From Slut to Sissy Maid Part 1


I’m sharing this erotic story with permission by the very lovely Jaz. Enjoy!


Feminization is almost complete


I arrive not knowing what’s on that devious mind of Yours. I dress causal, You not wanting the neighbors to know just what You do as I step through the door and all. You usher me to the bedroom where I’ll be spending the weekend. I have made this trip several times now considering Ky is only 3 hours away from me.

I’m so glad you’re here slut. Strip down, take a shower and be quick about it.

“I have several things for you to do once you’ve settled in. I see you packed light, that’s perfect. I’ll be allowing you to wear what clothes I deem appropriate this weekend and nothing more. So go shower. Be sure to shave from the neck down and hurry.”

Knowing better than question You, I do as told. When I return to the bedroom, You’re standing there and tapping your foot impatiently. There is a maids uniform upon the bed, complete with stockings, garter belt and a bra and panty set. Placed next to those are bra inserts and heels. I look at You, then the bed, my eyebrows raised questioningly.

I need My slut to be focused and that thing will just get in the way…

You glide over to me, yanking the towel from my waist and tell me to turn around and bend over. You lube up a butt plug, You slide it home, chuckling and whispering about needing to stretch me out for later. Turning me around, You grab my balls and squeeze them hard, making sure any thoughts of getting an erection this weekend are no longer a possibility.

You laugh as I bend over in pain.

“This little treasure will come off when you’re on the way out the door and heading back to Ohio. You are here for Me. My pleasure. And that thing of yours is no good to me.”
So here I stand, a slut with a butt plug in my ass and a chastity device on my cock and I can’t help but wonder what I’ve gotten myself into. Out come the handcuffs, with the instructions that they will come off…as soon as I’m dressed like a sissy maid. You help me place the breast forms with a flourish and un-cuff me. My transformation is complete.

No wig and no make up for you, slut. You haven’t earned the right yet.

“Not until I have witnessed you taste a real live cock and have had a real cock sliding in and out of that pussy of yours, do you get to become female. Until that happens you aren’t a male, you aren’t a female, you’re just a sissy to be used for pleasure. I want everyone who steps through the door to know that. Once I have witnessed your deflowering you shall remain as you are now….Understood? ”

“Yes Ma’am,” I reply meekly. “It may take a few more visits till I’m ready to take that step,” I reply.

My house needs cleaned and supper to be prepared before 7 o’clock, so you better get busy.

“The menu I need you to prepare is on the kitchen table, so you better get busy because by the stroke of 6:00, I’ll be inspecting your work and if it not up to my standards… well, you know what that means…”

You laugh and walk out of the room. I follow quickly behind, heading toward the kitchen while attempting to master the 4 inch heels. I open the fridge see a box of leftover Chinese food. Smelling it carefully, I shudder and open the box to see a thick layer of mold. I throw it away, stifling a groan. Since taking everything out of the refrigerator seems the best route, I wipe down the shelves as I go. Looking up I see an open closet with cleaning supplies. Awesome.

I finish cleaning up the kitchen before venturing into every room in the house. I became a cleaning machine, furiously dusting, vacuuming, washing the windows and desperately hoping no one sees me through the windows. Just when I think I’m in the clear, on the last room and ready to breathe a sigh of relief, both for not breaking an ankle or being caught in this sissy humiliation from hell that came gift wrapped in a maid’s uniform, I hear…

slut, bring Me a glass of wine. Make it snappy!

Damn. I trip over to the shining fridge and pull out a nice Riesling. Locating your wine glasses and pour You a glass without spilling a drop. Entering your office, You look up with an ornery grin and say “So how’s those heels treating you? ” Without letting me answer, You continue on.

It doesn’t really matter you know, by Sunday you’ll be able to walk just fine.

As I exit the room and head back to finish cleaning, You call me back in. Stopping once more, I walk back in the office. Without looking up You say,

Never mind. I just wanted you to get used to walking. Every woman needs to know how to walk in heels.

And You laugh and laugh as my ears burn.

About an hour later, I hear You emerge from your office and get yourself another glass of wine, before slipping off to your bedroom. I hear You calling out for me again, this time from the bedroom. Standing tall and regal, one hand cradling the glass and the other carressing a flogger. I bent down on one knee, hoping that whatever I’d done, it wasn’t going to hurt too much.

“Yes, Mistress?” I whispered.

“Dammit slut! All this cleaning and you fail to supply toilet paper?! What’s wrong with you?”

I feel the swift strike of Your bare hand on the back of my head. “I’ll get it, right away. So sorry Mistress.”

This will cost you dearly, I hear You whisper in my ear as I struggle to regain my feet, sliding around in the 4 inch heels.

You lean back against the bed, yanking up the mini skirt and pulling the sheer panties to 1 side. I was face to face with heaven and hell. Seeing Your beauty and being teased and denied my own orgasm. You tilt your pelvis and taking your right hand, you spread open your lips wide…

Check back next Tuesday for part 2. Now that I have My sissy maid doing my biding, it’s time to bring in the Bull. It only gets hotter.


Surprise! Sexy Mistress Sloane is Back


Cougar Sloan is Back!

Cougar Sloan is Back!


No this is no April Fool’s Joke! My wing-gal and fellow MILF, has returned to the LDW Empire. I’ve known of her arrival for a little while, and we’ve been gabbing it up too. As a treat for the fellows that have been pining away – Sloan’s has sent a post to share, until her blog is set up and ready to go.

The Mistress Sloane Chooses The Topic

It could have been anything from body worship to cuckolding, but she picked a topic I am very fond of – Cock Sucking. Sit back, relax and welcome back our sexy Cougar, Sloane.

Suck it for Me Because you Like it

I want you to think about that little secret you told to me, not too terribly long ago.  The one you’re probably hoping I’d forget?  The one that you bravely confided to me in a breathy little voice?  The one about you getting down on your pretty little knees and taking a cock between those pouty lips of yours  for the first time?

Ah yes. You do remember. So do I. And now that I’m back, it’s time to make good on that little cocksucking fantasy of yours.

Oops…did I just tell your secret? Yeah…too bad.

Sucking cock for the first time can be daunting, but oh so enjoyable. I’ll bet as mad as you are right now for my busting you out, your panties just got slightly humid. Am I wrong? Of course I’m not, my cute little wanna-be cocksucker.

Think about it for a moment.

Note: I didn’t say touch yourself and think about it.

Can you imagine what it might feel like? How wonderful it will be to feel a soft cock begin to grow in your mouth as you lick then suck it with a moan? I can. I want to be there to watch your transformation. Hear you tell me that you sucked my Bull’s cock and that you loved every single second from gag to swallowing that very last drop.

Say “Yes Ms. Sloane.”
Get on your knees for me.





MILF Mistress Vivian Pops Up

Read: A Rare Spring Day

A Rare Spring Day!

Hello dear Readers! I can’t believe it’s been so long since I’ve posted here on Your MILF Mistresses. It has been one heck of a Winter over here at the Casa de Kinky. Texas saw some snow, but Nothing like our Friends on the East Coast – who still haven’t seen the end of it. However today, Spring is starting to Pop Up – just like this sexy old gal. :)

In the spring a young man’s fancy lightly turns to thoughts of love.

Isn’t that a wonderful phrase .. a young man’s fancy? They haven’t cornered the market on fanciful, not these days. What about the Senior Set? This MILF is still  fancy and fanciful, even girlish and blushing when a compliment paid, is genuine and sincere.

Is youth wasted on the young?

Of course not! What is a sexy Cougar – without her young man to toy with? No waste here when a tasty young man prostrates himself in submission to me. It warms my heart, and jump starts my libido, when I look down on such a sight. So eager to please and so unsure how that is done, they are like the 1st blank page of a new journal – fresh, virginal and with a spine – yet to be cracked. Muhaha .. I digress ..

The Rites of Spring Mistress Vivian Style

Are you starting to feel it? The pull of Mother Nature that encourages the sap to rise, and not just in the trees. ;) It is a time for celebration of renewal, and you can join in too. It will take some effort on your part to gather the needed items, either in the wild or florist shop. Keep your eyes vigilant for Springs’ first blooming shrubs and trees.

Gather ye rosebuds while ye may

Forsythia, with its tiny yellow blooms, or  cherry tree branches as they first begin to bloom, will be ready long before a single rosebud pops up, so keep a look out. Pussy willows and bundles of crepe myrtles can be found at most flower shops, and will do very well for our welcome to Spring Rites. Clip the ends, give them a good drink of water – and we are ready to begin.

Well …

Right after you drop those pants, and lay yourself across my lap.



MILF Mistress Vivian and Nurse Naughty

Turn Left & Cough

Turn Left & Cough

Remember back dear readers to those times when your imagination wasn’t filtered by years of living, and you could play Cowboys and Indians till the sun went down or the street lamps cam on. Sometimes that’s how I think about our BDSM sex playgrown up games from the young parts of our brains.

One of my favorites, that I still play today is  “Doctor”. Come on, admit it … you played that game too.

Oh it is especially fun when one of my kinky girlfriends comes over to take on the pivotal part of, the sexy – Nurse Naughty. The last element is of course, the patient – usually some unsuspecting male slut that has been sent out on an errand.

The last time we cooked this up, I sent houseboy brucie out to have my car washed, and ordered him to call before returning, and to be ready for anything.

Whilst he scurried about, we set the stage with a hard backed chair and out dated copies of Ducks Unlimited, put our Naughty Nurse  into a too tight white zip up uniform and high white platform sneakers.

I, as Doctor Watson- prepared the exam room, adjusting the stirrups and laying out the tools of the trade, of a Top Anal Specialist. The reception phone rang and the call was put on speaker so I could listen in and see if ole brucie was playing along. Naturally, being one of MINE, you could hear he was excited and stammering, not knowing what he had gotten himself into, and loving it.

It is now, as it was back then – it is the element of surprise, that keeps all kinds of role play, fresh and fun.


The MILF & The Alpha Man

Romancing The MILF

Do Fem Doms Switch?


Good Evening MILF Fans :) It has been way too long since I dropped some love over here on Your MILF Mistress! You know how it goes fellows, `tis the season for all kinds of shiny distractions, and endless errands. Today however, I am not leaving the house – I’d rather jibber jabber with you tasty gents.



Romancing The MILF

I have a special caller, he isn’t the usual kind of fellow, looking for encouraged cock sucking  or guided masturbation. No, this fellow is a true dyed in the wool ALPHA Man – or so he thought. From the 1st session, it was clear to me – he only thought – he knew what he wanted.

His arrogance made it seem like a challenge –  to romance and woo a MILF Fem Dom, until she is overcome with his charms, and submits to his Control


Truth be told, this Gent is just the kind of man I like to date. Well-groomed, charismatic and stupidly rich.  All that adds up to a man with Power, power that he likes to throw around and intimidate. I played along, being flirtatious, laughing at his jokes and hanging on his every word. What could be more fun than Sensual Domination, played by the perfect girlfriend?

He fetched, then helped me on with my coat, whisking me off to corner table at his favorite spot – where they all fawned over him, like the prodigal son – come home from the wars.

The waiter handed me a menu and after taking our cocktail order, I began to peruse my choices – and noticed something I hadn’t seen  in decades.  Indeed he was doing his best to impress, my menu had no prices. I smiled and handed my menu to him, suggesting he order for the both of us.

Turning The Tables on The Man

It was a wonder dinner – except for the appetizer. It was a test I knew, that plate of escargot – but it takes more than some garlic covered snails, to push me off my game.  I ate every rubbery lil creatures with a smile on my face, and just for effect – snagged one of his.

Whispering and running my hands over his thighs – he shivered and truly believed I was under his Control. His throbbing cock, would be his undoing.  Sitting close to him in the back seat of the limo – he began kissing my neck, and sliding his hands up my legs.

You know you want me he said, and I giggled and pulled my panties off.  I agreed that I did want him, but there was a catch to get to my sweet pussy. I told him to open his mouth and close his eyes, Mistress Vivian had a surprise.  Without another word, I wadded up my panties and stuffed them in his pie hole.

Now let’s go back to my place darlin’ and see if we can’t beat some of the Alpha out of you.


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Real World Advice


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What Do Those 4 Letters Really Mean?

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MILF Mistress Vivian Has a Smokin’ Good Time

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