Sissy

The audio refers to the listener as a sissy.

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'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...

Pool Party Piggy


Sex Slave Simp // Series Part: 3 / 3
Welcome back to the final episode of this devilish little trilogy. The Trio have grown in substantial wealth and notoriety since your last encounter. And it is very 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...

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. ...

The Slave Owners First Trick


Sex Slave Simp // Series Part: 2 / 3
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.                      ...

The Slave Owners First Trick


Sex Slave Simp // Series Part: 2 / 3
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.                      ...

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...

The Sissy Soldier Brainwashing Loop


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...                      ...

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. ...

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...

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? ...

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...

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...

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...

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...

The Chateau


You awake, dazed from drugs and a whirlwind of conflicting thoughts and emotions, you are still coming to terms with the shock of your new reality. You've been medically transformed into one of the sexiest, most beautiful women you've ever seen, and have been enslaved by an exclusive and mysterious sex club. Mistress arrives bearing gifts... beautiful, sexy lingerie and high heels for you...

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...

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 "Shibbys Slutty Sissy Cum Calendar", (you can 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...

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.                      ...

The Chateau


You wake up on what you believe is the morning after a one-night stand, but the details are extremely fuzzy. In reality, life as you knew it – as a man – is over. You are now the property of an extremely powerful and exclusive sex club, and it’s time to start on your 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...

Fractioning Your State of Mind


The States Of Mind // Series #2
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...

Fractioning Your State of Mind


The States Of Mind // Series #2
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...

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 am 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. Bite down HARD baby, because after I make a deal with your hidden observer, I'm going to take you sooooo deep. Just like your ass is about to take me...

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...

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...

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 am 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. Bite down HARD baby, because after I make a deal with your hidden observer, I'm going to take you sooooo deep. Just like your ass is about to take me...

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 sissy 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.

Bondage


The brainwashing file "Bondage" with extra sissy layers added in... to enhance it for good girls like you.                                            ...

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 "Shibbys Slutty Sissy Cum Calendar", (you can 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...

Little French Whore


Do It For Me // Series / Loop Bonus
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.                      ...