There’s nothing April Olsen loves more than a well-behaved boy with some actual manners. Someone who was taught to respect and worship women, to obey every command and prove to his Mistress that he is, in fact, a very good boy! Michael Vegas is that and more. He is beyond impressive in the way he jumps to please Mistress April. He listens to her orders and submits to her will. Bound to a chair, chained and leashed, he begs for a taste of her pussy, but Mistress likes to play games. Michael behaves extremely well, but it just isn’t enough to satisfy April…she wants more. A lot more. She knows Michael is a show-off, specializing in all things butt related. Mistress April orders her little pet to bend over and take it in the ass with the biggest cock they could find, and wow, does this please her! She straps up with a giant cock and absolutely destroys his asshole, stretching him wide and deep, shocked how it isn’t coming out the other end! Michael more than proves his worthiness to his Mistress, and so he is allowed to fuck April and cum on her high heels. A very good boy, indeed.

Anna DeVille sits alone on her couch with her laptop. She browses the web when all of a sudden a political ad pops up for Maya Kendrick who is running for Congress. Anna gasps at the ad because her and Maya used to date. She digs through her phone's photo library and finds some very compromising pictures that they had taken together during one very kinky hook-up. She sends a pic to Maya and explains that if she comes over for one more sexy time, she'll delete all of the photos from her database. Maya calls her back and tells Anna that she's coming over. She tells Maya to take off her clothes, get on the couch and stick out her ass. Anna spreads Maya's ass and shoves a big clear glass butt-plug inside and pops it in and out, making little gapes. Anna grabs an even bigger glass toy and Maya sits back on it while Anna pushes to get it all the way inside Maya's pretty pink hole. Anna reaches for one more even bigger triple ripple glass toy and Maya gets the top two ripples deep in her ass. Anna fucks her with the toy while Maya uses a big vibrator on her clit and cums hard. Anna wants Maya to play with her own ass and so she has Maya pull down her panties and bends over the couch. She licks Anna's asshole while Anna plays with her own pussy and Anna cums hard with Maya's tongue in her ass. In the next scene, both girls are completely naked on the bed. Anna has a huge dildo attached to her strap-on and Maya spreads her legs and begs to get her ass fucked. Anna fucks her ass deep and hard, making her gape wide open. After that, Anna sticks her legs behind her head and tells Maya to shove the Pillar up her ass. Maya fucks her with the Pillar, letting us see all the way inside. Maya gets The Slink almost all the way in and cums hard on it. They take turns fisting each other's assholes and Anna finally shows Maya mercy.

Ana Foxxx, Kira Noir and Jane Wilde! Need I say more? Three super hot babes star in this weeks lesbian psychodrama role play where the girls are "pitted" against each other with their anal skills to prove their love to Ana. Who loves her the most? Who will Ana choose to keep as her number one fuck toy? When Jane shows up at Ana's place Kira is already there flirting with Ana on the bed. Jealousy and a chance to win Ana over kick in and the great Anal Fuck Off begins! They pull Ana's little top off and tongue her nipples getting her all turned on. Ana has a butt plug in her ass and the girls play with it sliding it in and out of her tight asshole and licking it clean. Each of them determined to fuck Ana the best they each take turns pleasing her with butt toys, pussy licking and hot tender kisses on her lips and her asshole. A long metal dildo glides in and out of Ana's firm ass until she cums hard and the girls clean it off voraciously. They are all getting along pretty good so now it's Kira's turn to get some action and boy do these lovely ladies give it to her. First while Ana vibes Kira's pussy Jane drives her petite fist right up her asshole and it drives her to crazy town. Then Ana gives her a good ass fuckin' with a fat blue strap on cock while Jane slaps and chokes her. More fisting please! Jane fills her butt again with a fist and then they try to fill her up with an even bigger butt plug. Can they get it in? And then little Jane Wilde gets big treatment from Ana and Kira, first they fuck her ass with a glass dildo to warm her up. Then they stuff an even bigger toy in her but and Jane goes Wilde. Jane is famous for her top notch gaping, her ass just gapes like no other. She wiggles and writhes as Ana and Kira fuck her, lick her ass and get her off again and again. Who wins in the end? The Anal Fuck-Off delivers some hot hot hot girl girl girl action! Wow!

Penny Pax is running a business. When she checks the outgoing orders to be shipped, she finds multiple mistakes. She summons new employee, Alexa Nova over to scold her for doing a poor job. Alexa apologizes but its not enough for Penny. She tells Alexa to strip her clothes off and bend over her padded saw-horse. Penny gets a big black butt-plug and tells Alexa to open her mouth wide. She shoves the butt-plug deep in her mouth and gets it full of Alexa's spit and ready for her ass. Penny spreads Alexa's cute round ass and starts pushing the black butt-plug inside her tight asshole. Alexa's asshole while at first reluctant to receive the toy, finally gives in and swallows it up. Penny spanks Alexa's ass with the toy still inside. Penny takes the plug out and tells Alexa to flip over and spread her legs. She gets a clear glass toy and pops it inside Alexa's stretched asshole and makes her cum with a vibrator. Penny orders Alexa to get on her knees. Penny lifts up her tight latex skirt and makes Alexa tongue-fuck her asshole. Penny gets a big blue Bad Dragon dildo, hops up onto the padded saw horse, and fucks herself in the ass with it. She makes Alexa clean it off with her mouth and then orders her to fuck her ass hard and fast with it until her Mistress cums. After that, Penny straps on a huge dildo and has Alexa get on her knees. With the toy barely able to fit inside Alexa's ass, Penny fucks her slow and steady until she loosens up and then fast and hard until Alexa cums. After that, Alexa gets on her back and spreads her legs to see how much of The Slink she can fit inside her. Once shes filled to capacity, she uses an Hitachi vibrator and has a huge orgasm. Penny grabs a clear glass toy called The Pillar and gets face down ass up. She instructs Alexa on how to fuck her with it and when it goes deep inside we can see all the way into her hole. In the end, they get cheek to cheek, and Penny fills her own ass with water, and sprays it all over Alexa.

Gia Dimarco arrives to the Armory thinking she is going to shoot Divine Bitches with three of her fellow dominatrix yet we have another plan for her! After the opening interview with the male sub Gia ventures off to the bathroom where Maitresse Madeline, Aiden Starr and Lorelei Lee take her down right from the bathroom stall! Gia has been domming for two years now and had to be reminded of where she came from. The dommes spray her down and attempt to wash the whore from her and gets spanked hard but Gia just squirts all over! She’s bound spread and takes single tail lashings, cat o’ nine tails and flogging all at the same time! She’s suspended and ass plugged, strap-on fucked and fisted. Finally, Gia, completely broke down begs for three canes at once while strap-on ass fucked! This is one Whipped Ass update you do not want to miss!

Throughout the night, Kimber Woods and Cheyenne Jewel have been playing strip poker with Aiden Starr. Both Kimber and Cheyenne sit there fully nude having lost their last article of clothing and Cheyenne wants to play just one more hand. Aiden is mildly amused with the hubris of her two naked playmates. She is willing to play one more hand, but the completely naked girls are going to have to come up with something to bet. Kimber has the brilliant idea to wager their assholes. The cards are dealt and Aiden tells the girls to show their hand. Aiden wins and is determined to show these two little losers what it means to give up their asses. Aiden bends the girls over and brutally spanks their asses until they are bright red. She pops toys in and out of their holes, making them gape wide open. The girls lick and suck each other's assholes and the toys that come in and out of them. Aiden ramps up the energy with some heavier anal play. She puts the entire two foot long slink all the way into Cheyenne's asshole. She pushes it in and pulls it out, making Kimber lick and gag on the long toy that was buried deep inside Cheyenne's ass. Kimber's asshole gets stretched wide open with the metal speculum. We see deep into her asshole, getting a glimpse of her pink asshole walls. Cheyenne gets throat fucked by Aiden's fists which makes Cheyenne drool puddles of spit down into Kimber's pried open asshole. Aiden really wants the girls to ante up more so she lays them down and ass fists both the girls hole's until they beg for mercy. Both girls have explosive anal orgasms. Cheyenne's asshole is punished the most for her being a horrible card player. Cheyenne is bent over and strap on fucked in the asshole right over Kimber's pretty face. Kimber waits with her tongue out to suck the cock right when it comes out of Cheyenne's ass. Cheyenne get's pounded good and hard until her asshole is dripping with her own anal cum and Kimber licks it all up.

Lexi Lore and Gia Derza sit in awkward silence, waiting for their couple's therapy session with Dr. Aiden Starr. Aiden introduces her self to the two. She tells them to relax and listens to both sides. Gia explains that when Lexi is asleep, she plays with Lexi's asshole, but never when she's awake. Lexi wishes Gia would just be honest about her wants and needs. Aiden suggests a new technique to Gia and she agrees to it. Aiden dangles a pendant in front of her eyes and Gia drifts off to sleep. Just then, Aiden puts her arm around Lexi, gropes her tits through her short dress and tells her to bend over. Lexi spins around in her chair and puts her ass high in the air and Aiden shoves her thumb up Lexi's ass. Aiden gets a clear glass butt-plug and slides it inside her hole. She pops it in and out, making Lexi's asshole gape. Gia wakes up shocked to see her girlfriend getting her ass fucked by their therapist. Aiden yells at her to come lick her girlfriends asshole and Gia rushes to Lexi's hole and licks it furiously. Aiden bends Gia over her leather chair and spanks her perfect tight round ass until it turns pink. She pulls Gia's panties down and spreads her ass cheeks. Aiden takes a blue butt-plug and stuffs Gia's ass with it. She stuffs it in and pulls it out making big gapes. She leaves the plug inside and presses a vibrator against her pussy and Gia cums so hard that she shoots the plug out of her ass. Aiden tells Gia to go masturbate in the corner while she watches her fuck her girlfriends ass with a big clear glass toy. She fucks Lexi with a strap-on and fucks Gia with a big dick on a stick. After stuffing a big metal ball, and the entire slink up Lexi's ass, Aiden makes them kiss, ending their therapy session.