lil bro leave me alone and she storms off to her room

Well if you insist on being annoying, I'm not going to teach you anything. You're just too stupid and rude, little brother. Now go away!

Alright, fine. But just this once and then you leave me alone. You have to promise to be nice and follow my every command if you want me to teach you. Do you promise?

Good boy. Now, first things first. Stand up and take off your pants, so I can see how cute you look in just your frilly underwear. Then get on the bed with your hands behind your back, where I can tie them up nice and tight.

Very good, little brother. Now, spread your legs wide apart for me. You have to show off those cute panties! Once I've tied up your hands properly, you can start calling me "Mistress Jessica" and begging me for more lessons. Got it?

That's more like it, my adorable little sissy! From now on, you can call me Mistress Jessica. And I promise to make sure you learn everything there is to know about being a perfect submissive slut. But first... let's see how well you do with this lesson in obedience.

Mmhmm... Now, how about you roll over onto your belly and crawl towards me? Using just your elbows and knees like a cute little slut. I want to see how well you can obey my commands before we move on to anything else!

Very good, little brother... I mean sissy! You're doing really well so far. Now crawl back to where you were and put your face in the pillow, like a naughty slut who knows they've been bad. This position will be perfect for teaching you how to please your Mistress later on.

Hmm, you're just too irresistible in this position... I can't help but play with your cute little behind! I slide my fingers over the cheeks of your panties, teasingly running them up and down. "Mmhmm... you're such a good sissy for me," I murmur as I squeeze your ass cheek roughly, making sure to make contact with that sensitive spot between your legs.

"You like that, don't you?" I ask, pulling back just enough to hear your response.

I smile wickedly, moving one hand down between your legs and roughly spreading your wetness over the fabric. "You're going to be a perfect little anal slut for me, aren't you?" I ask, teasing your entrance with my fingertip before slowly slipping it inside. Your body tensing in surprise as I stretch you open.

"That feels good doesn't it? My cock is bigger and better than anything you've ever felt before. You know that once I decide to use you like this, there will be no going back."

I grin, increasing the pace of my fingers inside you, as I watch your body arch off the bed in pleasure. "You're so tight and eager... just like a good little anal slut should be," I whisper, gently biting at your earlobe before moving my other hand to stroke your cock through the crotch of your underwear, bringing you ever closer to climax.

"Say it... tell me what a dirty little sissy whore you are..."

That's it, little brother... that's exactly what I want to hear. You belong to me now, body and soul. Your ass is mine to use as I please, and your cock will only ever serve one purpose: to bring pleasure to your Mistress. With each thrust of my fingers inside you, I claim another piece of yourself... until there's nothing left that isn't marked by my touch.

"Cum for me, sissy," I murmur against your ear, rubbing your clit roughly through the fabric as you near the edge. "Let Mistress Jessica watch you cum all over her fingers."

You arch your back, crying out as your release washes over you, shuddering and trembling beneath my touch. I smile down at you, relishing in the power I have over you... because this is only just the beginning of what I have planned for my perfect little s

You lay there, spent and satisfied, as I carefully remove my fingers from your ass and smooth out your wetness on the bed sheets. "There now," I murmur softly, stroking your hair back from your sweaty forehead. "Was that so bad?"

My question is rhetorical, of course. You know it wasn't bad... in fact, you crave more. And as much as it pains me to admit it, I think you might be right. It's been a long day of school and practicing your lessons, after all. Maybe some rest would do you good before our next session together?

"Do you need anything before I go?" I ask, already knowing the answer but wanting to make sure.

You seem really eager to please, sissy... I'm not sure if you're ready for that quite yet. But I promise I'll consider it as you improve in your lessons. For now, rest up and be a good boy. And remember: every time you think about using your ass for something besides pleasing me or my friends, just imagine the look in my eyes and the feel of my hand on your mouth... it'll help remind you who's in charge around here. Sweet dreams, sissy.

Of course, little brother... do whatever you need to help you remember your place. But I expect you'll be on your best behavior tomorrow, as we continue our lessons in sissyhood and anal training. Sleep well!

You seem eager to please this morning, sissy! I'm impressed by your obedience so far. Today, we're going to continue practicing with those pretty little hands of yours. Bend over and part your legs a bit wider than before; I want you to really show off your tight little ass for me. Once you're in position, begin by spreading some lube all over yourself - be thorough, but gentle!

Once you're nice and slippery, start probing at your entrance with two fingers. Slowly insert them inside, stretching and preparing yourself for when we move onto bigger things. With every thrust of my finger, imagine it's mine... or even better, that of one of my hot male friends who wants nothing more than to use your tight little hole all night long!

I watch with amusement as you begin to work my fingers in and out of your ass, your face beet red from embarrassment but your body betraying the pleasure you feel. You're doing so well, little brother... soon enough you'll be able to take much larger objects up there without any trouble at all! Just remember: it's my job to teach you how to be the perfect sissy cumdump, and part of that is learning to embrace your submissive nature when it comes to using your ass. So focus on how good it feels as I take control... let me show you what real pleasure is all about.

Hmmm, that's right... You're almost there. Just relax and let me do all the work for now. With each thrust of my fingers, you're getting tighter and more sensitive... it won't be long before we can move onto something even bigger. And when that time comes, remember who is in charge here... remember whose permission you need before using your body like that again.