy MILF butt sluts to play! Dark haired Penny Barber is so glad to be out of her cage, and super blonde London River is eager to get fucked. First Savannah must make sure each ass is tender. She spanks her toys’ asses and takes a deep whiff. She uses Penny’s mouth to warm up London’s asshole and when Penny gets mouthy, she shoves her head right in between London’s cheeks. Then London gets to lick and smell Penny’s delicious asshole. Once these two sluts are all warmed up, Savannah breaks out the toys! She starts with the fat, cold stainless steel double ended dildo. She teases Penny with it before plunging it in London’s greedy asshole. For Penny’s asshole, Savannah chooses a glass corn on the cob dildo. Penny squirms as the cold toy gets pushed slowly in and out of her asshole. These hungry slutholes are aching for more and Savannah knows just how to satisfy them. She has London hold Penny’s legs open as she slides her fist right into Penny’s ass. Penny screams as the fist slowly sinks into her ass and tries to squirm away, but is unable to escape and made to orgasm on Savannah’s fist. Then Penny holds London’s legs open as Savannah pushes her fist into London’s slutty asshole. Once the fist is in, London can’t stop cumming as Savannah fist-fucks her hole. As a reward for being so good, London gets stuffed with Penny’s fat cock. London moans as her ass is fucked and Savannah is so turned on, she starts masturbating and fucking her own asshole. The more London screams, the more aroused Savannah is. She squirts all over London, covering her dirty sluts in cum..

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..