Sissy Finishing School

Category: Special Topics

  • Weekend Play Party Fun

    Weekend Play Party Fun

    Wild Weekend Play Party Fun

    Weekend Play Party Fun
    Weekend Play Party Fun

    I wanted to share a story about a wild and kinky play party that I recently went to with a couple of my most well-trained kinky phone sex slaves! Memorial Day is such a great weekend to kick off play party fun.

    First off, we all spent the day getting ready, which require manicure’s and pedicure’s for all! Then we sat around putting on our make-up together as my slave chattered away in excitement for the big play party that night! I then showed them the matching outfits that they would be wearing that night! I had them dress in the perfect french maid outfits, but these costumes had a twist: they were all hot pink with white aprons, white thigh’s and hot pink pumps to match! My slaves went insane with excitement as they quickly went about dressing themselves and inspecting one another for our special play party extravaganza.

     The Play Party Activities In Full Swing

    After we had all dressed, we headed down to my dungeon to greet all of our guests for the night! The dungeon was already in full swing with couples playing at various stations, but everyone went quiet as I arrived with my entourage to the play party. I smiled, waving everyone back to what they were doing. I had auctioned my slaves off for the night to be used by many of my prominent and kinky guests. My slave followed me dutifully as I guided them to each of their Master’s and/or Mistress’s for the night.

     Kink And Taboo Fun At The Play Party

    Each slave had a night planned full of tasks that would push their limits and training to the very edge. Some of them would endure a night of sissification or bimbofication where they would be used in a variety of ways from sucking cocks to full-on gang-bangs where she would be used completely. Others would have their pain tolerances tested; From excruciating CBT to harsh paddling and floggings to wax and fire play. The dungeon was alive with kink and taboo play late into the night as my slaves were tested and tried by many of my guests.

     

    There is much to tell of this play party night and perhaps if you are lucky, I will tell you more another time; OR you could just give me a call and get all of the naughty and kinky details now!

    Until later……

    Ms Isabelle

  • Sissy and Transgendered Lesbians

    Sissy and Transgendered Lesbians

    Girl Power!
    Girl Power!

    Before I get started, I wanted to tell all you anxious pets that the moment you have been waiting for is soon to arrive. In short, my darling Ms Isabelle and I will soon be taking your calls. So stay tuned for more info.

    Now…on to the topic at hand. And one that I think really gets very little press. That, ladies, is the plight of the sissy or transgendered lesbian.  When most people think of feminized girlmen or transgendered ladies, they imagine that they are all fantasizing about dropping to their knees and rolling their tongue around the head of a well-formed cock.

    While that is true in the *majority* of instances, it is not at all true in all of them.  Not in the least.

    Appearances Can Be Deceiving

    As we all know by now…or should know by now….if you don’t, you are forbidden from using your lip gloss for a week…appearances can be and often are deceiving.  Just because someone looks one way doesn’t mean anything.  Take me for example.  I look rather friendly and approachable, I think.  I can be those things, but I can also flog some sissy ass when the mood strikes me.

    In that same vein, not all cross dressers, sissies, or transgendered girls want to give blowjobs.  The very notion of doing it makes some of them queasy, and that group is what I refer to as sissy lesbians.

    They’ve Got a Yen for Pussy Paradise

    Though they are certainly not as commonplace as the sissy cocksucker, I’ve encountered more than a few sissy lesbians in my time.  They are *especially* fun to feminize, because I know that each moment…each touch of my fingers…each time my perfume teases them…each time my breast brushes against them….well…each moment is sweet agony.  They long to be my female lover, and have our soft bodies entwined.

    Sometimes if a sissy lesbian has been particularly good, and I feel that she is deserving, I will allow her to glide her tongue over my clit, sucking at it, and licking my pussy until she brings me to orgasm.  Of course, just because I let her lap up my kitty cream doesn’t mean that she gets to make any herself.  Then I prefer to just let my nails trail over the front of her panties, and chide her for being such a messy sissy lesbian.

  • 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.