Ellis’ step-mother has sent him away to his aunt’s, Goddess Alexandra Snow, for some proper training. His step-mother would like for him to become more feminine, and fortunately, her step-sister is an expert sissy slave trainer. While away at Auntie Alexandra’s, Ellis will be fucked with a strap-on every day. Ellis’ boy parts will be locked away in a little pink chastity cage and auntie will hold the key. When Alexandra sends Ellis back to step-mother, she will be the perfect fully-feminized sissy girl.

Alexandra’s jerk zombie is desperate for release from chastity. It begs. Alexandra teases the drone with the key to its chastity device. Finally, she unlocks him. The drone strokes when and how Alexandra instructs. When she tells it to stop it must immediately return itself to the chastity device. She circles him like prey as he strokes for her. Alexandra keeps her jerk drone right on the edge of orgasm with intermittent returns to the chastity cage. He becomes even more mindless. The slave begs for mercy and Alexandra instructs it to lock itself back into chastity. She closes the lock around the cage. The slave is now actually grateful to be returned to chastity. He will remain locked for at least another three months. This is his punishment for asking for ever asking for mercy.

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.

Mistress AJ Applegate loves to lock men up and laugh as she totally emasculates them. Her slave has been locked away in a steel chastity device, secured by an anal hook tightly chained to the chastity, which makes any movement or arousal painful. AJ gets her slave super excited by letting him worship her beautiful ass, then punishes his excited cock with a spiked vampire glove. AJ then makes her slave beg for a handjob; of course, after being by the vampire glove, every stroke means even more pain for his poor cock. AJ leads her poor slave away on his leash, denied, in pain, and sexually frustrated - just the way she likes her slaves.

You just love watching my big, juicy ass bounce up and down while it mesmerizes your simple little brain. You cant help but drop to your knees and want to jerk off to my voluptuous ass every time I walk into the room. I can see how frustrated you have become just staring at my jiggling ass so close to your face. It's your luck day slave as I am going to let you stroke your cock to the ass that owns you. You better enjoy every second of it as this will be the last time you are allowed to touch your cock before I personally lock you right into chastity. I want to see you shoot that load straight into your hand and swallow every last drop like a good sissy boy. You do want to please your Goddess right?!? Now start stroking slave and show your devotion to my perfect ass! xoxo Goddess AJ

AJ Applegate is a very sexual and greedy Mistress who believes her orgasms are the most important thing in a slave's service. She loves locking away a slave's cock while riding his face to orgasm knowing the only pleasure he receives is from licking his Mistress's holes.

Goddess AJ proves to her lowly slave that she can fuck better than any real man. She lubes up her cock, slides it inside, and begins to mercilessly ram it deep down his fuck-hole. He has no choice but to submit to the will of her dick and learn his place as nothing but the house slut.

Goddess AJ is in complete and total control of your cock. She has you right where she wants you so she can milk you dry. All you can do is lay there helpless and obedient as she teases, edges and toys with your cock any way that she desires.

Goddess AJ Applegate has the most perfect ass on the planet making men do anything and everything to worship it. What her slave didn't realize is when he said he would do anything he didn't expect his balls to be crushed, squeezed and flattened in a vice. The price is steep to have the chance to be smothered by Goddess AJ's big bubble-butt but it's a price her slave was willing to pay.

You have become a worthless man in life but luckily Goddess AJ has a special love for sissy sluts. Instead of throwing you to the curb she has decided you would make a much better sissy with the proper training. If you want to stay Goddess AJ's slave you will need to let go of every last ounce of your precious manhood. Don't be embarrassed as your Goddess loves seeing a strong man all dressed up in sexy black lingerie ready to obey her every wish. Once you step into your new sexy lingerie Goddess AJ picked out just for you then your life as her personal sissy slut will begin. Are you ready to let go of everything you ever knew? Yes? Then let's begin your transformation...

London River is a sadist's wet dream, with deep curves, an ass that begs to be fucked, and a thirst for all the rope torment and beating this BDSM swingers orgy can dole out. Her one weakness is tested on this installment of The Upper Floor. She must take a slutty little teen, Gia Derza, who wriggles around in her rope bondage like a puppy, and discipline her by teaching her to recite the rules, serve the orgy, and earn the cock. London starts the party with three tight nipple clamps on her huge round tits, one for each rule Gia must learn. Meanwhile, Gia is strapped down to a sybian in shibari restraints, entertaining the crowd with her drooly mouth and eager answers to Aiden Starr's probing questions. London hangs suspended in a strenuous bamboo bondage tie and slobbers around her ball gag as Gia digs a deeper and deeper hole of trouble for them to climb out of. Our guest of honor helps himself to Gia's mouth and London's ass, perfectly presented for anal fucking. Gia screams and writhes on the sybian as her beatings and the vibrations are ramped up slowly, leading both women to cum like wailing whores. No rules are learned, but perhaps just as importantly, the party goers are endlessly amused! Meanwhile, regular guests set upon each other like hungry, horny wolves. A gorgeous little brunette beats her blond female submissive with a flogger while her dominant reddens her perky ass with a whip, and then fucks her swollen pussy silly with a hand held fucking machine. The rest of the guests are enjoying swinger exchanges in dark corners and hanging their submissive dates in tight rope shibari. Davey takes beatings and heavy kicks from her partner Fox until she is so turned on she can't hold back and flips Fox, beating her ass in a sadistic lesbian onslaught. Davey takes a pounding from Fox's thick strap-on cock, but again rolls Fox on her back and gets her cunt squirting in no time. Their play session ends with an entire hitachi head shoved up Davey's pussy and the entire party cheering for the kinky exhibitionist couple. Stefanos and Aiden have decided to try London as a teacher once more, and bind her banging body in a tight pretzel tie that leaves both her rosy holes in the air. Aiden tempts London with the promise of a brutal fisting, if she can just get Gia to learn the rules and recite them, while she has her pretty little pussy pounded out by Donny's huge cock. The burdensome tight clamps are still swinging painfully on London and she tries to earn that fist in her tight cunt and get Gia riding cock and reciting her rules like a good house whore. Tune in for part two next month, on The Upper Floor!

In part two of this wildest of All Hallows Eve BDSM orgies, Avi Love has earned her way into some tight bondage with a huge, hard cock in her slutty teen ass. MILF whore Krissy Lynn isn't so lucky, having stirred the ire of Aiden Starr for neglecting her duties in training Avi. Avi handles that huge dick like a good girl, moaning in the tight shibari while watching Aiden degrade and flog Krissy's swollen pussy and red ass. Locked in a cuff bondage position, Krissy can only wriggle around, begging for forgiveness, as she's given just a little bit of dick. Her huge bouncy tits jiggle pleasingly as she struggles over to lick Avi's ass off of Rob's cock like a sex-starved slut. Tonight is historically significant as Iona Grace has come back for a service session with Stefanos. These two are old playmates from many years ago on the Upper Floor, and they waste no time marking up Iona's gorgeous curvy body and huge, milky titties with a hardcore spanking and flogging. Once her ass is a bright crimson and the crowd is cheering, Iona begs to serve the house once more with her orgasms. She waits for permission, then lets loose with a deluge of passionate sexual release that has the horny crowd of BDSM swingers howling and clapping. Two other babes come over to drop their tits in her mouth and join in on the fun. Another hot young lady in a leather strait jackets fucks and sucks her Master, while others enjoy partner swapping, rough sex, single tails, rope bondage, flogging, and light up canes like nothing we have seen before. The party really comes together when both Avi and Krissy are strapped down to a fuck table and prove that they are able to recite the House Rules in unison like good submissive sluts. Their reward is an all-out assault on both of their holes, care of Aiden's sadistic handy work and Rob Piper's big fat cock. Both women display excellent manners, lapping at whatever is put in their mouths, and thanking Rob for every stroke in their greedy assholes. The crowd can't get enough of their hot screaming orgasms and urge them on and on until both whores are spent and completely covered in a thick load of cum. Well done ladies!

The heat is on Ashley Lane for having given her busty partner Lauren Phillips the house rules during Lauren's interrogation. If there is anything that brings out the sadistic lesbian urge in Aiden Starr, it's cheating little sluts. She ties Ashley's hot little ballerina body up in a tight ebi shibari tie and begins placing tight clamps all over Ashley's vulnerable pink pussy. Ashley whimpers apologies, but those apologies get much louder when Aiden begins to rip off the clamps, vibrating the ones left until Ashley is begging to cum with painful punishment orgasms. But Aiden isn't done with this pretty little submissive liar yet, caning her tender feet, zapping her sensitive pussy lips, and fisting her tight little hole. Ashley promises never to lie to Aiden again just to suffer through multiple orgasms around Aidens dominant fist. Guests all over the room are exploring each others bodies with canes, electrical toys, and suspending each other in intricate rope bondage. Barbary Rose has her curvy creamy body tied up by Stefanos, who proceeds to mark her skin with red hand prints and welts from his single tail. Beaten and wet, Barbary cums like a horny little bitch. Lauren Phillips has crawled her way under a massive cock and begins sucking it hungrily as the surrounding guests clap. Stefanos treats this attention whore to a reverse cowgirl cock ride while the pretty ladies of the party write degrading names on her huge tits. She is made to cum on the floor like a horny little puppy, licking Stefanos' boot. No rest for this anal slut, Lauren is immediately thrown on her back in a pretzel to be anally fisted and then fucked as Ashley licks up the cum and begs to have her tight little cunt railed with cock so she can earn her house collar and a load of cum.

Ms. Sephora is back in some brown FF stockings and white pumps!

Your life as the man of the house is officially over since Mistress Adriana has decided to turn you into her obedient, sissy hubby! She wears the pants now in this relationship as the only fucking will be happening when you are on all fours with a cock rammed deep inside you. Get on your knees and obey your Mistress's orders as your sissy transformation is about to begin...