Latest updates featuring Sophie Monroe

Cherry Torn in 'Kinky JOI: Lesbian Cuckolding'

Cherry Torn - Kinky JOI: Lesbian Cuckolding

Here sits Cherry Torn in a bright red latex dress with her freshly painted toes ready to tell you just how pathetic you are. You sit at her feet while she tells you just how much pussy is better than dick and how you, her little cuck, are so desperate to be near her that you'd watch her have hot lesbian sex over and over again just to be in her presence. Arrives Sophie Monroe, Cherry's sexy accomplice. She's got a black latex jacket open revealing her giant cleavage. Together they laugh at what a sorry little man you are while Cherry begins to pet her pussy. You know you're lucky just to be in the room and that nothing belongs to you but your ability to beg to these two mistresses. You see they own you, they own your pathetic little dick, and they know you'd love just one sniff or lick of Cherry's wet, throbbing pussy. With Sophie's strict discipline you must sit and watch as these two dommes enjoy themselves. To serve, please, and worship your goddess while Cherry pulls at her own big tits and perky nipples. You're the luckiest little fucking slut that you're even able to beg to sniff Cherry's pussy. You are instructed to show gratitude as you hope that you get to jerk that tiny, freshly out of chastity cock just a little bit. Sophie fingers Cherry's dripping wet pussy so you can see exactly what you're missing. And then to exemplify just how useless you are Sophie gets her giant fucking dick on a stick to drive it deep into Cherry's hungry cunt. Now while Cherry gets fucked you have to beg to get hard. But don't touch it. No you just watch as she gets pounded over and over again until her legs shake. You could never do that now could you?

Sophie Monroe in 'You're Sophie Monroe's Sissy Slut For Life'

Sophie Monroe - You're Sophie Monroe's Sissy Slut For Life

Look at you! Dressed just as your Goddess Sophie Monroe requested. Just some minor adjustments, mainly that unsightly bulge. Luckily your Goddess has just the thing to lock up that little clit. She teases you with her luscious tits and then instructs you on how to please her. She runs her hands along her ripe cunt and then allows you to masturbate with her. Keep up and show your Goddess you can be her perfect sissy slut.

Sophie Monroe in 'Cherry Torn Gets VULNERABLE and FILTHY with Sophie Monroe'

Sophie Monroe - Cherry Torn Gets VULNERABLE and FILTHY with Sophie Monroe

Everyone needs to submit sometimes and today Cherry Torn is eager to submit to the wonderful and devious Sophie Monroe. Sophie directs Cherry to show off her good posture and sexy body for you. She runs her gloved hands over Cherry's hairy cunt. At her Mistress' direction, Cherry gets on her hands and her knees and worships Sophie's knee-high leather boots. Lavishing the leather with her pink wet tongue, Cherry glances upward at her Mistress with big bright eyes. Pleased with Cherry's performance, Sophie gives some attention to Cherry's perfect ass. Cherry moans as Sophie crops and spanks her until her ass is red and warm. Cherry plays with her hungry cunt as Sophie prepares her strap-on. Then Sophie commands Cherry to show off her oral skills and Cherry hungrily slurps down Sophie's cock. She works Sophie's cock as drool pools in her mouth and drips onto the floor. Finally, Sophie sinks her hard cock into Cherry's wet warm pussy. Hungry for dick, Cherry moans as she bounces on her Mistress' cock. After a hard fuck, Sophie and Cherry play a game. Cherry is not allowed to cum until her Mistress commands. Both Sophie and Cherry pleasure their cunts and cum over and over again.

Cherry Torn in 'Kinky JOI: Lessons for the Lady'

Cherry Torn - Kinky JOI: Lessons for the Lady

It appears that you've found yourself in the presence of the lovely Cherry Torn and Sophie Monroe. These gorgeous mistresses are sitting before you in almost matching bodysuits except Cherry is showing just a little bit more skin than Sophie who will be taking the reigns today. They begin by welcoming you, both knowing very much that you're here to please them and to prove yourself. You want to be a good girl, don't you? They begin to caress each other, pulling out their luscious tits and touch each other's nipples. Sophie points out that Cherry's nipples are perfect as she teases the tip of her nipple with her long feminine nails. Cherry and Sophie both begin to touch themselves, Cherry with her hands on her pussy, teasing it just beneath her one-piece while Sophie strokes her own tits. They instruct you to be a good girl and strip for them, nice and pretty. Go ahead, stand up, and strip. Now that you're naked, they want you to sit down and show them that perfect pussy of yours. "Look at that clit," Sophie says, "the things I would do to that, flick it, bite it, lick it, vibrate it if you're really good." But, Cherry loves to deny little pets like you. Sophie gets behind Cherry and begins grabbing her breasts. Now Sophie tells you to pinch your nipples and massage your tits until you feel your pussy glisten. Sophie plunges her fingers into her mouth and tells you to do the same. Then with her other hand, puts two fingers in Cherry's mouth and makes her suck on them. Now with Cherry still feeling her pussy and Sophie with a vibrator in her hand Cherry begins to slide her panties to one side and pulls upward to tug at her dripping cunt. Sophie instructs as Cherry demonstrates and you are to follow their directions exactly. Now take your finger and rub your clit in circles over and over again. "Now when she does cum, we expect you will, too" Sophie says as she bends down to press the vibrator against Cherry's clit. She stops suddenly to make you thank them. Say "Thank you Mistress" and then Sophie grabs a vibrator herself because she wants to cum as well. So now Cherry and Sophie are both writhing with vibrators buzzing hard on their clits. Now Cherry tells you, "don't you dare fucking cum without permission." The intensity builds, and both of them are moaning, getting closer and closer to their edges. Sophie lets hers out, followed by Cherry with waves and waves of rolling orgasms. Now, precious little pet, Sophie gives you a countdown and tells you to do whatever it takes to get to your orgasm. Are you ready to be a good girl?

Iona Grace in 'Sophie's Tea Party'

Iona Grace - Sophie's Tea Party

All femme brutality, all afternoon long. This Tea Party features Sophie Monroe and Iona Grace ganging up on house slave katt, making her lick their shoes clean, cum under a flogger, beg for cock, and expose her body for tight clamps and gags. Brother offers up sister for use by UV, which involves a hard wooden paddling, intense flogging, and sadism that only UV can deliver. Alice has her gorgeous body turned into a tightly zippered tea cozy. Can she stay still enough to hold tea for Christine while house slave 5 brings her to involuntary orgasm? Julia submits her tight gym body to her first zipper ever, and then finishes the afternoon with a long and masochistic ride on the sybian with Sophie Monroe holding the controls.

Nerine Mechanique in 'Service Day: Toilet Duty'

Nerine Mechanique - Service Day: Toilet Duty

To drive the point home The Pope brings house slaves robot and katt into the bathroom to get back to basics.

Juliette March in 'The Destruction of Juliette March'

Juliette March - The Destruction of Juliette March

Juliette can handle a beating, so the The Pope and The Governess use some insidious devices to make this pixie scream for mercy.

Iona Grace in 'Service Day: Book Ends'

Iona Grace - Service Day: Book Ends

House slaves grace and sin are perfect book ends, and receive equal doses of tit torture.


Sophie Monroe in 'Sophie's Tea Party'

Sophie Monroe - Sophie's Tea Party

An all lady event on The Upper Floor. The house slaves gang up on fresh meat at the Governess' command and many many orgasms are had on the floor.

Sophie Monroe in 'Live Shoot Brutal Ass Fucking and Total Pain Overload'

Sophie Monroe - Live Shoot Brutal Ass Fucking and Total Pain Overload

She is put in heinous predicaments with unforgiving ties that push her body harder than ever before.

Lilac Wine in 'The Destruction of Sister'

Lilac Wine - The Destruction of Sister

Sister offers up all of her tender spots and fears to The Upper Floor and Brother. She is repaid in kind with a personally tailored hell.

Nerine Mechanique in 'Service Day'

Nerine Mechanique - Service Day

Members vote to have the Governess punished along with the house slaves. The Governess is whipped and used by house slave grace, while the Steward makes good use of house slave nerine's ass.

Iona Grace in 'Service Day: Roof'

Iona Grace - Service Day: Roof

The Pope and the Governess decide to shake the girls up and lead them to a work out on the armory roof.

Sophie Monroe in 'A Celebration for Jack Hammer'

Sophie Monroe - A Celebration for Jack Hammer

The Upper Floor throws a party in celebration of Jack Hammer and raises awareness about his battle with cancer.

Iona Grace in 'Service Day: Table Settings'

Iona Grace - Service Day: Table Settings

The Governess treats the house slaves to a lesson in informal table settings, with plenty of distraction and rewards from the Steward and Maestro.

Lilla Katt in 'Service Day'

Lilla Katt - Service Day

The House slaves are wrapped up, tied down, and left to hang in this bondage service session.


Sparky Sin Claire in 'Masters' Evening'

Sparky Sin Claire - Masters' Evening

The Upper Floor hosts an intimate party to celebrate D/s and intense play.

Sophie Monroe in 'Day 5 Sexual Training The Hard Way'

Sophie Monroe - Day 5 Sexual Training The Hard Way

Sophie Monroe - Sexual Training the Hard Way

Sophie Monroe in 'Day 4 Endurance and Predicament Testing With Some Help From Orlando'

Sophie Monroe - Day 4 Endurance and Predicament Testing With Some Help From Orlando

She is in a heinous inverted chair, her head and hands are bolted into boxes and to the floor, and now we wait to see how she deals with it.

Sophie Monroe in 'Day 3 - dolly meats Princess Donna and Maitresse Madeline Take Their Turn'

Sophie Monroe - Day 3 - dolly meats Princess Donna and Maitresse Madeline Take Their Turn

Maitresse Madeline, Princess Donna, and The Pope take turns putting dolly through their versions of hell!

Jessie Cox in 'Mardi Gras Party'

Jessie Cox - Mardi Gras Party

The Upper Floor celebrates a holiday of

Sophie Monroe in 'dolly meats Day 2 Interrogation, OTK, and an Intense Suspension'

Sophie Monroe - dolly meats Day 2 Interrogation, OTK, and an Intense Suspension

dolly meats-Day2**Humiliated, Interrogated, Intense suspension, and Heavy Impact make up the second day of training for our dolly.

Iona Grace in 'Sophie's Tea Party'

Iona Grace - Sophie's Tea Party

The Governess decides to bring an extra dose of feminine malice to the Upper Floor. She invites many beautiful and cruel women to be served tea by the house slaves.

Sophie Monroe in 'aka dolly meats Day 1-Buried Alive, Humiliated, and Tormented'

Sophie Monroe - aka dolly meats Day 1-Buried Alive, Humiliated, and Tormented

Our own Domme, Sophie Monroe is brought down from The Upper Floor to experience the training first hand.


Iona Grace in 'Service Day'

Iona Grace - Service Day

House slaves sparky and iona work hard to stay off the Pope's shit list. They are run through the halls, their positions, and their deep throating skills. Both girls are rewarded richly for their effort and performance with butt plugs and orgasms.

Lilla Katt in 'Day 5 kitten and taters Heavy Impact and Incredible Orgasms'

Lilla Katt - Day 5 kitten and taters Heavy Impact and Incredible Orgasms

These two trainees are pushed further than they can imagine and their pussies are getting the best of both of them.

Jessie Cox in 'Slave Dismissal'

Jessie Cox - Slave Dismissal

To make room for more trainees we must release one house slave back into the world to go serve another lucky master.

Nicki Blue in 'Nicki Blue's Destruction'

Nicki Blue - Nicki Blue's Destruction

Before she was taters, Nicki Blue was a pretty ballerina who wanted to swim with the big fish. The Governess and Rain Degrey were happy to show her ho