Pegging
The anal sex in this audio includes acts of non-penile penetration, either from the use of a Dildo or Strap-On.
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…
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.
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.
Another Day In The Life Of My Latex Sissy Maid
Months have passed since financial insecurity led you into a new living arrangement with your roommate. By now you’ve been pretty well domesticated into her live-in sissy maid; conditioned by hypnosis to serve thanks to all the special audios she’s made just for you, with lots and lots of positive hands-on reinforcement in-between. Of course, this is a dream come true for a genderbending slut like you, so it’s not like you’ve resisted. And because you’re such a good sissy, you’ve made sure to be the best sissy maid you can be. Which creates a bit of a paradox because your wealthy, kinky, and turns-out sadistic roommate has just been aching for you to be a bad sissy maid so she can punish you. And since you’ve denied her that opportunity so far, that makes you a...
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 ...
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.
You Hold The Moan; I’ll Make The Noise
You and your gal thought you were going to have the place to yourselves for the night: a perfect opportunity for you to test drive a brand new dildo for a strap-on. But when a weather event cancels some roommates’ plans, they all soon end up back home again. If you think that’s canceling your girlfriend's plans, however, you're mistaken, because that gal wants this butt. So you'll just have to keep that pretty mouth quiet. And if you really are that worried those roomies might hear what you're getting up to, well, your partner will be a dear and lend a helping voice to mask who’s giving it to whom …
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...
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...
Classroom Humiliation
Good Morning Class! Today we will be reviewing the proper way to humiliate and further assert dominance over a boy.
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.
Control Room Inside Your Mind
Inside your mind is a control room of sorts, but is it really yours or perhaps it is mine? For those slaves who have already listened to lots of my recordings perhaps you already know the answer... But I'm sure just one more brainwashing loop won't be too hard for you to handle. Because now it's time we both explored that thought a little bit deeper. Now it's time I made myself a little more comfortable in your mind. There are so many dials and buttons to play with here, screens and interfaces which could force you to see and feel so many things. Oops — Wouldn't it be a shame if I broke something by pushing too hard? If I twisted just the right amount. Then once I start playing with you there'd be no way to stop. Maybe here I can finally wipe out any resistance you have...
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...
Twelve Months Together
Hm, would you like that? Other people seeing how deep I fuck you with this cock? Other people getting off to your pleasure? But they all know that I’m the only one who gets to grip your hips like this, I’m the only one who gets to thrust into you like this, I’m the only one you answer to, who you’re desperate to please. You’re only for me. Say it, baby boy. Say “I’m all yours.”
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...
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...
Your Wife's Supercharged Hex Strapon
Welcome to a quasi-futuristic steampunk reality where magical energy has finally been harnessed with the power of technology. With this great new innovation available to the vast non-magical population, of course it would be used to create sextoys like never before! Tonight is swingers night so both you and your wife had dates all setup. Unfortunately, your date bailed on you. But don’t worry. Your wife had a much more eventful evening and she just so happens to have brought home a particularly special supercharged cock shaped surprise to spice up your night!
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.
Rubber Plugged Ride
Hey sweetheart. I’m really hoping this isn’t your first time with me. I wouldn’t want you to think this is how I am… all the time. I’m going to be rough with you. You will be bound deep into trance, where I will play with you in a world of my creation. A world where you are brutally invaded. Stretched… Raped... over and over and over. Violated in every way we can think of. Doesn't that just sound fun? Instructions You should listen to this with a plug safely in your ass.
The Chateau
You wake up on what you believe is the morning after a one-night stand, but the details of what really happened are extremely fuzzy. In reality life as you knew it — life as a man — is over, forever. You are now the slave property of an extremely powerful and exclusive sex club, and it is time to start out on a new journey to becoming a good girl.
Neurogenesis
Tick Tick Ding... Tick Tick Ding... This is the sound of your conditioning. We will start off with perfectly logical, sourced and scientific reasoning as to why this will work on you. We won't be doing standard hypnosis techniques like breathing deeply and counting down... instead, I take a page from Pavlov, conditioning you to feel arousal and sexual pleasure every time you hear the ding of my metronome. There are a LOT of dings in this file, and there is a LOT of pleasure to be found. You just have to relax, and let my voice and metronome take you deeper ... Tick Tick Ding baby ;)
Discovered in the Doorway
I came over to play some video games, but when you left to go to the bathroom you took a bit too long. I got bored, started rummaging around your room - and found some verrrrry interesting things in your nightstand. I go out in search of you... only to find you engrossed, peeking through an almost closed door. You dirty peeping tom! You are watching your roommate fuck his hot little girlfriend! Boxing you in with my own sexy body, I whisper in your ears, letting you know that while you are bigger then me, the act of escaping would alert your roommate. You are trapped... Better be a good little poppet and keep very quiet... You should never leave me to my own devices.
Futa Fireworks
Blow for me and I'll Blow in you. For those of you who really like the purer side of hypno, and the psychological dirty talk that is my special touch... Not so much straight Futa, as it is me pegging you while telling you to relax, it's ok to think of it as a real cock, as me of being a woman able to really fuck you in the intimate way that just feels so much more RAW when I have a cock to shove inside of you, cum I can shoot inside of you, claiming you.
Teachers Pet
I'm afraid your performance in classes has been abysmal lately. I will give you a chance at redemption, you will need to help me with an assignment. For extra credit. In fact, it's the only way you will ever pass this class.
Bite the Pillow - Pegging
It's going to be a long night baby, so I'm really hoping you prepped your ass for it. Because I'm going to take you... Fuck you... Make you mine. As I make you bite your pillow, to keep all those slutty sounds from waking up the neighbours. And bite down... Hard... baby, because after I make a deal with your hidden observer, I am going to take you sooooo deep. Just like your ass is about to take me so very very deep. Instructions For this file you will need a butt plug. Nothing else will do. The thicker the better, I want to fucking stretch you wide. Start with it in, and with you lying on your bed, a pillow within arms reach. (But if reading this has made you unsure about listening, do please check out the full tags and effects first).
I Fucking Love You, Ok?
Uh. You must be thinking of some other friend. Because you know that I wouldn't let you be alone right now. Or you should, anyway. Wait. So because your girlfriend, who just dumped you in the most fucking tasteless way would have have told you to man up and deal with it, I have to leave you alone with your shitty thoughts? No. You heard me. No. First of all, I never approved of your decision to go exclusive with her. She was a bougie brat who didn't really want to be involved with you beyond what you could do for her. Yes, I had veto power but was not consulted. That's in the Best Friend Constitution. I feel that my rights were ignored in your haste to get laid. Oh yeah I want to jump all over that cock. Not tonight. I know I can be a little bossy. Again with the inappropriate...
Brain Slut
When I take you down into trance and enter your mind I can do anything to you. And we both can transform in anyway I choose. I'm going to turn your mind into a pussy so I can fuck it. Fuck you like the good little slut you are. Now Beg for it you little whore.
Toys: Base Introduction
My sweet toy, are you ready to truly become one of my toys? To helplessly feel yourself compelled to obey as I treat you like my own marionette and give you very detailed orders to follow. And the more you comply, the easier you find it to surrender your power to me. To let me take charge and command your sensations. And we are going to explore so many sensations. Tickly sensations. Painful Sensations. Sexually penetrative sensations. I want you to be more of a masochist, and so one step at a time, in this file I will help condition you to experience pain and pleasure mixed, to confuse and co-mingle the inputs in your brain so you can take whatever I do to you. And then I'm going to fuck you in the ass. You will need: • A feather • A cable • A blindfold • Any...
Things I'd Do To You
Mmmm... all the things I'd do to you. Would you trust me and give up all of your control? Would you let me use your body in any way I wanted?
Mine
Hypnosis is the only weapon where the more you know about it, the more effective it is against you. In this file I am telling you, logically guiding you to the only conclusion... Every time you listen to me you start out by pretending... playing along. Some of you go into trance when I say the triggers, or lead you there with an induction. Some of you just play along the whole time... or just part of the time. In this file I make you realize that pretending and playing along lead to the same result as falling into trance - you are here, listening and obeying me. Mine. This file is on the purer side of hypnosis, using a confusion induction to catch your mind off balance and quickly take you down into a spiralling of logic and loss of control. Not very overtly sexual, this file is about...
Full Body Massage
A long, full body massage taking you deeper into relaxing trance... Before your massage turns into a happy ending, and your masseuse has a happy surprise for you. For those of you who are open to more then just pegging. The Futa in this file has both tits and a cock. All woman except for that penetrating member that is going to penetrate you, and send you to bliss. Instructions And by all means make this file even more fun with an Aneros or butt plug inside of you. Just make sure it's something safe and meant to be shoved inside of you.
Sacrificial Virgin
This is not a nice file. This is a cult file. Addiction, brainwashing, subjugation and worship are all heavily present. Rape... though this file will have you questioning if it really was rape... after all... you wanted this, didn't you? Gas-lighting all parts of your mind, until it's too hard for your mind to keep up and it just goes to SLEEP. On my command ;)
Poor Pounded Puppy
This file written by u/KardinalSin is the sequel to "I made your girlfriend my bitch, You're next". You can find the first part linked, where I bring out your girlfriend, decked out like a puppy, and force her to suck your cock. Now, a few days have passed since you psycho ex-girlfriend captured you and revealed to you the harsh tutelage she has used to transform your adoring girlfriend into a perfectly submissive little puppy girl. After making you watch for days as she's continued her training, she has a new game she wants to play with you and your girlfriend... the most extreme test of her training yet, something which will leave both you and her panting.
Super O Slut
To learn something new, you have to be properly prepared. This file announces a set of files which teach the basics to the fabled male 'Super Orgasm'. The file is designed to set up future Super-O themed files and introduce the proper mindset for pursuing this unique pleasure. Though I will be guiding you, there’s value in leaving some of the details in your journey implicit, letting you figure out which position you like best, where the Aneros’ fits best, how much or how little of a contraction to use. Check out the Aneros wiki and design your own adventure. Remember, if the first rule is no touching your cock, the second rule is if something feels good, go with it. Let it happen. Enjoy!
Take It Loop
One of my patrons messaged me asking if I could make a loop from the background layers in "Entranced Confessions - Pegging". Loops are fun and easy to make — Here you go :)
Hate Fuck
I strapped you down before I told you what I was going to do. I'm kinda in a bad mood. And I am going to take my frustrations out on you. It's honestly what you are good for.
Tonight is Different
I know you like it when I put on my harness. Put a nice big cock in it.
I know you're also going to like the rest of what I have planned for you.
So just relax... we both know what Domina wants, Domina gets.
Suck for Shibby
Ever wonder how I'd program my sweet boy to do those things he didn't think he could ever do for me? Prepare to find out. In this session, I'll lead you well beyond the edges of your comfort zone, and prepare you for a starring role in one of my guy-on-guy fantasies. And you'll enjoy it, because I'll program you to enjoy it. Instructions While the file does not mention lube in it, I suggest you have some on hand and ready if you need it. It is in no way necessary, but absolutely encouraged that you listen to this file with a plug, dildo, or prostate toy in your ass. It's so much more intense that way!
What It Feels Like For A Girl
Everything is more fun forced. But is it really force when it makes your cock so hard? Or is the force just what I need to do to you to make you accept it - accept what you are. My Dirty Little Bimbo Whore. Instructions For the most immersive experience you should be both plugged, and caged before listening.
Sperm Collection
You’re at the sperm bank, but you just can’t get it up. In comes Nurse Joy, to help collect your offering. You’re going to get more than money at this sperm bank as she takes you down and personally helps collect the merchandise. Once she has you under her power using only her voice, she takes it a step further, giving you the choice on whether to use your hands to help. In this, the mainstay ending, reading your chart leads towards the most intimate collection... Where I use my generous tits to get all that cum.
Entranced Confessions - Pegging
Oh my... you dirty dirty slut. Your secrets are simply not enough anymore. Now I want more from you. I want to DO more to you. So I'm going to fuck you. :) Instructions This file involves a bit of activity on your part. Although it can be listened to in any position, for any pegging you will need to have a prostate massager, butt plug, or something else safe to put in your butt. No shoving pencils or anything that could hurt you, or get stuck up there. Enjoy!
Pegged by the Police
Drunk driver gets pulled over by a sadistic cop. Punishment ensues.
Small dick gets you pegged
You'll never satisfy me with that tiny little penis of yours... so I'm going to need you to use your mouth...and since you are just SUCH a slut, I'm going to have to fuck that tight little ass of yours with my strap on. You'll be a good boy for me, won't you?
Your Mistress's Gift
This file is currently being processed and as such the tags and descriptions may not be reflective of the final release.