Author: Ms Lily

  • Sissy Castration Fantasies

    Sissy Castration Fantasies

    Castration Time!
    Castration Time!

    I know that some of you have thought of it before. You’ve twisted and turned in front of the looking glass, admiring yourself in your Agent Provocateur panties. Your hair is flawless styled, your makeup is perfect, and the seams in your thigh highs are perfectly straight. You’ve dieted and whittled that waist down to a hand-span, and you almost look like a fashion model.

    Almost.

    There’s just the issue of those panties not laying entirely flat, isn’t it, dearheart?  No matter if you’ve practiced tucking until you are an expert, it’s still there.  It’s there even when you are wearing gaffs.  It’s not so much the girlcock that causes it.  No…it’s your sissy sack.   It’s such a lumpy, bumpy mess, and it doesn’t look pretty in those expensive panties, does it?  I know you’ve had fantasies about being castrated and fully emasculated.  And I’ve had fantasies of doing it to you.

    Let’s Get Rid of Those Sissy Ovaries!

    I don’t know exactly how one goes about such a thing.  I’ve never been privy to castration education.  But I like to think of your smooth body being presented to me, with a pink ribbon tying off your sissy ovaries.  Sometimes I like to fantasize about it being something you long for, and is given to you as a reward, after you’ve begged me to do it.

    Other times a sadistic smile crosses my face as I think of it being something you want to shy away from, but know that as my sissy slut, it is your destiny.  I like to think about the feel of your terror in the air as I take out a ivory-handled scalpel and skate it over the surface of them, toying with you before beginning the actual procedure.

    Of course, I could use banding, or could turn you into the ultimate emasculated sissy via chemical castration.  But for some reason, the idea of cutting you appeals to me most.   But don’t worry, dearlings.  I’ll use pink thread to sew up your wounds.

  • It’s Time to Step Into Spring, Sissies!

    It’s Time to Step Into Spring, Sissies!

    It's time to develop some sissy style!
    It’s time to develop some sissy style!

    Now, it goes without saying that for some of you, having a cock stuffed down your gullet is the true extent of your interest in being feminized.  But for others, the yearning is deep to embrace all things girly, and if you find yourself feeling as if that describes you, then this sissy assignment is for you!

    I often hear people from all points on the feminization spectrum talk about how they feel like they missed out during their childhood years because they did not get to play with dolls.  Barbie and her wardrobe are things that continue to pop up in conversation, and I can understand why.  I know that I had a carrying case full of Barbie clothes and accessories.  I couldn’t wait to burn through my allowance, buying the hottest trends.

    Put on Your Pink Creative Hats – It’s Sissy Assignment Time

    We’re going to do an on-going sissy assignment.  From time to time,  I will call on you to show me your creations.  But you are to not just participate when I’ve directly requested it.  You can consider this a sissy journal, of sorts.

    Do you have your pink gel pens ready to take notes?  Good girls!  Now, this is what you will do.

    a) Create a free account on Polyvore.  This is a mainstream site, so do not create a username like “Greedy Gurl Slut”.  Be classy.

    b)  Follow the Sissy Finishing School account.

    c)  Let your creative feminized energy run free!  Your first sissy assignment is to imagine that you are presenting yourself to Ms. Isabelle and me for consideration to see if you are a sissy slut worth training.  What would ensemble would you wear in an attempt to convince us that you are a sissy that is worthy of our time?  Put together a set that follows the assignment guidelines, then leave a comment here with your username and the name of your set.  Were you paying attention?  Those comments are to go on this post. Do not rely on the comment section on Polyvore.

    I expect to see some stunning examples of your notion of femininity, and your ability to follow through on future sissy assignments.

  • Will You Earn Your Panties?

    Will You Earn Your Panties?

    Are you girly enough to earn them?
    Are you girly enough to earn them?

    You know, I can say without a doubt that some of you have been poking around the corridors, and are quivering and squirming in anticipation of getting to prance around in your panties on webcam for Ms Isabelle or myself. Maybe even both at the same time. Yes, I know your type. You are licking your heavily glossed lips just thinking about it.  There is likely a pearly drop shimmering on your clitcock to illustrate your eagerness, isn’t there?

    Wait Just a Minute, Missy

    Not

    So

    Fast.

    Just because you are an eager slut who can’t wait to shake her ass for us like a stripper whose rent it past due does not mean that you have earned the right.  Nor does it mean that you have the right to wear panties.  You *wishing* it to be so is not enough.  You have to have a real woman determine that you have earned your Panty Merit Badge.

    Oh, you may be a willful, naughty fuck that slips on a pair without permission.  You may sit smugly on the corner of your bed, lips sneered in defiance, thinking that you’ll show me a thing or two.   Trust me, I assure you that you will not.

    You see, you can indeed wear those panties without my okaying it.  They may look nice and they may feel even better.  But it will be rather hollow compared to what the experience could be.  It is so much better to wear then with my explicit approval and encouragement. It’s better yet when we shop for them online together, and you wear them for the very first time as we talk on the phone and you turn on your cam, or send me pictures to show me what you look like in them.

    So, the question remains…will you be able to earn wearing your panties for me?

  • Welcome to Sissy Finishing School!

    Welcome to Sissy Finishing School!

    Take your seats and pay attention, class!
    Take your seats and pay attention, class!

    Hello you feminine things, and welcome to Sissy Finishing School.  Ms Isabelle and I have a lot of things planned for you and we’ll soon be ready to transform you into what you yearn to be, and what we decide that you *should* be.  We thought we’d take this opening post, and give you a little background on how things unfolded and the Sissy Finishing School came to be.

    Ms Isabelle and I have known each other for a few years.  Perhaps we’ll tell the story of that meeting another time.  For now, let’s just leave it at we clicked in many ways, and before long, we had had passed into that area of friendship where you start feeling safe with a person, and you start revealing some secrets.  That night is when we learned that we both had a talent for feminizing men.  Remember that, Ms Isabelle?

    What Happens When Two Feminization Mistresses Meet Up?

    Oh yes I do remember that night Ms Lily. We were sharing a bottle of wine, casually talking about the crazy girl stuff we did back in our college days. Without even thinking I just blurted out that my girlfriend Miranda and I had a little “transformation business” where we would turn high powered executives into little sissy slut butts and take them out on the town.  Oh goodness I remember you looked at me, set down your wine glass and just burst into laughter.  When I realized what I had just said I thought “oh my goodness…what will Ms Lily think of me now”!?

    I think I was blushing, when Ms Lily looked me right in the eye, put her hand on my hand and said “you like feminizing men too”  I just smirked and said “I sure do”  We both laughed and held our glasses up and toasted “here’s to men enfemme”   Now all of our secrets came out as we chatted away into the wee hours of the morning.  Who would have ever thought Ms Lily and I not only had a talent for feminizing men, we both had years of experience doing it.   Ms Lily, why don’t you tell our guests how you began your journey into male feminization.

    The Seeds Were Planted and Panties Were Worn

    Well, I will admit that my first foray into feminization was very tame.  Or at least it seems that way now.  At that time, it was *such* a power rush.  It all started when I got a submissive boyfriend….who didn’t yet realize that he was submissive…to wear some panties for me.  They were aqua bikini panties with bows on each hip.  I can still see the blush on his face when he wore them.  But the blush was cancelled out by the head of his stiff cock sticking up over the waistband. ~soft laugh~  I’m sure that is a sight you are familiar with, darling Isabelle.

    Well to be quite honest with you Ms Lily, I had no idea what my friend Miranda and I were *really* getting into when we started this transformation station.  We put an ad in the Village Voice and our journey into male feminization began.  We had no idea how what we were up against until we saw all those men with raging “pee-pees” standing in front of us wearing silk panties. We immediately realized that these men would do “anything” for us…..and I mean a-n-y-t-h-i-n-g, as long as we let them prance and preen in their pretty silk panties. Instead of attending classes, we were at the sex shops reading up on feminization 101.

    Can you imagine a sheltered, sweet Midwest girl gone wild in New York City?  Well that was me, and let me tell you…..I got more than an education in fashion design!   And like you Ms Lily, I decided to take my work home with me and see how many of my boyfriends I could coerce into putting on a pair of my panties.  It was a game at first…….

    So what happened to that submissive boyfriend Ms Lily?

    Yes, it is amazing what sissygirls will do for the opportunity to do a runway strut, isn’t it? ~soft laugh~  As to my submissive boyfriend, I decided that he wasn’t such great boyfriend material after all.  But that didn’t mean that he didn’t have a purpose or two. I don’t want to get into that *too* much here…or we’ll end up with sissies rubbing their clitties all over the place!

    Who knew that your New York City…education…,garnered at such a young age, would be so beneficial in your future?

    Well Ms Lily, it wasn’t until much later that all of those late night romps around Chelsea and the Meat Packing District would come into play.  And I agree Ms Lily, if I keep talking and telling all my secrets and divulging all of my wild escapades with Miranda, there will be no reason to call us for our feminization expertise and distant domination phone sex sessions.  So I think for now I am going to leave everyone guessing how I ended up as an instructress at The Sissy Finishing School.

    What do you think my dear Ms Lily?

    I think that leaving them on the tips of their pedicured toes is the way to go indeed!