Pegging

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...

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...

Control Room Inside Your Mind


Inside your mind is a control room of sorts, but is it really yours or perhaps it is mine? Maybe it is time we explored that thought a little bit deeper. Maybe 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...

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. ...

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. ...

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. ...

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. ...

G.U.M.M.I


My Latex Series // Session Three #3
Welcome to the third & 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,...

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...

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...

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? ...

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? ...

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? ...

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...

G.U.M.M.I


My Latex Series // Session Three #3
Welcome to the third & 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,...

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...

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...

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...

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...

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.                      ...

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...

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 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 neighbors. 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 so...

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?                                            ...

Toys


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....

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.

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...

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...

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.

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.                      ...

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. ...

Poor Pounded Puppy


This file written by u/KardinalSin is the sequel to "I made your girlfriend my bitch, You're next", 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...

Take It Loop


The Entranced Confessions CollectionBonus
Some of the background layers from the file, "Entranced Confessions - Pegging".                                            ...

Entranced Confessions - Pegging


The Entranced Confessions Collection#2
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. :)                      ...

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. ...

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...

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...

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...

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...

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...

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...

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...

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 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 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 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 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...

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...

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 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 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 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 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...

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


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....

Toys


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....

Toys


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....

Toys


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...

Toys


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...

Toys


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....

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...

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.                                            ...

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.                                            ...

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...

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...

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...

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 ;) ...

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 ;) ...

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...

Take It Loop


The Entranced Confessions CollectionBonus
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. ...

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.                      ...

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. ...

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. ...

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, instructing you to insert a prostate massager, giving you the choice on...

Entranced Confessions - Pegging


The Entranced Confessions Collection#2
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. :)                      ...

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?