Mommy's Naughty Little Sissy Maid

This story is a pseudo sequel to my previous stories "Mommy's Morning Milking" and "Mommy's Little Cum Slut", although you don't need to read that to follow this one. They just focus on the same people.

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"Well then, what do you think you're doing?"

Her sultry voice causes you to freeze in place.

You hadn't heard her approach, so lost in your own little world that you forgot that she was liable to come and check on you. She always did.

Yet you thought there was enough time to finish up before being spotted. Before being caught red-handed.

How wrong you were.

Turning around slowly with your head hung low, your heels clicking against the floor, you prepare to face her.

A leather-gloved finger catches you beneath your chin and pulls your gaze up to her, and only then do you get the chance to see her standing there in all her glory.

Her long dark hair cascading down her shoulder, a sheer nylon bodysuit hugging her magnificent hips, amazing ass and perfect tits. Thigh high black leather boots and elbow-length gloves to match, and her beautiful face staring at you with a look of stern disappointment.

Your beloved Mommy Mistress.

And she is not pleased at all.

"I... I..." you stammer, unable to find the proper words. Knowing in your heart that nothing you could possibly say could change things. She knows exactly what you were doing and why.

"You were playing with that naughty little thing between your legs while you were supposed to be doing your chores."

With a sigh, you nod. It's true. No point denying it. "Yes Mommy..."

She takes a step back to look you over- your pretty pink panties around your knees, hand barely visible beneath the frilly skirt of the outfit Mommy likes you to wear whilst you do your daily chores. Her devoted, obedient little sissy maid.

But not today.

Today you were caught disobeying her orders.

And that just won't do.

Your Mommy Mistress shakes her head and reaches down to lift up your skirt with a single finger. She sees your hand still wrapped around your baby cock, drops of precum already glistening on your fingers, as well as on your panties. Her panties. The ones she gave you to wear once you'd accepted your role as her sissy.

"Would you like to tell me why?"

You gulp. There really is no way out of this.

"I'm sorry Mommy," you being, struggling with your words. "It's just... your panties feel so good rubbing against my cock, and I couldn't focus on my chores so I-"

"You thought if you made your little sissy cock spurt you could keep your mind on your work?"

Though you doubt it's the right answer, you nod sadly, unsure of what else there is to say.

For a moment, she doesn't say a word, and the silence that fills the air weighs on you heavier than the shame of being discovered breaking your Mommy Mistress's rules. Then, she says one word.

"Pathetic."

Then she grabs hold of your free hand and begins to pull you down the hallway. Your chores will have to wait, and you know why. Your Mommy Mistress had warned you early on what would happen if you disobeyed her, and now it seems the time has come for her to make good on that threat.

She drags you into your bedroom and takes a seat on your bed. Without a word, she points at the hand still wrapped around your cock, and your shiver as you let it go.

Your Mommy Mistress looks at it, then scoffs. "Such a naughty little sissy you are," she begins, flicking your cock with a leather-clad finger, and sending jolts through your body. "Can't keep your mind on your chores because of your pathetic, needy little dicklet..."

A groan slips out of your lips, a mix of pain from her flicks and pleasure from the fact that your Mommy Mistress is touching your cock. But it won't last, and you know it.

After a few more flicks, she grasps hold of your cock, her strong, leather-gloved grip tightly wrapped around your erection. Then, much to your surprise, your Mommy Mistress begins to stroke you, slowly.

The sensation of her gloved hand moving up and down your shaft a little bit at a time sends waves of pleasure through you, and you stifle back moans that threaten to burst free from you. But she knows you're enjoying this, and has no intention of letting that go on.

"You know the rules sweetie," she continues, her strokes so slow yet so amazing, "work before pleasure..."

You groan. "Yes Mommy...."

As her hand continues to make its way along your shaft, she turns her attention away from you, looking around the room and anywhere besides where you're standing. In fact, your Mommy Mistress begins to act as if you aren't even there at all, denying you even a crumb of attention even as she keeps stroking you ever so slowly.

More precum dribbles out of the tip of your cock, and the motion of her leather-clad hand catches it and spreads it along your shaft, lubing it up and allowing her glove to increase its speed just a little bit. And still, she does not sat a single word, nor even look back your way.

It's beginning to drive you somewhat mad, yet you don't dare speak a word or do anything that might stop her.

Her strokes begin to grow faster and faster, and though her gaze is focused somewhere else, it's quite clear your Mommy Mistress is well aware of what is happening. What is going to happen.

And then, just before it comes, before you can reach the climax you were unable to hit before she caught you, her gloved hand stops stroking, and any pleasure you thought was coming your way stops dead in its tracks.

You groan, but know there is nothing else you can do. She has you by the balls in more ways than one, so all you can do is stand there and wait.

As expected, your Mommy Mistress keeps you waiting.

With her hand still wrapped around your cock, she doesn't move a muscle, simply waits until she can feel your cock begin to soften in her grip...

Only then does she begin to slowly stroke you again.

The sensation of the smooth black leather rubbing your shaft and bringing your cock back to life is both a blessing and a curse. As good as it feels, that pleasure is tinged with the trace of denial, and you know in your heart that the punishment you were promised has only just begun.

Still ignoring you, your Mommy Mistress continues to stroke you, feeling you grow harder in her grasp and leak more precum.

"This is what you wanted, isn't it?" She says, finally breaking the silence. You groan, the only reply you can muster. That's fine, because she's not finished. "Such a naughty little sissy..."

Once again, you feel yourself getting close, her gloved hand moving along your shaft, only to stop just before you can finish.

Tears begin to form in the corner of your eyes, but you bite your tongue. This is your own fault and you know it.

A few minutes pass, but this time, she doesn't begin stroking you right away. Instead, her free hand moves down her body and, much to your surprise, pulls her own cock free from the confines of her sheer nylon bodysuit.

The sight of her thick, juicy girlcock- already so horny from her continued teasing of you, is enough to make your own leak even more precum all over her gloved hand. It's so much bigger than yours, and your Mommy Mistress knows it.

And today, she's going to make sure you do as well.

"This, is a real cock," she continues, her gloved hand slowly moving from the base of her shaft to the tip. "Real cocks fill holes... See how I can barely get hand hand around it? Not like yours.... Yours might as well not be there."

You groan, knowing the truth of her words yet letting them wash over you nonetheless. Her gloved hand indeed struggles to contain the sheer girth of her cock, whilst the one wrapped around your shaft more or less covers it. "Yes Mommy," you respond, conceding to her taunts, much to her glee.

"That's why you make such a good little sissy," she continues, beginning to stroke you once more, your cock somehow more desperate now than it was at the start of things. "Yours is much closer to a clit, isn't it? It doesn't even deserve to be called a cock, does it?"

"No Mommy," you answer, her strokes a little faster than before.

Her hands move in tandem, one sliding along your aching shaft, the other doing the same to her own. You watch, eyes glued to her cock, mouth watering at the sight of it somehow growing bigger and thicker by the second than yours could ever dream of. Even when she's flaccid, your Mommy Mistress is so much bigger than you.

You wish you could be the one stroking it for her. Or sucking it, or taking it in your ass. Whatever your Mommy Mistress wishes.

Alas, right now the only think she wants is to punish you. And she'd doing a fine job of that.

Once more, she gets you so close- you can feel the orgasm coming yet she denies it a third time, even as her other hand keeps stroking her own shaft.

Letting go of your cock, your Mommy Mistress places both hands on her cock, and even then, she can barely keep hold of it. Moans slip free from her red lips and her breathing gets heavier. You know what's coming- you've seen this countless times while on your knees before her.

Increasing her speed, your Mommy Mistress hits the point you've been aching for, and before you know it, stream of thick, hot, white cum are shooting free from her tip and into the palm of her gloved hand. She doesn't stop, stroking and milking her shaft, and your eyes widen as the black leather grows whiter and whiter as her massive load pours into it.

After a few seconds, she finishes, but she's far from finished with you.

"I bet you'd love to lick this off my glove, wouldn't you?" She asks through shallow breaths, and you nod, licking your lips hungrily as you think about swallowing your Mommy Mistress's delicious spunk. But not today. You don't deserve such a treat today, and she tells you as such. "Naughty little sissies don't get to worship Mommy's gloves."

Much to your disappointment, she turns her hand and the cum slowly drips off her glove and onto the floor. Your eyes begin to water anew as you watch it all fall, wishing that floor was your tongue right now.

"Don't worry sweetie," she continues, "you'll still get to clean it up... Just not yet."

With most of the cum gone, your Mommy Mistress takes hold of your cock once more, the sensation of her warm juices and the cool leather bringing you back to life yet again. The strokes begin again, as do the taunts. "I warned you again and again what would happen if you disobeyed me... What I would do to this pathetic little boy pussy of yours?"

You groan, both in pleasure and dismay. You know exactly what awaits you, but you fear it. "Please Mommy, not that... I promise I'll behave."

Her slow strokes continue, edging you once more even as her strict gaze moves from your desperate and aching cock to your flushed face. "I don't know... You've broken Mommy's rules too many times for me to believe you... I think it's time for you to truly learn your lesson."

"Please Mommy," you beg, "It will never happen again I swear..."

"Hmmm... are you going to be a good little sissy maid for Mommy?"

"Yes Mommy," you groan, desperate to stave off the punishment she's warned you about countless times before, as well as to possibly cum at long last in her strong, leather-clad grip.

"Are you going to do everything Mommy says?"

"Mmmm yes Mommy.... Anything and everything...."

The strokes grow faster, but she's not through.

"You will obey all of Mommy's commands?"

You feel her grip tighten as your cock hardens, the familiar sensation growing stronger by the second. "I will obey Mommy!" You practically scream it even as your Mommy Mistress keeps on stroking. You're so close now, so close to cumming, you'd say anything if it means you can finish.

As well as avoid the fate hanging over you.

"Well, then I suppose you'll accept your punishment without question. After all, you said ALL of my commands."

Before the meaning of her words can fully sink in, you feel it. Her gloved hand makes its way from the base of your cock to the tip, and as it does, the sensation of the denied orgasm makes itself known once more. It's coming, you're coming, and for the briefest of moments, nothing else matters.

Until she lets go of your shaft, and the pleasure you'd expected vanishes with it.

A few pathetic spurts of cum drip out of your cock, much to your disappointment and her glee. Her leather gloved hand smacks your shaft, adding further ridicule to your ruination, and you sigh even as your Mommy Mistress laughs wickedly at your expense.

"There now, I hope you've learned your lesson," she says as she cruelly milks a few more drops out of you and onto the floor where her own juices sit.

"Yes Mommy," you say with tears in your eyes and she lets go of your cock and reaches up to take hold of your uniform collar.

Pulling you down, your Mommy Mistress brings you down to the floor, your face inches from the collective pool of cum. And even without a word spoken, you know what is expected of you. After all, as her sissy maid, it's your job to clean up.

Sticking your tongue out, you begin to lap up the mix of her cum and yours, your Mommy placing her booted feet into your back as you do. And as you lick up, you hear her reach over to the nightstand, open it, and remove something from the drawer. Something you hoped would never leave its confines.

Pulling her boots off of your back, she reaches down, takes hold of your small, flaccid and cum-covered cock, and slips on a small, pink cock cage.

"Now you really will be a good little sissy maid, won't you sweetie?"

You groan as you feel the cage close, followed by the clicking of the lock that goes with it and her pulling up your panties to cover it. Much as you'd hoped she would never lock your cock away, you had been warned countless times it would happen if you disobeyed your Mommy Mistress one time too many.

"Yes Mommy," you reply sadly, knowing in your heart that it will likely be some time before she unlocks you. If she ever does at all.

Then she stands up, her boots staring you in the face as you finish lapping up your cum. Without a word, you kiss them in reverence, then gaze up at your beloved Mommy Mistress as she heads from the door.

"Make sure all of that cum is gone, then finish your chores. And don't worry- I have much greater punishments in store if you disobey me again."

You watch her leave the room, your eyes glued to her perfect body even as

your mind reels with what else she could possibly do to you.

But now isn't the time to worry about such things.

You have chores to do, and you have no desire to disappoint your Mommy Mistress ever again.

Good sissy maids obey, and you intend to be as good a sissy maid as you can be from now on.