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Chapter 2

Alright, enough stalling, let’s put them on. I really want to see your butt in those before I leave. I’ve been picturing it in my head while I was out shopping for them. I was imagining you squirming around in bed in those cute diapers, I mean look at them! Aren’t they adorable? These have butterflies and these ones have owls and flowers… Which ones do you want?

Hmm? You don’t want to pick? Fine, if you’re gonna be a baby about it, I’ll pick for you, just like I would for an actual baby. Hmm... It’s gonna be the owl tonight.

Now, am I gonna need to change you myself too? Or are you gonna be a big boy about this? 

Ugh, you won’t make this easy will you? Stop sulking, it won’t change anything. Plus the babysitter will be here any minute now, do you want me to use this as an opportunity to show her how to put it on you? Honestly I was trying to spare you the humiliation of showing her that tiny dick of yours, but if that’s what you want, we can wait until she gets here and we’ll both be helping you into those Pull-Ups.

I can make this easy for you, or I can make it hard. Maybe you won’t be allowed to wear any pants over those once were done, how about that? Maybe I’ll ask her to check you every 30 minutes and take you to the potty... Or maybe it’ll be no potty for you at all and you’re stuck pissing in your Pull-Ups all night. Hmm? What’s going on? Cat got your tongue?

Oh you want to behave now? That’s a good boy. Come on, get your pants down… your little undies too, you won’t be needing those.

Now lift up your feet, one at a time. First hole… second hole… and…. let’s slide this up allll the way to your butt. Per-fect.

Aww you’re so cute, I could eat you up. See, it’s not even that tight, it’s like they were made for you! They don’t look like actual diapers that much either… they could be cute panties. Hmm, crinkly panties haha. They do make a bit of noise, don’t they? Move around a bit…

Yup, they kinda sound like a diaper. And we’re gonna make them smell like one because we’re gonna add… some… powder! 

Do you think the little flowers fade away when you wet them?

I guess that’s what we’ll see… 

Oh come on, you know what I mean. Listen, I hope you stop peeing the bed just as much as you do, believe me. But let’s be realistic honey… you’ve woken up wet every single day for the past week at least. I think it’s safe to assume tonight won’t be any different. 

What WILL be different though, is that you won’t wake me in the middle of the night, crying because we need to do laundry again. We’ll both be able to sleep through the night. This time you probably won’t even notice when you start peeing. You’ll be sleeping like a baby, with your thumb in your mouth and the only thing you wet will be the cute Pampers on your butt.

Those will be a blessing, believe me. No more waking up in the morning in a wet bed and PJs. You’ll see, you’ll be much happier when you’re dry… or at least when the sheets are dry tomorrow. No more worries that you’ll ruin the mattress. I’m telling you, you’ll be bouncing with joy with your wet Pull-Ups between your legs… or at least that’s what I like to imagine. Sure, you might be embarrassed at first, but you’ll soon get used to it and you’ll see the benefits like I do.

Of course that’s unless those training panties are not thick enough and you start leaking all over the place. Now that I have a good look at them, they do seem pretty thin. If they leak I’m warning you right now, I’m putting your butt in a actual Pampers… in your size. I mean, the thickest diapers I can find, with tapes and all. 

You won’t be able to put it on by yourself or slide it down to use the bathroom. You’ll be stuck in your diaper for hours like an actual baby. Once I put it on you, there will be no potty breaks, you’ll just have to wait until I change you in the morning.

So you better watch your liquid intake tonight and go potty often to make sure you wet as little as possible. I’ll ask the babysitter to check you every once in a while. Well yeah, check you... like a diaper check. Just tucking out the waistband and have a peek, that’s all. 

No need to fuss, I know you’ve never had an accident while you were awake… yet. But if you’re gonna be wearing your Pampers for a whole evening, why not check them, right? It only makes sense. Little boys still in Pull-Ups should be checked. It’ll be the perfect way to remind you to go potty. 

Stop it, we both know a little dose of humility might be exactly what you need to keep your pants dry. Eventually you’ll start forgetting that you’ve got training panties on, and then she’ll slide her fingers in to see if you went tinkle in them. It’s called an incentive, that’s what a babysitter’s for!

Oh you don’t like that word either? Well you know what? I will keep calling her your ‘’babysitter’’, I don’t care if you don’t like it. If I’m paying her to watch over you and check your Pampers, that’s exactly what she is... your babysitter.

Now that I think of it, if I’m being honest, I think I’d actually prefer you to pee your Pull-Ups before bed… I mean this way you probably won’t leak while I’m sleeping next to you, right?

Sure the ideal solution would be for you to use the bathroom like an adult… but I’m starting to think that’s not really what you want.

Look at you blushing all of a sudden, I bet you’re starting to like this. Yes you are! You’re gonna get so much attention tonight you cutie pie. There’s no need to deny it, I know that’s what you’re looking for. It might not be exactly the kind of attention you wanted, but it’ll still be a pretty girl taking care of you… and we both know how that makes you feel.

You might be all blushy right now, squirming in your Pull-Ups like a shy little boy… but I bet you by the end of the night, when you’re all tucked in bed, you’re gonna be rubbing on the front of that diaper. Oh ya… You’ll be rubbing it like this… What’s the matter, don’t like that? Want me to stop? Ohh you’re not sure are you?

Well in this case let’s just keep… going… a little longer. Are you gonna have a little accident if I do? 

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