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..

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..

Anal Punishment for Lame Millennials.


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Lily Lane is doing a great job running her vintage hot Gothic store. She’s been in business long enough to have seen and heard everything. What she’s learned over the years is that she can not stand two things: People to try to shop while they are on their cell phones and Millennials. Today is her worst nightmare. Every customer who comes into her store is either blasting shitty music on their phones or having dumb conversations on their phone. Lily takes matters into her own hands. She sets up a trap for each of these annoying customers which leads them into the employee breakroom in bondage. The customers go through a barrage of anal punishment starting with spanking. Each girl is stripped down leaving their stockings on. Lily has Kacie tied up in bondage in stocking and bends her over and makes Violet Monroe sniff Kacie’s ass through the stockings. The stockings get ripped so that Violet can inhale Kacie’s unfiltered Asshole juices. Each girl is bent over and made to take large toys until their assholes gape open while the other girls lick and taste the inside of their assholes. Then the girls are flipped on to their backs and made to take Lily’s fist all the way into their tight little soft assholes. When it’s Violet’s turn to take a fist she is warmed up by taking DP in her ass with two long toys that both go deep into her asshole. One the Double Penetration has opened her up, Lily rams her arm into Violet and demands that Kacie adds to the pain by trying to get her hand into Violet’s stretched asshole. Lily must attend to more customers so she ties up Violet and Kacie for more punishment just in case there is going to be another addition to the party. Lily will teach any disrespectful millennial a lesson with Anal Punishment..

Beautiful Asian Biker Babe Prospect gets an Anal Hazing from Bikers


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Sheena Rider is a bad ass biker bitch looking to impress the Biker Bar Boss Lady, Lea Lexis, by bringing in a cute innocent prospect for the biker gang. Sheena proudly drags in a super cute, tiny Asian wanna be tough girl into the lesbian biker bar in hopes of impressing the mean Boss. Lea is intrigued by the adorable little asian prospect, dressed in a red leather jacket and slutty biker girl clothing. The Biker Gang is quick on getting little miss Marica Hase undress, her bottom stripped naked and bent over a bar stool. Lea and Sheena take turns spanking Marica’s cute bubble butt. They put a hook in her ass and make her take anal punishment while she’s made to eat and sniff ass. Marica wasn’t expecting this kind of a Hazing but she’s willing to do what ever it take to make it in to the lesbian biker gang. Since Marica’s butthole is too tiny to impress Lea, Lea demands that Sheena get on all fours to show Marica what kind of a gapping asshole she expects out of her affiliates. Sheena take one for the team taking big toys and fingers in the ass. She wants to impress her boss so badly that she even tries to take Lea’s entire fist. She struggles and grunts, groans with pain and pleasure. She sweats through the struggle but never gives up. If Sheena can impress Lea, the Lea will allow Sheena to try to get her fist into the little butthole of Marica Hase. Marica must take things really slow as Sheena prods her asshole with fingers and hand. Marica loves pushing herself. She is in ecstasy has Sheena fingers her asshole. Lea lexis isn’t impressed with the fisting the girls take so she breaks out her strap on and fucks each of these girls until they are cumming all over each other. The girls are tormented with hard dildo cock being rammed in and out of the already abused buttholes..