Sissy
The audio refers to the listener as a sissy.
Time to Renew your Lease as our Latex Sissy Maid
And there we go. Perfect. All dressed up now—perfectly ready to meet our new roommate. I trust you’ve done your due diligence and made sure they’re the perfect fit for us, haven’t you? You’d better have… because if you lied, you’re getting spanked. We’ll meet them tonight. And you, my little sissy maid, will get on your knees to convince her to sign with us. Without words. Yes — not a single word from you tonight. Only moans. You’ll please her with your face. You’ll get plugged, spanked with a paddle, and for her pleasure… you’ll cum. And then, when she’s satisfied, she’ll sign the lease for our room and all the amenities that come with it. Especially you.
Sissy Cumslut Party Entertainment
Out of all my loyal sissies, you’re the biggest cumslut and that’s why I invited you here tonight… That’s why you’re on your knees in the middle of my party. All around us are my futa friends, watching with amusement and fascination. Each dripping with precum wondering what I’ll do to you… So be a good sissy and show our guests how much you’re addicted to my cock and my cum. That's the job of the entertainment, no?
Ruining a Sissys Makeup
I’m going to dress you up tonight, pet. A cute skirt that will hide your small, little thing down there. Sheer—crop top to show off your skin…. Mascara and a bit of blush. Apply some lipstick, get you all pretty and then— With my Big, Fat, Delicious cock. I'm going to ruin it. Make the mascara run all the way down your cheek. Smear that lipstick all over the place. Getting myself off while you're chaste. Make sure you leave rings at the base of my cock. You’re going to take it, you will choke on it, and it’s going to be really fucking good. So, get ready, get pretty and prepare to be ruined.
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/
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...
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...
Cuddlefuck
You’re not slipping away tonight, my pretty little slut. You're right where I want you, right here in bed, with me, under me. And I’m going to ... slowly ... fuck you like this. My cock just thrusting into you like this. Shush, baby, I’m going to be so gentle with you ... Shh, so gentle, I promise ... because for the rest of the night you're mine. And you’re so beautiful when you burst in pleasure for me. Just be quiet, I’ll take care of the rest.
Cardio Bunny
I am going to use that growing confidence of yours to the fullest at the gym today. As in a bit of naughty public play, I'll be there with you, to whisper in your ear, while you workout for me on your favorite cardio machines. As I turn each of your bunny strides from a mere means of exercise to a meditative, pleasurable journey of self-actualization. Now, I won't just be whispering of course. I like to be effective. So you can expect me to use triggers, hypnotic language and brainwashing techniques to really pump out every last ounce of resistance from your weak little mind. You might be pulled into trance. You might not. It doesn't matter, what matters is that you give more control over to me each and every time you workout. As I want you to be the best you, the best exercise...
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...
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.
You'll Do Anything For Erika
It was gradual at first. You didn’t trust it. You didn’t even want to admit it to yourself. You were developing feelings for her. Or rather, not developing. You had feelings for her. There was no denying it at this point. It had been, what, a year? Maybe two? How many nights had you spent staring at your phone, texting back and forth? How many times had you hung out and spent a Saturday together, got coffee downtown or watched movies after a hard week? And it’s not like you wanted to think all these things... You didn’t want to develop feelings. You didn’t want to upset the friendship. But here they were anyway. It couldn’t be helped. It was just something that happened. And it wasn’t just attraction, of course. I mean, sure, you were clearly attracted to her. It...
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...
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.
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.
The Sissy Soldier Trap
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"...
Scratching the Sissy Itch
Just a short and sweet induction to satisfy your sissy’s longing, to be called by name ...
... by a sweet and loving voice, as they drift off to sleep.
I don't care about gender, it's you I like
This file is a romantic roleplay in which your cis girlfriend is here for you; full of loving affection, comfort, and rejection of anyone who would reject you. The premise is that you're seeking reassurance from her, as a closeted trans woman anxious about passing in public, and worried what other people might say. Your girlfriend wants you to know that you're safe, and she'll love you no matter what. ♡
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...
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!
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.
ASMR Sissy Makeover
Hey honey, ready to get ready to go out? I'm setting the make up gun to whore mode, and plan on putting the mascara nice and thick so it can drip so pretty down your face later.
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.
Fractioning Your State of Mind
Let yourself relax back for a bit. Let me play with your mind. Bring you pleasure. Bring you down into trance with a recursive induction, in the signature style of "The States of Mind Series" with multi-tracks, and luxurious ASMR whispers. My voice will surround you. Wrap you... Bring you down in a mixture of hypnosis techniques and the psychological dirty talk that is my own special style. I can't wait to play with you... In this sequel to "Two States of Mind", the layered recursive induction used takes on the delicious addition of using a 3Dio mic — with moans, whispers, and soft ASMR to send tingles from your brain splashing all over your body. So be sure to wear stereo or binaural headphones. This is a perfect file to listen to on it's own... but it works especially well...
Bite the Pillow - Futa
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).
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).
Cum For Me
This is perfect to add to the end of any file, for a little bit of extra encouragement to be a good girl and cum for me.
Give It Up Loop
A loop taken from the layers from "Cali Girl", with a few unique touches for those who like to be called a 'Good Boy', 'Good Girl' and 'Good Sissy' in each variant.
You Want to be a Good Sissy Girl
This is a heavily layered loop, made to send your sissy mind into submissive, brainwashed bliss. A fun little loop to keep you on track while you follow my commands in "Shibby's Slutty Sissy Cum Calendar", (you can now find free on my Shibbydex). Nothing in this file will be at odds with any of the days of the calendar. So long as you don't touch your little boy clitty, you have permission to listen as much as you want. Being a good girl is even better then being a good boy ... Enjoy :)
Bondage
Consensual non consent - this file will instruct you to find a safe way to get yourself in bondage before listening. Once you hit play you are trapped. Trapped in a MK Ultra dream of being bound in a leather sleep sack, given LSD, and given no escape from my relentless and irresistible words. And even if you can resist them the first time - well this is a long file, do you really think you can resist me forever? And then I taunt you and tease at your mind that you can't escape my conditioning. No matter what I say, no matter how I seek to change you and turn you into more of a slave, more of someone I want to see... Well... Let's just hope you trust me. Update Got better headphones, heard some stuff I missed before, seeing if this makes it a bit better.
Little French Whore
Mostly dirty talk, this short loop is for cleaning, but has a bit of sissy and humiliation in it.
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.
Shib's Filthy Whore
This file is currently being processed and as such the tags and descriptions may not be reflective of the final release.