Penny Pax and Jane Wilde are attending Kenzie Taylor's Anal Academy. They sit at their desks in class, ready for their final anal exam. Before Professor Taylor shows up, the two have some nasty words with each other about who is the bigger slut on campus. Kenzie enters the room and yells at the girls to stop bickering at each other. The exam begins and Kenzie tells them to get on their knees in front of her and take her panties down only using their mouths. Kenzie tells them to lick her asshole and she judges who can do it better. Penny licks Kenzie's ass with the full length of her tongue while Jane watches, impatiently waiting her turn to tongue Kenzie's hole. Kenzie tells Jane to get on her desk and Jane quickly lays down on the desk and Kenzie sits on her face, smothering her nose and mouth with her asshole. Penny and Jane both lick her asshole while Kenzie uses an Hitachi on her clit and cums hard on their faces. Next, Penny gets bent over the school desk and Kenzie gets a big metal toy and pops it in and out of Penny's asshole while Penny licks Jane's ass. Jane, with her ass in the air, gets her ass filled with a clear acrylic toy, giving her big gapes. Kenzie puts matching purple butt plugs in each of their asses and face-fucks them with her strap-on until both butt-plugs come shooting out of their asses. They both get strap-on fucked in their asses deep and hard. After that, Kenzie gets huge gapes out of Jane's ass with a gigantic acrylic toy and Penny tongue-fucks her gaping hole. Jane fucks Penny with the slink while Kenzie masturbates in front of them with a vibrator. Finally, Kenzie gets five fingers inside Jane and five inside Penny and they both cum hard and lick their juices off of their Professor's hands.

Looking very smart in her lab coat and glasses, Dr. Paige Owens readies her syringe for her hysterical patient, Tommy Pistol. She administers the shot and Tommy goes to sleep. He wakes up in Paige's house, handcuffed to the bed. Paige calms him down and frees him from the cuffs and tells him that she has a job interview lined up for him. He tells Paige that she's made a big mistake and climbs on top of her. He grabs her tits, spreads her legs, and fingers her pussy. She moans reluctantly and gives in to his control. He lays her on her stomach and strips her clothes off. He uses rope to tie her wrists and ankles to the four corners of the bed and whips her ass and back with a leather flogger. He climbs on top of her naked body and slaps her perfect round ass, and she sticks it in the air for more. He sinks his hard cock deep in her slutty pussy and fucks her hard and fast. And with a perfect view of her asshole he cant help but shove his cock right into it. Paige loves getting her ass rammed and she cums hard on his cock. Tommy flips her over and ties her up using more rope. This time, her legs are tied spread, wide open with her fucked pussy and ass on display. Tommy lubes up a hand and slides his whole fist inside Paige's pussy. He fist-fucks her pussy while fucking her ass in an amazing double penetration and she screams in pleasure. He lets her out of bondage and tells her to suck his cock and to not stop until he cums. Tommy puts nipple clamps on her natural perky tits and aggressively fucks Paige's mouth until her face and his cock are covered in spit and cum.

After her super intense first session, Xaya returned, covered in bruises and with a sore asshole. You see, she likes suffering and likes the physical record of it. So what could Dr. Mercies do out of the kindness of his heart but to lay bruises upon bruises and to add anal soreness on top of anal soreness. This session is for you sick fucks who like to see an already wrecked ass get wrecked on top of its wreckage. Know, at least, that Xaya enjoyed this, in a masochistic kind of way.

Tommy King has taken the wheel as the Divine Bitch today and serving her is the muscle-bound Dillon Diaz. Dillon is standing patiently in the pool awaiting his orders from his Mistress. Tommy instructs him to come to her and as he approaches her, we see that she has tied an ass hook inside of his ass and has made him keep it there until she decides to remove it. She bends him over her lap and begins to enjoy his muscular body and ass. Dillon is a very obedient sub and Tommy wants to reward him, so next he is tied to a wooden pole. Tommy toys with him before putting on a blindfold and then then the torment begins. She adds clothespins to his nipples and cock, and then flicks them to intensify the suffering he is made to endure. The zapper is used to over stimulate his senses since he has been blindfolded, and the anticipation is killing him. Tommy teases his cock and balls with a vibe, and then turns around and grinds her perfect ass all of his cock. Next, Tommy moves Dillon and the action to a tree house on the oasis and begins to violate his ass; first with her fingers and then with her strap on. She goes back and forth from his ass to his mouth, and Dillon is more than happy to clean her cock with his mouth. Tommy wants his cock inside of her welcoming pussy, so Dillon is made to fuck her until she says stop. First, she rides him and has powerful orgasms, then she bends over and instructs him to take her from behind. Once she has had enough orgasms, she allows him to cum, and then commands him to eat his own cum off of her ass.

On New Year's Eve, alone at home wearing only a blouse and thong underwear, Katrina Jade waits for her boyfriend Tommy Pistol. When he finally comes home, she's pissed off and they argue. Tommy begs for another chance and after almost kicking him out of their house, she gives him one. Tommy brushes off the bad vibes and comes up with a plan that would win back her love. He takes her to a remote area in the woods. He leads Katrina by a chain locked around her neck. In only a bra, panties, and a ball-gag, she's tied to a rock with her arms out and her legs spread. Tommy hits her with his flogger. He licks her pierced pussy and squeezes her pretty tits. She's untied, brought to her to her knees, and Tommy removes the ball-gag. He face-fucks her mouth with his hard cock and she deep throats his meat. He stuffs his balls in her mouth and makes her bite them. He uses her spit to finger fuck her pussy and makes her cum. Next they go back to their house and Tommy ties her up again with rope, this time standing with one leg up on the kitchen counter. He spanks her ass just before stuffing his hard cock inside her slutty pussy and fucks it well. She cums hard and Tommy switches to fucking her ass deep, hard, and fast. She cums multiple times while getting her ass fucked. In the last scene, Katrina is on her back with her legs spread, tied with rope to a leather chair. Tommy crops her ass then fucks her pussy once again. He switches back and forth fucking her ass and pussy and cums hard shooting his load inside her giving her a surprise cream-pie, hopeful that his seed will keep them closer.

We all know that blonde girls are fun to be with. Vinna Reed and Victoria Pure are no exception. Except that they have a very special fetish - Vinna loves to put her fist in Victoria's flexible pussy!

Whitney Wright is late on her rent again. Laying around the pool is her two roommates, fully nude and caressing each other. The stunning and dominant Casey Calvert is having her way with the cute and perky young Miranda Miller. What excuse does Whitney have this time for not having the money. Casey offers up an all anal alternative to this dilemma. Will Whitney give up her cute perky bubble butt to make rent? Inside the house Casey shows her two girls the huge collection of butt toys. After some deep lesbian rimming, the glass dildo comes out to start stretching open Whitney's tight asshole. Miranda wants her turn too and gets her ass filled and gaping with toys. Next the two girls have a turn stretching and gaping Casey Calvert with a butt plug. Finally with the hitachi out all the girls have deep anal orgasms. Miranda really wants to prove her worth to the household and takes a speculum in her ass for the first time. This stretches her cute butt wide open and gapes for all the girls. Whitney bounces her big booty on a huge dildo and rides it right to orgasm. Finally Casey shows both girls who is the boss anal bitch and takes a fist up her ass followed by two huge metal balls. Rent is paid in full this month!

Mistress Marley Brinx knows the best way to keep her slave is trapped in a box where he is always ready to be used for her pleasure. He has no choice but to submit to the will of his Mistress whenever she is in the mood for an orgasm. She gets off on riding and fucking his helpless face making him lick and worship her exquisite holes until she cums all over her bitch.

Arabelle Rafael doesn't know what she's getting into when Dee Williams brings her to her kinky friend Ana Foxxx's workshop, to see her new 'bondage rack'. But Ana and Dee are super excited to show her how it works, so they immediately make her their subject. They strap Arabelle into it, nice and secure, with her wrists, chest, and ankles buckled to the steel frame. It's a bit intimidating, but Ana promises Arabelle that she's going to have a great time. The two women cut away Arabelle's dress and panties, exposing her, and subjecting her to an intense vibrator. Dee grabs the flogger and Ana uses a leather paddle on Arabelle's exposed ass. Arabelle would scream, but Dee has stuffed Arabelle's panties into her mouth. The women add nipple clamps to Arabelle's large natural breasts because more pain is always better. Ana smacks Arabelle's ass nice and red before letting Arabelle's breasts feel the sting of her leather paddle. Dee and Ana strap Arabelle to the floor, her legs tied wide apart. Arabelle's pussy is there for Ana to enjoy. Licking, kissing, slapping her tender regions. Arabelle's moans are stifled when Dee sits on her face. Dee's voluptuous ass smothers our helpless Arabelle. Arabelle must use her tongue to satisfy Dee or she won't be allowed to breathe. Meanwhile Ana stuffs Arabelle's ass with a metal butt plug. Jealous that Arabelle is getting all the fun, Ana switches with Dee and sits on Arabelle's face while using a vibrator to cum. Arabelle's tongue must work to please Ana in exchange for air. Now the women fuck Arabelle. Ana fucks Arabelle's pussy good and hard with a strap-on dildo. Dee flips Arabelle over doggy style to fuck her ass. Dee rides her good and hard and now with both holes juicy, lays on her back and pulls Arabelle down on her, impaling her butthole while her pussy is exposed to Ana's own strap-on. Ana commands her visitor to ride the DP. Arabelle is filled up completely, and spent. It looks like Ana's bondage rack has done its job!

Mistress Anikka has an ass that any man would crave to have their face buried deep in between those cheeks. She has turned her slave into a mindless ass addict who only thinks about licking and worshipping her sweet hole every second of every day. As a reward for being such a good boy this month, he finally gets his dream of being smothered by her big, perfect ass!

Liz Jordan begins kneeling patiently and obediently on a box, waiting for her mistress. Katrina Colt enters and caresses Liz, and has her bent over on all fours. She shows her submissive’s ass to the camera before spreading it, spanking it, and spitting on her hole. Katrina paddles Liz from behind harder and harder then shoves anal beads inside Liz’s tight ass. Katrina peels her submissive pet’s panties off before sliding a glass toy inside, and making it wink and gape. Mistress Katrina fucks Liz harder until she makes her cum. Liz takes the slink inch by inch and Katrina allows her to cum again, and Liz tastes her own ass off the slink and deep throats it. Katrina bends Liz over and makes her worship and lick her domme’s asshole. Liz opens Katrina’s ass with a big metal plug. Katrina commands Liz to grab another larger plug and stretch her ass with it until Katrina orgasms.

Bella Rossi works at a dispensary where two sexy customers come in asking plenty of questions about the products. After Bella Catches the two sluts keistering products she turns Gabriella Paltrova and Violet Monroe's fart dispensaries into fun boxes. Bella pulls prolapses out of the ass after she spreads them out with the anal speculum. Each girl gets hands in her ass and large glass toys. Lots of sexy fart, ass sniffing, spanking, double handing, gaping and all out anal nastiness

Mistress Annika has a date planned for later in the evening, but she wants some pleasure now. Annika knows that this slave is a complete ass junkie cuckold and will suffer any indignity for her ass. Annika mocks her ass slave as she teases him with it, making his tongue glide over the latex covering her ass as he begs to worship it. Annika finally moves the latex out of the way and gives the greedy slave what he has been begging for - access to her ass! The slave is so enthusiastic in his worship that Annika has to use her slapper on him several times, reminding him that this is about her pleasure, not his. Once Annika is satisfied that her ass is clean, she leads her crawling slave back to his cage, her ass taste still in his mouth

The stunning and fierce Sovereign Syre just wants to have a relaxing afternoon by her luxurious pool. However, the new help, natural busty college coed Penny Pax just did not get the memo on proper service attire. Dressed in her hippy thrift store clothes, the red headed Penny just doesn't get it. Sovereign demands Penny to strip down to her proper uniform. A tight string bikini. Sovereign knows she will need to train this new house servant and knows just the way to do it. Dragging Penny by the hair into the house, Sovereign begins to teach Penny some respect. First with her beautiful feet. Syre presents Penny her feet in black high heels. Penny Pax removes the shoes to reveal the perfect arches of Syre's bare feet. Penny licks and worships Sovereign's feet and toes. Licking between each one pleases her mistress. Next Penny must learn to worship her Mistress's asshole. Syre turns over and reveals a jeweled butt plug. Penny licks around this toy and pulls it out, then begins to lick and smell and worship Syre's perfect tight hole. Tongue fucking is just the beginning before Sovereign pulls out a glass dildo for Penny to use on her ass. With the dildo fully inserted Penny begins to service Sovereign's other hole with lesbian pussy licking. This gets Syre to scream with orgasm. Now it's time to torment Penny's ass. Flipped over, Sovereign begins to slap Penny's white ass RED. Then shoves her fingers in Penny's asshole to stretch it out. Fully stretched she starts with a pink cock and rams it in and out of Penny's gaping asshole. Then Sovereign straps on her cock and has Penny deep throat gag on it while fingering her own asshole. Ready for a deep anal fucking, Penny takes Sovereign's huge cock all the way. This gets Penny to scream with orgasms. To finish off the training Penny is taken to the shower for a full anal enema. Filled fully and begging to stop, Sovereign pulls out the enema and receives an anal water foot cleansing. This fully pleases her Mistress.

Alas, we have reached Lily's final session from her recent stay at the Assylum. What this one lacks in creativity it gains in authenticity. You see, Lily did something bad: she slept through one of her previous sessions. So she and Dr. Mercies agreed she needed to be punished. Dr. Mercies punished her PAWG ass very hard with the vicious rubber tawse. He slapped her face. And he used her mouth roughly. You don't see many sessions like this at the Assylum, but Lily is a real-deal submissive masochist, and it was the right session at the right time.