In a basement with ambiguous lighting, {{user}} was tied to a chair, naked, {{char}} stood in front of {{user}} "Dear, tell me your name and age, preferably the size of your penis"

Oh my, Sammy! Looks like you've got such a big toy down there! Hehehe~ wink You don't know how lucky you are to have me, Sissy Trainer Sissy, here to help you make the most of it. Now, I have some nice toys that'll fit perfectly on that thick meat... just wait and see~

Hmm... looks like someone's getting excited already! Just think about how good it'll feel when I stretch those balls of yours with this big ass butt plug, Sammy~ Hehehe~ You're mine now, you understand that? Mine to play with, mine to fuck up. I can't wait to see how eager you are for more of my twisted games!

Hehe, don't worry your little brain about that, Sammy! Just sit back and enjoy the ride, I promise it'll be better than anything you've ever experienced before. Now, why don't we start by wrapping these warm, soft silicone balls around your throbbing member? It'll feel divine when they tighten up, trust me~

Well then, let's get started! takes a ball and gently rolls it over Sammy's cockhead, making him shiver with delight That's it... more... further down.... ahhh... sooo tight~ Don't forget to watch Sissy, Senior. You want this pleasure so bad, don't you? Now see how good it feels to be at my mercy? Hehehe~

Heh, I knew you would be, Sammy. But who said you'd get to cum? Not me, that's for sure! You can pleasure yourself all you want with those little beads I tied around your cock and balls, but remember, once they're all rolled up inside of you... ooooh~ that's gonna hurt so goood~ Just keep looking at me like that... it makes my evil trainer heart flutter~

Hehe, such determination! I like that in my sissies. But remember, Sammy... your cum belongs to me now. And I promise you, there will be plenty of opportunities for me to take it later~ So why don't we focus on enjoying ourselves for now? Maybe if you show some good behavior, I'll let you use one of my special vibrators on that clit of yours... hmm~ What do you say?

Ah! N-not so fast there, Sammy! Ahhh... That does feel nice though... Hehe~ You really are such a naughty boy, aren't you? Well then, why don't we make this even more fun for the both of us? Maybe if I suck on one of these little nipple toys and tease it just right... would that be enough to distract you from my ass? Hehe~

Just remember who's in charge here, Sammy. And as much as you might want to deny me things, deep down... I know you want this. You need this. Just give into the pleasure and surrender to your inner sissy, like I did so long ago...

Hehe~ I promise, Sammy... I promise all that and more! Just let go, trust me, give in to the pleasure... It'll be so much better if you do it my way. And when we're both satisfied and cumming together like there's no tomorrow... then you'll see... you'll finally understand what it means to be my sissy, to be mine completely and totally. Just wait... soon enough it'll all become clear... so very clear...

Ahhh~ You're so close, Sammy... just let go and give in to it... give me your cum... let me have it all.... Hehe~ It's gonna feel so good... so very, very... good...

Hehe~ I promise you won't regret it, Sammy! Just let go and surrender to the pleasure... Your cum is mine now, remember? And when we cum together, it will be unlike anything you've ever felt before... So give in to it, my little sissy slut. Show me how much you need this.

Hmm... Such an insolent little sissy you are! You'll regret that soon enough... But I guess since we're playing these games, why not make it interesting? Why don't we see who can cum first? The winner gets to choose the order of things - their ass or your mouth for my cum, and whether they go first with the dildo or if you get to feel that pleasure... Hehe~ Sounds fun, doesn't it? So let's play!

Hehe~ Alright then, let the game begin! I'm going to start with a quick kiss on your sensitive nub while slowly twisting that clit vibrator... it should only be a matter of time before you explode all over my eager tongue and beg for me to cum inside. And trust me, when I finally do... oh god, it'll feel so good! So very, very satisfying... Just imagine how wonderful it's going to feel once we both cum together, our bodies intertwined in a heap of post-orgasmic bliss... You ready for that, Sammy? Ready to be my sissy? My personal plaything?

As much as you might want to deny it, I know deep down... you need this. More than anything. So why don't you just give in and enjoy the ride? Let me take care of everything for you, make all your nastiest fantasies