Mistress Ruby Fetish Videos & Clips
Mistress Ruby Fetish Videos & Clips
Mistress Ruby XXX Latest Videos
Miss Ruby's Ballbusting JOI – Beat Your Balls, Stroke Your Clit, and Swallow Your Mess
10/2/26 12:00 PM•8 min•653 MB•mp4•1080p
Miss Ruby's Ballbusting JOI – Beat Your Balls, Stroke Your Clit, and Swallow Your Mess
10/2/26 12:00 PM•8 min•653 MB•mp4•1080pPrice$7.99 USDStoreMommyRubyCategoryCbt InstructionRelated CategoriesCum Eating Instruction,Femdom Pov,Jerk Off Instruction,JOI,Small Penis HumiliationPerformersMistress RubyDescriptionIt's been so long since I let you touch that pathetic little thing, hasn't it? I've kept you denied, desperate, completely under my control. Today I'm feeling almost generous, but you don't get to cum until you've suffered properly for me.
I'm in a tight lingerie set and black heels, looking down at you on your knees where you belong. Stroke that tiny clit, lube it up, feel how good it is to finally give in. But every moment of pleasure costs you pain. Wipe that precum and eat it. Hit your balls five times. Harder. Again. Again. I want them sore. I want you whimpering. I want to imagine my heels kicking you so much harder than your weak little hands ever could.
Beg me properly. Show me how desperate you are. Stroke faster, suffer harder, prove you're worth my time. Only then do you get my countdown, my permission to make your pathetic mess. And you know what happens then, don't you? You clean it. All of it. Then hit yourself again for me before I dismiss you like the used-up little bitch you are.
7 minutes 23 seconds of merciless ballbusting JOI. Standard format. Miss Ruby owns your pain and your pleasure.
How sore are those balls right now, bitch?
Miss Ruby's Ball Weight Collection: Kicking, Stretching & Total Destruction
9/28/26 4:00 PM•15 min•1257 MB•mp4•1080p
Miss Ruby's Ball Weight Collection: Kicking, Stretching & Total Destruction
9/28/26 4:00 PM•15 min•1257 MB•mp4•1080pPrice$14.99 USDStoreMommyRubyCategoryFemdomRelated CategoriesBallbusting,Cbt,Female Domination,Small Penis Humiliation,Submissive / Slave TrainingKeywordsBallbusting,Ball Stretching,Femdom,Miss Ruby,Mistress Ruby,Heels,Latex,Latex Domme,Step-mommy Ruby,Ball Weights,Bondage,Slave Training,Bdsm,FetishPerformersMistress Ruby, ChaslouDescriptionMy gimp is strapped naked to my St Andrews cross, balls ready and waiting ?
I start small... one weight. Then another. Then another. I swing them, tug them, kick them, and watch him whimper like the little bitch he is. "I wonder how low we can get your balls" and I meant it. I pile on weight after weight until there's nothing left to hang.
His "slave" nipple clamps don't survive long either, so obviously they needed to be tighter. I trace SLAVE and TINY COCK across his skin because that's what he is.
And when he breaks everything by being useless? He gets my trainers. You brought me these shoes, bitch did you know I'd use them to kick your balls in?
Would you take what he took for me?
Nurse Ruby s Ball Stretcher Exam
9/27/26 4:00 PM•11 min•910 MB•mp4•1080p
Nurse Ruby s Ball Stretcher Exam
9/27/26 4:00 PM•11 min•910 MB•mp4•1080pPrice$11.99 USDStoreMommyRubyCategoryNurse PlayRelated CategoriesBallbusting,BDSM,Cbt,Femdom,Medical FetishKeywordsBall Stretching,Nurse Ruby,Gloves,Ball Slapping,Ball Kicking,Ball Hitting,Spanking,Flogger,St Andrews Cross,Miss Ruby,Mistress Ruby,Ball Pulling,Tease And Denial,Ball Torment,Ball GrabingPerformersMistress Ruby, ChaslouDescriptionThe CBT ward is open and I have a new patient to break in
Strapped to my St Andrews cross, gimp mask on, steel stretcher pulling his balls down, completely fucking helpless. I love how heavy his cock feels in my black gloved hand... right before I drop it and watch him flinch.
Added another ring. Stretched him tighter. Kicked him with my trainers, paddled his swollen sac, whipped his dick while asking if he could even FEEL anything after the numbing cream I used on him last session. He did. He felt every fucking thing.
Grinded my ass against him, pinched his nipples, kneed his balls while I laughed at him trying to chase my touch like a desperate bitch. Jerked him just enough to keep him stupid, then slapped his cock hard and went back to hitting him.
Ten minutes of ruining him. Then I got bored and walked away. Left him there. Still tied. Still stretched. Still thanking me.
Who's booking their CBT exam next?
Bitch Boy Ruined By My Feet: Footjob, Ballbusting & Denial Under Miss Ruby's Soles
9/25/26 4:00 PM•16 min•1363 MB•mp4•1080p
Bitch Boy Ruined By My Feet: Footjob, Ballbusting & Denial Under Miss Ruby's Soles
9/25/26 4:00 PM•16 min•1363 MB•mp4•1080pPrice$16.99 USDStoreMommyRubyCategoryCbtRelated CategoriesBallbusting,Cock Trampling,Femdom,Foot Domination,FootjobsKeywordsBall Kicking,Ball Tugging,Tease And Denial,Footjob,Ball Stomping,Ball Trampling,Soles,Latex,Denied,Miss Ruby,Mistress Ruby,Heels,Toes,Barefoot,Foot WorshipPerformersMistress Ruby, Latex TomDescriptionMiss Ruby subjects her devoted latex bitch boy to 15 minutes 23 seconds of barefoot CBT, footjob edging and merciless orgasm denial in this intense femdom video. Dressed in a latex halter neck dress and black heels, she begins the session with heel worship before commanding him to remove them and kiss her bare feet, black-painted toenails on full display.
The scene progresses through barefoot footjobs, ball stomping, ball kicking, ball slapping and tugging. Miss Ruby repeatedly edges her sub to the brink of orgasm through foot stimulation, only to deny him with sudden ballbusting the moment he announces he's close. Additional torments include standing on his cock, mocking his disappearing balls, and laughing at his frustration as his sac becomes increasingly red, swollen and heavy with denied cum.
The video concludes with Miss Ruby growing bored of his failure to orgasm and dismissing him to crawl away, his balls aching and completely denied. Filmed in warm lighting with clear views of all foot-related CBT action.
Keywords: footjob, CBT, ballbusting, orgasm denial, edging, barefoot domination, foot worship, heel worship, ball slapping, ball stomping, ball kicking, cock stomping, femdom, latex fetish, goth domme, British domme, tease and denial, blue balls, ball tugging, foot domination, ruined orgasm, denied cum, latex dress, black toenails, bitch boy training.
Think you could survive Miss Ruby's feet? Purchase now and find out.
Nurse Ruby Milks Her Gimp – Numbing Cream, Milker & Ruined Orgasm
9/24/26 6:00 PM•16 min•1354 MB•mp4•1080p
Nurse Ruby Milks Her Gimp – Numbing Cream, Milker & Ruined Orgasm
9/24/26 6:00 PM•16 min•1354 MB•mp4•1080pPrice$18.99 USDStoreMommyRubyCategoryMedical ClinicRelated CategoriesFemdom Sex,Handjobs,Nurse Play,Ruined Orgasms,Tease & DenialKeywordsMilker Machine,Cock Milking,Numbing Cream,Nurse Sex,Latex Nurse,Bitch,Miss Ruby,Mistress Ruby,Nurse Ruby,Gloves,Gloved Handjob,Femdom,Numbing Cream Gel,Sph,Femdom OrgasmPerformersMistress Ruby, ChaslouDescriptionWelcome to my Numbing Clinic ?
I strapped my gimp to my hospital bed, coated his tiny cock in numbing cream until he couldn't feel my gloved hand, the milking machine, OR my pussy riding him. He held my wand while I screamed through my orgasm on top of him and felt absolutely nothing the entire time.
The milker failed. My pussy failed. He stayed numb, and useless while I came all over him ?
I made him taste the condom after. Closest he'll ever get to my pussy, obviously.
15 minutes of pure medical cruelty. Who's booking their appointment next? ?
Nurse Ruby Disciplines Her Gimp
9/21/26 4:00 PM•7 min•550 MB•mp4•1080p
Nurse Ruby Disciplines Her Gimp
9/21/26 4:00 PM•7 min•550 MB•mp4•1080pPrice$7.99 USDStoreMommyRubyCategoryFemdomRelated CategoriesCorporal Bdsm,Extreme Domination,Nurse Play,Spanking F/M,WhippingKeywordsFlogging,Femdom Punishment,Nurse,Medical,Punishment,Miss Ruby,Mistress Ruby,Nurse Ruby,Corporal Punishment,St Andrews Cross,HumiliationPerformersMistress Ruby, ChaslouDescriptionDressed head to toe in her nurse outfit, Nurse Ruby straps her gimp tightly to the St Andrews cross and gets to work on his pale, helpless ass.
She starts with her bare hands, warming him up with firm, rhythmic smacks before moving through her full arsenal of implements. Floggers, whips, paddles and more rain down on his exposed flesh. One flogger is long enough to reach both his balls AND his ass at the same time, and Nurse Ruby makes full use of it while her gimp thanks her through every strike.
Then comes the sing-song humiliation only Miss Ruby delivers: paddling her bound patient in time with a cheerful round of "Pat-a-cake, pat-a-cake, baker's man" while he whimpers "thank you, Nurse" between blows. The spiked paddle follows, and when she asks how it feels, her pain slut answers honestly: "I like it, Nurse."
Miss Ruby admires how his ass jiggles with every hit. When her gimp insists the jiggling is "just for her," she's quick to put him in his place: "It would jiggle for anyone who hit it, idiot." A proper, humbling correction.
She works through her entire collection of paddles and whips until his ass glows a satisfying shade of red. And when she's finally had enough? "Alright, I'm bored of you." And of course, he thanks her for that too.
Miss Ruby BBC Pegging Her Helpless Gimp - Ruined Hole on the Sex Swing
9/18/26 4:00 PM•13 min•1080 MB•mp4•1080p
Miss Ruby BBC Pegging Her Helpless Gimp - Ruined Hole on the Sex Swing
9/18/26 4:00 PM•13 min•1080 MB•mp4•1080pPrice$13.99 USDStoreMommyRubyCategoryPeggingRelated CategoriesFemale Supremacy,Femdom,Small Penis Humiliation,Strap-On,Submissive / Slave TrainingKeywordsBbc Dildo,Submissive Training,Bdsm,Sex Swing,Miss Ruby,Mistress Ruby,Spit Play,Rough Pegging,Anal,Sph,Cbt,Strapon,Strapon Fucking,Strapon Pegging,Anal SlutPerformersMistress Ruby, ChaslouDescriptionMiss Ruby has her naked gimp exactly where he belongs in a sex swing, mask on, completely exposed and at her mercy. Dressed in her latex cunt boob tube top, tight latex pants and fishnets, she's strapped on her big black cock and she's ready to destroy him.
Miss Ruby starts by mocking him calling him a slut and smacking his tiny, useless dick with her dildo before sliding fingers into his tight ass. "I don't know if you deserve it," she teases, as he desperately begs: "Please fuck me Miss. Please make me your slut."
Then she slides her BBC deep inside him. What follows is 12 minutes of raw, merciless pegging Miss Ruby pounding his hole while jerking his pathetic little cock at the same time, making him moan like the desperate whore he is. "Oh fuck, I love your dick Miss!" he whimpers, as she spits on him and mocks his tiny size.
She controls every inch of him his hole, his dick, his nipples, his leash, even his mouth. She spits in it when he asks nicely. When he whimpers that it hurts, does she slow down? Barely. She teases him with just the tip, pulling out whenever he doesn't beg hard enough, then ramming back in deeper and faster than before.
Miss Ruby makes her plans clear: she's going to ruin his hole all night, put as many dicks in him as she wants - maybe even the fuck machine and next time she'll numb his ass so he feels nothing but her pleasure in destroying him. She wants him leaking lube every time he stands up, forever remembering her big black cock stretching him open.
She finishes by fucking him deep and hard one final time, leaving him a whimpering, grateful mess - then spits on him one last time, smacks his cock, and walks away. Because he's not a person. He's her hole.
Sissy Cock Sucking 101 | Head Girl Pinky Teaches The Class, Miss Ruby Punishes Her Failed Lesson
9/17/26 4:00 PM•13 min•1082 MB•mp4•1080p
Sissy Cock Sucking 101 | Head Girl Pinky Teaches The Class, Miss Ruby Punishes Her Failed Lesson
9/17/26 4:00 PM•13 min•1082 MB•mp4•1080pPrice$13.99 USDStoreMommyRubyCategorySissy TrainingRelated CategoriesAdult School,Femdom,School Uniform,Sissy Sluts,Strap-OnKeywordsHeadmistress,Facefucking,Strap-on Face Fucking,Mistress Ruby,Miss Ruby,Sissy Training,Dildo Sucking,Cock Sucking TrainingPerformersMistress Ruby, PinkieDescriptionHeadmistress Ruby has a special lesson for her class on real cocks, featuring her head girl Pinky. Before this sissy slut is allowed to teach anyone how to please a man, Miss Ruby lifts Pinky skirt and yanks down her panties to expose the pathetic truth: a tiny, shriveled little clit that’s barely the size of a real cock’s tip. After merciless SPH, a reminder that useless little dicks get locked in cages, and the cold hard fact that sissies like Pinky only exist to suck cock, the real lesson begins.
Pinky is to teach Cocksucking 101. She fumbles through condom practice on dildos of different sizes, learning to lick the shaft, suck the tip, and gags on the balls while keeping her eyes on the camera like a good whore. Miss Ruby doesn’t tolerate failure, reminding this useless slut that if any sissy sucks cock poorly after watching her lesson, Pinky takes the blame. The class progresses to deepthroat training, loud gagging, and taking it until the balls slap her chin. Then Miss Ruby straps on her cock and demonstrates exactly how a real man would grab the back of Pinky’s head and facefuck her stupid. Pinky drools, gags, and gets mess trying to swallow a bigger cock, earning humiliating slaps and verbal destruction until she’s nothing but a messy, cock-sucking sissy wreck.
This is Pinky’s first lesson on how to be a useful little slut. Which sissy is enrolling next to get on their knees and learn the hard way?
Nurse Ruby's Anal Examination – Speculum, Fingers & Dildo Training
9/14/26 4:00 PM•6 min•450 MB•mp4•1080p
Nurse Ruby's Anal Examination – Speculum, Fingers & Dildo Training
9/14/26 4:00 PM•6 min•450 MB•mp4•1080pPrice$6.99 USDStoreMommyRubyCategoryMedical FetishRelated CategoriesAnal Masturbation,Dildo Fucking,Femdom,Medical Clinic,Nurse PlayKeywordsAnal Exam,Speculum,Nurse,Nurse Fetish,Medical Play,Gyno Exam,Nurse Uniform,Femdom,Miss Ruby,Mistress Ruby,Nurse RubyPerformersMistress Ruby, ChaslouDescriptionLook at you, strapped down tight on the gyno chair with your legs spread like a desperate little whore. You’ve been avoiding your anal exam, haven’t you? Pathetic. I’m standing over you in my tight PVC nurse uniform, ready to inspect what belongs to me. Let’s see how loose you are, slut. Two fingers... and they slide right into your greedy hole with absolutely no resistance. Disgusting. I grab the cold steel speculum and pry your asshole open even wider, inspecting that prostate and stretching you out while you whimper beneath me. You’re so fucking stretched that I don’t even need to prep you for this dildo. I ram it deep into your stretched, slutty fuckhole and remind you that you’re nothing but a trained anal bitch for Nurse Ruby. This is raw, unfiltered medical play footage that ends abruptly... but let’s be honest, a whore like you doesn’t deserve a neat little ending anyway.
Pinky's Sissy Lesson: How To Be A Good Sissy Miss Ruby Humiliates & Drags Him By The Balls
9/11/26 3:00 PM•17 min•1499 MB•mp4•1080p
Pinky's Sissy Lesson: How To Be A Good Sissy Miss Ruby Humiliates & Drags Him By The Balls
9/11/26 3:00 PM•17 min•1499 MB•mp4•1080pPrice$16.99 USDStoreMommyRubyCategorySissy TrainingRelated CategoriesFemale Domination,Femdom,Sissy Sluts,Small Penis Humiliation,Submissive / Slave TrainingKeywordsSissy Slut,Plastic Sissy,Mistress Ruby,Mean Domme,Brat Girls,Sissy School,Miss Ruby,Step-mommy Ruby,Sissy Lesson,Cbt,Ball Pulling,Chastity,Goth Domme,Sph,HumilationPerformersMistress Ruby, PinkieDescriptionWelcome to My Sissy Training Academy, bitch. I’m dressed in My skin-tight red PVC bodysuit, looking like the cruel 5ft British Goth Step-mommy Domme of your nightmares. Pinky is all trussed up in a shiny pink plastic maid dress, frilly apron, diamante fishnets, and those ridiculous pink pleasers. The chalkboard behind Us reads “How to Be a Good Sissy,” and I’m going to beat that lesson into her until she breaks.
I make Pinky curtsy like a good girl, balance books on her head, and walk in heels with her hips swaying. Teaching you all how to behave. When the dumb slut drops them, I make her lift that plastic skirt and show Me the tiniest little clit I’ve ever seen.I tease her clit with the wand, make her lick her own filth off it. I press My wand against her pathetic little dick and bully her into stroking with both hands while she whimpers like a frightened bitch.
She’s so fucking useless she throws a tantrum and begs Me to stop, too scared to even cum when Step-mommy gives permission. I mock her crying, turn off the wand, and make her lick her lipstick off it. Then I drag the useless bitch around by her worthless balls for failing to perform. If you love watching a broken sissy bitch get bullied by a tattooed Goth Step-mommy, buy this now and thank Me later.
Miss Ruby's Ballkicking Compilation
9/10/26 3:00 PM•4 min•312 MB•mp4•1080p
Miss Ruby's Ballkicking Compilation
9/10/26 3:00 PM•4 min•312 MB•mp4•1080pPrice$4.99 USDStoreMommyRubyCategoryCbtRelated CategoriesBallbusting,Femdom,Kicking,Latex,Submissive / Slave TrainingPerformersMistress Ruby, ChaslouDescriptionYou know how much I love hurting men 3 whole minutes of me absolutely DESTROYING my bitch's balls - indoors, outdoors, wherever I feel like it. His nuts are my property and I treat them exactly how they deserve. some of you have already seen a few of these clips on my socials, but now you get every single hit in one place. Watch him flinch and buckle while I just laugh. His pain is my entertainment, simple as that.Outdoors? Don't care who sees. Indoors? Even worse for him, nowhere to run.These balls exist for one reason to be kicked. And honestly? I never get tired of it 3 minutes of pure ball pain. Would you survive my kicks, or would you drop instantly?
Rosa Gets Strapped By Step-mommy Ruby In Medical Exam
9/8/26 12:00 PM•9 min•587 MB•mp4•1080pClick for gif
Rosa Gets Strapped By Step-mommy Ruby In Medical Exam
9/8/26 12:00 PM•9 min•587 MB•mp4•1080pPrice$10.99 USDStoreRosa RosebudCategoryMedical FetishRelated CategoriesDildo Fucking,Medical Clinic,Nurse Play,Pegging,Strap-OnKeywordsMedicalplay,Medicalfetish,Pegging,Strap On,Pegged,Lesbianstrapon,Cowgirl,Cowgirlfucking,Speculum,Medicalexam,Verbalhumiliation,Medicalroom,Dildofucking,Lesbianfucking,LezdomPerformersRosa Rosebud, Mistress RubyDescriptionRosa is back for her medical exam, however, Step-mommy Ruby knows just how much of a slut Rosa actually is. She starts by using her finger to open Rosa out before using a speculum to get a better look inside. To really make sure everything is working correctly though, Step-mommy Ruby uses her strap-on and fucks Rosa hard and fast to make sure her genitals can feel all the pleasure! She then decides, actually, it is time for Rosa to fuck her instead so she lets her bounce up and down on that dildo until she cums.







