Prostate Play

The audio refers to your prostate being stimulated (often pleasurably) by a device or partner.

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 26,290 49m 24s 04/08/2026 Free

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 4,363 37m 4s 15/06/2026 Hypnosub

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 80,022 26m 51s 16/02/2026 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 56,175 45m 57s 26/01/2026 Free

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 92,330 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 5,922 28m 27s 29/09/2025 Hypnosub

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 77,118 2h 39s 10/04/2025 Free

Nominative Determinism

Today, I'm holding another one of my very special online "Shibby Says" erotic hypnosis classes, which any of my adoring fans can come watch or join on webcam. And you — my favourite listener of all — I'm sure that you won't miss out on attending as well. In fact, I'm counting on it. You look like just the perfect demonstration bottom for what I have planned this morning. Although I teach across a wide variety of kinks and hypnotic subjects, what I love most of all is deep psychological brainwashing, and, for my lesson on "Nominative Determinism", I'll need somebody who trusts me on an intimate and personal level, in order to be able to experiment safely. In this version of the file I notice an unspoken need for orgasm, which I turn to my advantage, making the listener edge and...

F4M 31,192 33m 28s 03/03/2025 Free

Succubi Scholarship: Classroom Pet

For the latest cohort of hot young Demonesses enrolled in the Succubi Scholarship Program, these last six months have been textbook study hell... Literally. With endless lectures on the intricacies of soul-binding contract law, reading scroll after scroll of magical theory necessary for seducing and enslaving humans. Yet as the semester comes to an end, this final class promises something a little bit different, something that's a bit more hands-on. Today they are going to receive a practical lesson from their Mistress... and you! A specially selected "volunteer" pulled from the mortal planes. These lucky Succubi are going to see firsthand how to turn a man into a drooling mind-fucked pet, who becomes a horny mess at the slightest tease. But to bind a pet for life is to transform...

F4M 72,094 42m 20s 03/02/2025 Free

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 20,955 38m 13s 30/12/2024 Free

Genie Fuckery Gone Foota

No, I didn't read the Wish TOS. I didn't know there was one. And well, I mean, the Genie did mention — something — but I was so excited, to be able to like fuck you, and feel it, to feel myself sliding inside of you. Just that primal taking of you. Being able to feel you completely. It's just such an exciting thought! And — umm — when the Genie came out the lamp, asked me my wish, and said I only get one not three. I just instantly knew what I wanted, knew what you wanted. And because of the toys we've used, I know what you can take. So I was like, "I want to grow a cock that's a foot long". Only she didn't let me finish! As soon as I said, "I wanna grow a cock that's a foot—", well, she just stopped, snapped her fingers, and said she, "toe-tally understood"....

F4M 24,772 22m 8s 22/10/2024 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 79,827 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 80,232 44m 50s 26/08/2024 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 141,501 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 139,642 52m 7s 12/02/2024 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 64,437 52m 13s 02/10/2023 Free

Trapped in Anal Slut Training

"Will you become my denial slut?" All I'm going to do is offer you this one choice. Its such a simple mental trap. The chance to indulge all your dark desires with me. And yet, so very effective. Because I know sluts like you are never truly satisfied. You're always just so needy, so desperately craving to be filled, pegged, and taken. But always left wanting more — more training, more teasing, more edging. So that I only have to offer up the slightest hints at one of your slutty fantasies. And your dirty mind is already working against you. Instructions Before starting up this file you should be prepared like a proper submissive slut. It is recommended, (but not strictly necessary for those who dare), that you have the following items ready: • A butt-plug or...

F4M 72,590 10m 44s 31/07/2023 Free

Fisting & Sex

I recently recorded audio from some quick play / sex with one of my slaves. This time I shoved a microphone between their legs while I fisted them. Gagged, of course, so they can't make a sound. That way you can either listen as a voyeur, or as an experience where you place yourself there, at my feet, being relentlessly fisted... I do really find it more exciting to play with people when I am recording it ;)

F4A 30,409 5m 7s 19/06/2023 Free

G.U.M.M.I

Welcome to the third and final file in “My Latex Series”, and the last step in your journey through slavery to prove you are special. After all this time. All these years spent listening to me. It really has been a long way down into my dungeon, sweet­­heart. Remember? ... All those many many nights spent together, deep within my rubber world, offering up your mind and body to me. It has all led you back, back towards this, towards me... You chose to wander down this path. You chose to become my caged Rubber Drone — my depraved Latex Slut. And now I have everything that I need at last locked into place. I’ve carefully built this experience from the ground up, slowly, subtly placing my winding foundations throughout your thoughts. Watching as they took my shape in...

F4M 110,104 1h 48m 41s 20/03/2023 Free

Trust Me but don't Trust Me

Do you think you're able to entertain me? Do you think you're enough to satisfy me? Slave, I think it's finally time for you to put your training into practice — to be a good pet and obey me. I'll be watching, so you'd better follow my orders till the very end. You're going to be naughty for me. So very naughty, my dear boy. Trust me, this is going to be messy, get sloppy, and feel oh-so slutty. Now when you're ready, hit play, this may take some time ;)
RulesIt is mandatory to read and follow all the instructions below, before listening: • You will present yourself to me fully clothed, and standing beside your bed. I know for my good slaves that feels wrong, even dirty, perhaps, to be so hidden from my gaze. I know you don't want to be clothed before me. But...

F4M 50,699 28m 10s 21/02/2023 Free

Silken Strands

Tonight, my pet, I’m going to tell you a story, or more specifically, I'm going to read you a bedtime story, of sorts... And just like all the best fantasy novels there will be adventure, wonder, and perhaps, some peril. For no doubt our hero will need to overcome a terrible and truly hideous monster in a tale so fraught as, The Silken Web. I do so hope he is up to the challenge ahead.
* * * I just can’t wait to get started. But first I need you to be all curled up and cosy for me. This is a bedtime story, after all, you should be right there on the edge of sleep. At that dreamy space where you can just let down all your defenses and simply drift away as you follow my voice. Feeling so calm, so relaxed. Just breathing in and out. Finding yourself caught up in the thread...

F4M 97,789 50m 1s 20/12/2022 Free

Submissive Sissy Slut

You find yourself at a club. Not the kind with flashing neon lights, loud music, and crowds of strangers dancing. No. It’s the kind of club you would only find if you really knew where to look. In a back­room, down a velvet-entry­way, reserved for only those special few with all-night access. Your friend is up at the bar. She told you she was going to order drinks for when you arrived, but as you watch her you begin to notice that her attention has been taken by something else, by someone else. She has completely forgotten about any drinks, and is instead chatting to a cute boy. She’s his favorite kind of girl. The kind who isn’t afraid to approach and show interest. He loves the attention he gets from girls like her, girls who have urges and desires too difficult to...

F4S 159,927 1h 2m 20s 12/12/2022 Free

HFO Brainwashing Loop

When I am finally done with you, it will be so easy for you to simply cum on command. To ejaculate whenever I say. You see, slut, in this loop I’m going to train you. I’m going to layer my voice to the vibrations, track by track, and trigger by trigger, until I make you release for me. Till the vibing pulsing rhythms break all resistance down, and you succumb to my control over you. I hope you’re ready to begin. Have you stripped naked for me? — Have all your toys ready, and charged for me? Good Boy. Now, I want you to lay back, close your eyes, and imagine me, all of me, right there with you. Let your thoughts coalesce on that, the naked imagery of me, of us, together. Fuck... Just let yourself run wild with me. Fantasize. I command your full attention, slut,...

F4M 102,980 22m 6s 03/10/2022 Free

Discovered in the Bedroom

Oh my god. Did you see the girl your roommate brought home tonight? What a snacc!  Mmm, maybe I need to be trading up to a curvier model. Awww, don’t look so scared. You’re a much more fun to fuck than she could ever be. Nobody else could ever submit for me the way you do, my little pet. You’re such a good little slut for me. And only me. Remember the bet we made the other day? Whoever won the round got to demand sex whenever and however they wanted for a week? I know you threw the game. Not that I wouldn’t have fucking rolled you anyway. You just didn’t want to take any chance that I wouldn’t make you my obedient little toy for a week, did you? You didn’t have to go through the whole charade, you know. You could have just begged. Told me how bad you needed...

F4M 73,490 45m 45s 19/09/2022 Free

Brain Squeeze

I love having an obedient toy who will let me experiment with all sorts of new and wonderful things. Especially ones I can use on someone else. On a boy who's open minded, and eager to see all the different ways in which I can work my hypnotic magic. On a good boy, like you... You don't mind letting me explore you a little do you? To be my little test bunny? You see I just found this new toy. A latex toy. Its especially designed for hypnotists to use on their toys. A toy that will allow me to control your mind with more than just words. But its a little different from what you might be used to... Let me guide you through a brand new experience. Let yourself relax, as my voice guides your thoughts and paints pictures in your mind.

F4M 125,655 44m 30s 01/05/2022 Free

Take Your Medicine

Before we do anything. Let me start out with a disclaimer. This file isn't like my others. It's a little rougher. The subject matter is dark, descriptive, and a little dangerous. If that doesn't sit well with you. I suggest you stop reading now. This is a file for all my sluts that truly can't help themselves. A true magnum opus of kinky collaboration written by broken and Alz. And I wouldn't want anybody to be enticed in that wasn't prepared to be mind-fucked beyond their wildest imaginations... Still reading? Good Boy. Do you ever think about why you're like this? Why is it that me warning you against listening only make you want to listen more? Flirting with danger can be fun. I get that... but it can also leave you in some precarious situations... You've booked an...

Your WoW Crush Hypnotizes You Into Her New Minion

I know what you've been thinking all these nights, grinding WoW together. I’ve been having a blast, it’s been a huge nostalgia trip getting sucked back into Azeroth. But, I've geared up my Druid fully on classic now and I was thinking, maybe we should play together in person... If you catch my drift, I'm sure the guild can manage without us for one night. If you’re game, wanna give it a shot? Wanna have some fun? To really spice things up - I have this kink that I want to experience with you. The first time we meet, for real, I want you to be in a hypnotic trance. I want you plugged, lying down in your bed, completely naked, arms and legs bound in real life, secured with nowhere to go. No choice but to keep listening to my voice, as my suggestions seep further and deeper into...

Demonic Desires

Relax Sweetie, I'm just going to help you to relax. To release tension... To drift... for a bit, under the guidance of my voice. I'll guide you on a journey, deeper and deeper inside yourself, until we come to a place we can pretend is controlled by you. Your perverted, slutty mind is so very useful, for the naughtier your mind, the more sexual energy you produce - and the more hands conjured up to touch and play with you. Your need summons my sisters, and we are ALL going to have our fill of you.

Reverse Hypnotherapy

Feel My presence, real and intense, as I take you under for a very special session together. My lips will move and your body will shudder as you respect My power and My authority. I have a lot of paying clients like yourself... Who are obsessed with cock. Who simply can't stop fantasizing about cock. I know it's...  HARD...  But don't think about cock.

F4M 112,797 30m 49s 22/06/2021 Free