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Descending Shibby's Staircase

Welcome, sweetie. Before we begin, there are some things that you will have to gather. Firstly; a chastity device, bonus point if it's Mine, no need to wear it yet, but do have it close by. Secondly; a stroker toy like the Handy, Solace Pro or a vibrator like the Gush. And last but not least, a condom. Then lean back, relax and imagine yourself in front of a door. Reach out and push it open. The door wings open to reveal a spiral staircase, winding down out of sight in a gentle loop, alluring and beckoning you to take your first step. The smell of sweet sap fills the air, the stair itself is made out of heavily stained wood, the knots and the beautiful waning of timber surrounds you, as if you are inside the belly of an old oak tree itself. As you descend you feel...

F4M 15,011 49m 24s 04/08/2026 Free

Descending Deeper Into Shibbys Service

The last time you visited Shibby’s Dungeon you signed your life over to me and I had my way with you, taking my pleasure before locking you in a cage. Since then, I've given you some semblance of freedom, provided you return to me to serve every night. After all, good slaves wouldn’t abuse this freedom and try to break out of the contract they signed because they worried they were in over their head. And good slaves definitely wouldn’t get caught doing that and have all freedom stripped away while being punished and turned into an object who can no longer be trusted with rights or freedom anymore. And you are a good slave… Aren’t you…? Uh oh…

F4A (Cock) 3,535 45m 52s 30/06/2026 Hypnosub

A Surprise Lesson In Submission

Welcome home, go clean up, I have a surprise for you. I've spent all day getting everything ready, you know. Cant wait to see your face when we get started. And yes, you would be right to expect a little foreplay but I have something far more interesting in mind. Something that might rekindle some of your previously unexplored kinks. A chastity cage here, a plug there, maybe even a bit of pegging... Plenty of toys, plenty of temptations. But the real question remains... Can you last the whole night? Or am I about to give you... A Surprise Lesson in Submission.

F4M 3,846 37m 4s 15/06/2026 Hypnosub

Futa Service 2

After an intense erotic massage session, I invite you into the shared shower room for "cleanup.". What starts as soapy washing and mutual stroking quickly escalates when my neglected ass demands attention. I gently guide you through fucking my ass as I stroke your cock, all while openly watching (and getting turned on by) coworker Ellie showering nearby. It's not long before Ellie joins in, a steamy threesome. I continue fucking your ass from behind while stroking your cock and eventually guiding it into Ellie's incredibly tight, squeezing pussy into a multi-orgasmic climax. You don't need to worry about someone seeing us, the girls and I play in here a lot. Not everyone can go as many times as you can, you know? It's always fun when we play in the shower and you know how...

FF4M 5,069 47m 3s 25/03/2026 Hypnosub

Futa Service

Don't think I didn't notice the way your eyes lingered on my curves as we walked up here. It's okay, though ‘cause you'll be getting a whole lot more of me in just a minute. I’ll pour warm oil on your back, nice and slow as my hand glides against your skin, working those knots out. Making them melting them away…. You will feel my skin brushing against yours… the weight of my body on top of you… As my hand starts exploring your more intimate spots… they're so tensed and in dire need of loosening up. So strip down. Lay down on the table. That's it… Relax and let me take over. I see one stiff part that needs working on already.

F4M 56,321 43m 52s 25/03/2026 Free

Prostate Waves

No touching. No stroking. Just my voice… and your prostate I’m going to flood your body with wave after wave of deep, internal pleasure—each one stronger than the last. It starts low… slow… a warm pulse deep in your core. And then it spreads. Radiating through your thighs, your chest, your cock, your toes. Until your whole body tingles with overwhelming heat. All you’ll feel is pressure… intensity… pleasure building in perfect rhythm—centered on that aching, needy little button deep inside you. Your prostate. I’ll guide you there. Deeper. Deeper still. Until your back arches, your breath catches, and you can’t tell where the moaning ends and the begging starts. And then… when you’re right on the edge, helpless and shaking—I’ll push you...

F4M 76,235 26m 51s 16/02/2026 Free

Male Minion Fuck-fest At The Massage Parlour

Hello slut, you are going to get fucked. Fucked, Stretched, Used, Filled until you can feel every inch of your tight hole rubbing against the shaft. Get your toys charged and ready. The bigger the better, I want you to feel filled. Do it safely and use lube. Otherwise lay down, relax and enjoy. SFX Credits https://freesound.org/people/SpliceSound/sounds/170501/ https://freesound.org/people/pulswelle/sounds/568652/

F4M 35,588 50m 08/02/2026 Free

Shibby's Slutty Sissy

Welcome to my playroom, slut. The bed is pink, plush, and fit for the slutty sissy you’re about to become. I’ve picked out something special just for you—sheer pink pantyhose, soft and snug, followed by a delicate lingerie set. And once you're dressed to please, I’ll lock your aching little clit away in a perfect pink chastity cage. From the moment you kneel, you belong to me. But tonight, you’re not just mine. I’ve invited two of my dearest friends to join us—powerful, commanding women who know exactly what to do with a pretty little thing like you. You’ll be on your knees, on your back, legs spread and moaning. There will be oral... there will be anal... and you’ll be used like the eager, needy toy you are.

FF4S 54,300 45m 57s 26/01/2026 Free

Ultraman and the Yellow Ranger

The succubi's evil plan succeeded, but not to the extent she desired. Ultraman, the strongest of Earth's heroes has been defeated, drained, broken, and transformed into a latex slave. His costume has been replaced by a latex mockery; his head covered by a skintight latex mask. His chest and back laid bare except for a "UM" brand seared into his chest, a cruel reminder of the hero he once was. Shibby used the dark magic from the sexual ritual that broke Ultraman's mind to invoke her ultimate spell. Her energy began to spread over the planet, enslaving the mind of all it touched, but something has stopped her energy from expanding. Not only that, she can feel the power of her spell weakening. Her area of influence is shrinking, and people's minds are being freed. She has been...

F4M 3,488 32m 5s 19/01/2026 Hypnosub

An Intimate Prostate Milking

If you've been a good chaste little puppy and kept yourself denied in chastity for at least a week or two, then this file and experience is for you. After all, being denied by me, for me, for so long, you surely deserve an intimate experience with all the nice fun things that every good pet needs: Teasing. Mind-Fucking. Ear Licking. Breeding. Fingering. Prostate Milking ... Doesn't that sound like an enticing enough reward for a slutty boy like you? Because maybe, if you’re good, if you're really really good, you'll also get to cum, and wouldn’t that be nice. Instructions Although you may want to use either your fingers, or a preferred anal toy with this experience, it is fully my intention that any pleasurable sensations can be achieved solely through my voice and my...

F4M 89,218 44m 55s 10/11/2025 Free

Shibby's Sissy Party Favor

Welcome back, slut. I'm preparing to host a party, one that me and all my domme friends take turn hosting. And there is this one role that I need help filling... And that's where you come in. You, my good sissy, will be my party's favor. You will serve the drinks, and the dommes. Giving them praise and asking them if they are satisfied with your services. Of course for you to serve to your fullest potential you will be bound, especially where it matters—Your clitty. Strain against it as my control takes hold, Clench in it as my will became yours, Drip from it as you get used thoroughly. And maybe if you are good, Cumming from it if I permit. If you are wondering about the drinks. you will have to hope that the dommes takes pity on you and give you some of their...

F4S 5,781 28m 27s 29/09/2025 Hypnosub

The Party Pet 2

Shibby wants you to be a good obedient party pet, and do whatever her dominant female guests want you to do. There's only one rule for the evening: “You can’t cum without Shibby’s permission.” Better have fun while she's gone pet! Because you’re about to be tied up, spanked, and butt fucked, like the dirty slut that you are ...

F4M 46,523 56m 10s 14/08/2025 Free

Help! My Girlfriend Wants To Fuck My Butt!

Your girlfriend wants to do anal on you, but you are not a fan. She is so insistent it comes to a brief physical struggle, which you easily win. And then she turns your world upside down. Hypnosis, butt-fucking and brainwashing ensue. No, I'm not letting go of the toy! Pshh! Heh... then you won't let go of me? Aww, well, I guess there's only one thing I can say to that. Puff-ball. That's it. Feel all of your strength melt away. And slump down.

F4M 45,842 18m 47s 08/05/2025 Free

The Ritual

Your training has been slowly progressing over the past few weeks, as you have adjusted to your new life of chastity amidst this exotic sex club. You’ve become so diligent in taking care of yourself, and your stunning feminine appearance has only reached new heights of beauty. But something in you is holding back, a remnant of your past. The latest tests of your performance have ended in failure, and punishment beckons... Now Domina herself has returned to take charge, and remind you of your purpose, your enslavement. To prepare you to take the first steps to embracing who you really are. In order to start something new you have to break down the old, and you, well, you need to be truly broken.
* * *

My dear, it is time for the ritual to commence. Tonight you will face your...

F4S 75,812 2h 39s 10/04/2025 Free

Time To Pay Your Rent In Trade As My Latex Sissy Maid

It's the first of the month, and the rent is due, but you just don't have the income to keep up with all the rising costs of living at your current place. Fortunately for you, your wealthy roommates desires (and yours) allowed the two of you to come to a compromise, of sorts... An alternative contract, covering your costs with a full-time chastity arrangement, and a few extra special terms you hesitantly agreed upon. Tonight, it's finally come time for you to step up and fulfill the rest of those promised obligations to your bestie. Of course, I'm sure, deep down deep, you really, really want this... Don't you? My Latex Sissy Maid.

F4S 53,184 31m 4s 27/01/2025 Free

Fucked by Tentacles

Do we really need any more of a description? You are clearly a slut for tentacles if you're reading this far. But this isn't quite like my other tentacled files, oh no, its a bit more ... out there then that. Don't worry though, I'll start out nice and slow and gentle at first, before I take you down, deep into my realm, and introduce you to all my special little friends. If you trust me and want to experience this knowing nothing more than that you'll be used purely for my own gratification, and that of all my green and greedy tentacles. Well, then go right ahead, and press play sweetie ... I'll be waiting. But if you're truly curious to know more, or perhaps, just that much of a slut to crave my every slimy sticky tendril of power oozing over you. Then you really should read...

Be Better for Shibby

Are you finding it hard to change your habits? To motivate yourself to the life you envision? I know it’s so easy to fall into a pattern, into a comfortable complacency. But I don’t like complacent pets. I want all my pets to constantly be striving to do everything they can to please me. To better themselves, so they can better please me, and so treat the world better... And I won’t be satisfied unless I see effort. Because making yourself better isn’t just something you do for you, it’s something you do for your Mistress, for me, Shibby. When you signed your slave contract for me, you promised that you'd do whatever you could to become the very best version of yourself. To serve me with the best of your abilities. To listen and obey my commands, knowing that my...

F4A 20,627 38m 13s 30/12/2024 Free

Ultraman vs L.A.T.E.X.

Hey sweetie! Look what's finally arrived. It is the latest edition of our favourite graphic novel comic book series: 'The Adventures of Ultraman'. Aren't you excited? I mean, its been a long while coming, hasn't it. But I just love how the cover turned out. Hopefully it is worth the wait. We kinda got left on a cliffhanger at the last episode. So I wonder what our triumphant hero has been up to since then? Well you know me... I really have a soft spot for the villains don't I ... It is just something about their psychology that speaks to me. There is nothing better then having your prey bound, helpless, and at your mercy, as you whisper your dastardly plans. But unfortunately, that's usually the point at which the hero uses some bullshit gadget to escape which totally breaks...

F4M 54,095 1h 13m 26s 02/12/2024 Free

Monster Brothel for Cute Girls

As an aspiring hero who dreams of more then just fighting monsters and rescuing damsels in distress, you have slipped away from the rest of your adventuring party to seek out one of the local brothels under the cute disguise of a travelling noble-woman. Though your feminine guise is perfectly carried off, and you pass with ease through the human townsfolk towards your tawdry destination, your nervous excitement does not go altogether unnoticed. For this particular store you have sought out is special in more ways then one... Hello sweetie, welcome. Hm? Are you lost? — This isn't the type of store cute boys wander into. Yes, I can tell you're a boy. Succubus have a sense for these types of things. But this store is typically for women. We do not provide anything for you to...

Doctors Orders

A direct and dangerous follow up to the dark events of "Take Your Medicine". This sequel sees you, the listener, once more returning to take your place as 'Patient 207' at the New Foundation for Experimental Scientific Research. What was to be a routine checkup has instead resurfaced some... uncomfortable memories... and you now wish to launch a formal complaint about your treatment at the New Foundation. Of course patient care is paramount and you're swiftly assured that this can all be easily resolved. Luckily for you the operating theatre is already prepped ready with the appropriate rectal reprogramming devices. And a simple adjustment to your medical dosage, along with an emergency appointment to the lead professional, Doctor Shibby, should put all your concerns to rest....

FFF4M 79,079 40m 29s 02/09/2024 Free

Alpine Spa & Massage Retreat

This is a sweet and gently wholesome story, which unfolds at the start of a relaxing massage retreat, and blends the joys of newfound companionship with deeper yet more pleasurable intimacies. It invites the listener to explore prostate stimulation at the hands of a trusted friend and masseuse, who helps them let go of social pressure and insecurity around displaying feminine behaviour.

F4M 78,416 44m 50s 26/08/2024 Free

Chimes and Pleasure

I love playing with sounds and stimuli. I've found that auditory association can be such a fun way to spark joy in others, in unexpectedly delightful ways. So when I passed by a bunch of awesome vendors during my recent time at a Renaissance Fair, and I heard this Tingsha bell ring out... Well, naturally, I was drawn to this particular booth, with their fun little brass-looking chime things, and just started to play with them. It's these two chimes connected by a leather string, and all it takes is to drop the one chime onto the other to set them ringing. And all I could think in that moment was that these would be perfect for making into a file... I wasn't sure what, but I'd make one for them. And so I did. "Chimes and Pleasure" is the result... part relaxing meditation, part...

F4A 25,100 10m 25s 12/08/2024 Free

Confused Cockworship

I'm not going to force you to do anything you don't want to. But I know you're thinking about it. I can see the way you're staring at him. You look a little confused. Your eyes are all... glazed over, and fixed straight ahead like a deer in headlights. It's not gay, I promise. You don't even know if you really like it yet... You're just trying to figure out how you feel. There's nothing gay about figuring out if you really like cock or not, is there?

F4S 83,051 29m 3s 01/07/2024 Free

When we Fuck, I'm the one with the Cock

When you're with me you're the one getting fucked, aren't you? When you're with me you want to be the girl. You want me to be on top, looking deep into your eyes as I fuck you there. Treating you like the woman while your cock is just... locked away... And instead I'm borrowing it, fucking you with it, milking you with it... Because when you're with me, you have a pussy, I have the cock. And doesn't that just feel so fucking good. Haptics! This file has haptics support added please enjoy! Recommended lovense toy - Hush **Affiliate link, please use if you plan to buy a toy, as it helps encourage me to get more scripts made for my files.

F4S 42,792 6m 5s 27/05/2024 Free

Bounce For Domina

You find yourself in Shibby's dungeon, body pressed up against the wall. Behind you Shibby is teasing and taunting you, all while lubing up her big fat futa cock. Preparing herself to take you Deeper then you've gone before. Deeper into submission. Deeper into pleasure... To a state of relaxation so deep you can take every thrust of her cock. But before you can take it, Shibby has to be sure. She needs you to know what kind of a slut you are for her. Are you really ready to be mind-fucked, teased and humiliated? To squirm and beg for her futa cock? To bounce on Shibby's dick like a good little toy? Are you, Slut? Then I guess we're going to find out... Instructions You should be wearing your pants for this file. Don't worry about making a mess slut, they won't cover...

F4M 139,986 50m 32s 08/04/2024 Free

Caged & Fucked into Submission

You find yourself down in Shibby's dungeon, all set to be teased and caged, and ready to go deep. You know that when you go Deeper, everything will feel so much better... Deeper into trance. Deeper into pleasure, and warm blissful submission. But while your cock will be inside of a cage... Domina's won't. Her thick rubber cock will be inside of you, stretching you out to your deepest parts. Every slam strengthening the bond between you and your Domina. Each thrust making the connection grow stronger. Filling you up. Bringing you closer and closer to climax, and closer to completeness. So are you ready to go Deeper? InstructionsAs this is purely roleplay, you are not required to wear a cock cage. However should you wish to truly immerse yourself in the full chastity...

F4M 137,887 52m 7s 12/02/2024 Free

Pool Party Piggy

Welcome back to the final episode of this devilish little trilogy. The events within this chapter take place some time after your initial acquisition at "The Slave Auction" and your subsequent humiliation at the hands of your new slave owners, where they demonstrated the first of their many "New Tricks" to you. The Trio have grown in substantial wealth and notoriety since your last encounter. It's easy to understand why given their adept ability to wrap even the most buttoned up subject around their little finger. The Mistresses have subsequently attracted an array of interested influences and affluent figures in the scene. Prospective submissives offer themselves in servitude as they relish an opportunity to show off their skills to the now infamous ladies. There will be...

F4M 48,969 55m 51s 15/01/2024 Free

My Perfect Sissy Doll

Would you look at that? — A cute boy actually responded to the job listing! He has no idea about what I have planned for him. With my magic, I can craft dolls of all kinds to serve me in my manor, but he will become a different kind of doll. Not a doll of hard, stiff porcelain, but one that is soft and limp. A perfect sissy doll. My perfect sissy doll.

F4S 65,236 27m 17s 11/12/2023 Free

The Slave Owners First Trick

The events of this session take place straight after those in "The Slave Auction". You find yourself kneeling at the foot of your new owner's bed. Bound, restrained, legs spread apart and blindfolded. Rules This file involves a bit of activity on your part. I will require you to have a clear comfortable space on which you can kneel down. You will obey that command. In the beginning you will be instructed in how to position yourself properly for the full duration. Please note that this is a long session, and you will be kneeling or sitting throughout. Only listen if it is safe for you to do so.

FFF4M 63,833 52m 13s 02/10/2023 Free

Do You Wish To Be Mine, Puppy?

The near future endorses the ideology that a Dominant may adopt a Submissive for a variety of reasons — such as personal servant or companionship. This new reality is widely regarded as an improvement in quality of life for everyone. Many funded programs popped up, including adoption centers. You find yourself in one of those centers, unaware it would be where you meet your future Owner.

F4TM 11,038 20m 41s 04/09/2023 Free