Strap-On

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.

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...

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...

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 …

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...

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...

How are you feeling in chastity, Slave? Your balls must be so heavy right now. I love malleable pets that are this easily controlled. But I have to admit, I'm pretty impressed with your obedience in following my commands. And that's not easily done. Your ordeal so far has been rather... lacking in orgasms... hasn't it, Slave. So I'm going to fix that. Does that sound like a good idea? I feel amazing today. So I've decided to reward your commitment to me by gifting you an orgasm! — I bet you've been looking forward to this moment just as much as I have. Thinking about it. Fantasising about what I'd do to you once I'd made you really desperate and vulnerable. Well right now I have you all to myself. So just lie back and remember... I make the rules. Instructions To...

Good Morning Class! Today we will be reviewing the proper way to humiliate and further assert dominance over a boy.

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...

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.”

You are a high ranking soldier in the Empire's army. Head of the Experimental Weapons Division, you've been working on a new weapon which will strip the enemy of their will to fight and turn them into something more compliant through subliminal radio broadcasts. After testing it out, you find one poor soldier has succumbed to its effects — and so you take him back to your base where he is introduced to his brand new life.
* * * Come take a look at the tale of a poor man caught in "The Sissy Soldier Trap"...

"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...

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...

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!

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.

Relax as I gently guide you down, reassuring you that this is only a temporary thing. Come and allow me to bring out your submissive side — as I claim dominance over your mind — but only for in this file. You are safe with me. I promise to remove all triggers and influence at the end, leaving you better then I found you. My only continuing commands after you wake up, will be for relaxation and a smile. Gentle doesn't mean weak in any way though. And while you are under the power of my voice, I promise to have you squirming and moaning, begging for more, more, more. You'll be such mindless mush you won't even know what you are begging for more of! But don't worry. I know exactly what you need. And once I have you completely immobile, restrained and helpless — I'm going to give...

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.

So sweet, so cute. So helpless. Helpless to resist my voice. It wraps inside you, plays… Almost sentient in the way the words themselves seem to wrap around your being. Nudging and focusing you towards my goals without you even thinking…

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.

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...

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 ;)

Due to recent world events, you’ve been working from home and your toppy girlfriend can see how stressed out you are, she wants to help relieve you by giving you something else to focus on for a little while…

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.

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.

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).

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...

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...

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?

I have a huge collection of kink toys, and I am going to whisper alll about them, handling them one by one in an ASMR inducing manner as I describe what I've done with them and how I will use them on you. You're chained up, blindfolded and only able to listen. This file is legit ASMR throughout, not just a bit here and a bit there... I had a lot of fun making it, and editing it practically made my skin goosebump- So I'm definitely going to make more like this! So listen to the file and after... Help me decide which toy should get it's own ASMR file. I want to know which toys made you tingle the most- so I can use that knowledge to my full advantage ; )

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...

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.

I'm going to turn you into a girl! A really slutty, needy, physically and sexually sensitive girl! In this file, I take you down and establish a rapport with you, establish that you are a slave and a slut and that you WANT to experience something new. Something ... Unique. I'm going to make you experience the female orgasm; of course, since you're a girl now we don't have to stop at just one ;) Don't worry, I'll probably turn you right back after...

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.

Oh, did I forget to tell you where we are going? Just the pet store baby. Why are you looking at me like that? Just because I sound a little evil... I know we don't have any pets. But I have a pet, and I feel like you could use a few things...

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!

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 :)

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.

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.

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!

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.

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.

No age! No incest! Your mom came over with just enough warning to hide all the sex toys, and now she is in the guest room and you and I are cuddled up in our bed in the next room. About to go to sleep ... when I roll over and start whispering in your ear. Playing with you. Taunting you. Teasing you o so quietly as you try not to make any noise. Getting you excited and then talking about that strap-on I just bought ...

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!

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?

This file is currently being processed and as such the tags and descriptions may not be reflective of the final release.

This file is currently being processed and as such the tags and descriptions may not be reflective of the final release.

This file is currently being processed and as such the tags and descriptions may not be reflective of the final release.