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  • Feminization Makeup Lesson – Mascara Part 2

    Feminization Makeup Lesson – Mascara Part 2

    Flutter Your Sissy Lashes
    Flutter Your Sissy Lashes

    Now that you’ve collected some of the necessary tools for feminization makeup,  it’s time to learn to make those eyes look bigger. That not only enhances your overall beauty, but for those of you that will be cock sucking sissies, it will make you look so feminine as you look upward with a mouth full of real man meat.

    If you got a lash comb, we’ll want to start off by using that.  If you have a magnifying mirror…and some of you probably need that to make your little sissyclittys seem bigger…this would be a good time to use it.  We want to separate your sissy lashes, so that the mascara will apply to each individual lash.

    Lash Curler or Sissy Ovary Crusher?

    If you’ve not practiced with feminization makeup tools like a lash curler before, be careful. If you get it too close, you can pinch the flesh of your eyelid.  Off topic, but I wonder if I could squeeze one of those hard enough to properly castrate a sissy?

    At any rate, carefully position the curler at the base of your lashes   There are a couple of ways that you can do this  One is to put the curler in place and squeeeeeeeeze!  I prefer that you do that, as it gives a more anime effect.  Count to 15, then release the tension, then repeat.  After you’ve done the second cycle, open the curler, remove it, and repeat the process on your other lash.  Transgendered girls who are going for a more natural look can make gentler squeezes, in sections up the lash

    Get Girly – Mascara Application

    Get your mascara, and open it. Do not get into the habit of pumping the wand furiously in and out, the way you would love to pump a real man’s cock in your manicured fingers.  To do so forces air in, and the induction of extra air reduces the shelf life of the product.

    If you see any clumps of mascara on the wand, slide it back into the tube, and gently rotate it to remove them.  If  that doesn’t do the trick, lightly wipe off the excess with a tissue.

    To prevent smearing, I start with my top lashes, and so will you.  Put the brush at the base of the lashes, and make a gentle ziz-zag motion with the wand as you move it upward.  Use a light hand; you don’t want to mess up the curl.    You may want to go for a demure look, and you may want to go for wanton sissy slut. Repeat layers according to what you hope to achieve.   If you are going to do more than one layer, only wait 15 seconds or so between layers.  Otherwise, you may end up all with your lashes in ugly clumps.

    When you have the top lashes done, gently sweep the wand over your lower lashes.  Unless your goal is to be a Sissy Goth Harlot, one coat will be sufficient on your lower lashes.  If you get some on your skin, just dampen a Qtip with your eye makeup remover, and lightly go over your boo-boo until it disappears.  You can skip the bottom lashes altogether, if you like.  I often do.

    When you have perfected the technique, send me a picture of your feminized eyes.  Who knows, I may post it here for everyone to see!

  • SPH- Small Penis Humiliation

    SPH- Small Penis Humiliation

    Discovering Small Penis Humiliation

    Little Dick Loser
    Small Penis Humiliation

    Did you recently just discover that you, in fact, do have a very small penis? Perhaps, girls were nice to you during college, but when you attempted to be with a real woman, you were laughed at and then informed that you are just another small penis humiliation loser? I know exactly how a small cock loser needs and deserves to be treated.

    The first instinct you may discover is that you are having is the urge to wear woman’s underwear. A pair of pink, silky panties. Since you only possess the equipment that is the equivalent of an enlarged clit, panties will be the perfect thing to start your transition into a full-time (SPH) small penis humiliation phone sex lover! We will hide your tiny penis in the perfect pair of silky, pink panties that will make you feel much less like a man and more and more like a prissy, sissy faggot.

    Little Dick Losers Like To Suck Cock

    The next instinct you are going experience is the urge to suck a nice big cock. Some men have fantasies about tranny cock, while others dream of sucking a real man’s nice big fat cock. Either way you will be sucking cock like a good little panty phone sex slut. I will teach you how to suck those nice big cocks that dwarf your clit in comparison.

    You will start slow, taking the cock into your mouth inch by inch, working your hands on the exposed cock and balls. Once you have become more comfortable with that you will learn to deep throat that throbbing hard cock! As a panty phone sex slut and small penis humiliation loser, it is imperative that you learn to suck cock! Then, once you master the art of cock sucking, I have something else in store for you but we will save that for later.

    Small Penis Humiliation Turns You Into A Perfect Little Cocksucker 

    During your small penis humiliation sessions, these are just two of the main steps to teach you to become a proper panty wearing loser for your SPH Mistress. I am extremely experienced when it comes to transitioning you into a completely emasculated little  dick loser and a good little sissy cocksucker.

    Now hurry up and grab your panties and get to class. I have my ruler waiting to measure you at the door and you could be my “small penis humiliation loser” of the day and I have something special in store for you!

     

    Until then………

     

    Ms Isabelle

  • Feminization Make Up Tips – Using Mascara

    Feminization Make Up Tips – Using Mascara

    Feminize Your Eyes

    Feminized girlyboys and transgenders phone sex callers often speak wistfully about the experiences that they did not get to have as a female, and many of those focus on things that we tend to think of as rites of passage. Young girls in our society are typically taught or have permission to explore things that boys just aren’t. Makeup application is one of those things.

    The past is gone, pets, and there is no reason that you should deny yourself the opportunity of having that learning experience now. Especially now that you have the guiding hand of Ms. Isabelle and myself.  So today we shall focus on feminization make up for beginners.

    If you are an advanced pupil in makeup artistry, you are to spend your time putting together your best look, then calling in for a session, and showing me in a cam show or with pictures.

    Your Feminized Eyes Are The Window To Your Girly Soul

    We are going to start with something very basic, and very subtle. You’re going to need some mascara to begin your feminization make up journey. To make removal really easy, and avoid the “raccoon eye” look, I highly recommend Lancome Bi-Facil Eye Makeup Remover. You will also want a standard bag of cotton balls. We don’t want to use tissue for removal, as it is harsh on the delicate skin around the eyes.  Slightly advanced tools are a lash comb, and a lash curler.  Go ahead and pick those up as well, if you want.

    You can buy mascara anywhere that sells makeup, including drug stores and upscale department makeup counters. I have favorites in both areas, so if you want to be like me…and why wouldn’t you?…you’ll want to go with one of these:

    Cover Girl Exact Eyelights Eye-Brightening Mascara is basic black, with four different versions. Each one has a slight tint of color to help you eyes really pop. Which shade you get is supposedly dependent on your own eye color. I don’t like to be beholden to rules, so just get whatever appeals to you. I have all four, so you won’t go wrong if your mission is to emulate me.

    Shiseido Perfect Mascara Full Definition  is also a personal favorite.  I’m a fan of every Shiseido product that I’ve used, so make note of that when it comes to future purchases.  I don’t care for brown mascara, so black is what I buy.

    Lancome mascara in general tends to have a cult-like following, so if you want to get your hands on a real girl must have, this is it. Size queens will love the way that Lancome Hypnose Drama Instant Full Body Volume Mascara makes their lashes fuller and thicker.

    Get prepared, get your recommended products, and report back for Part 2, where we will discuss application techniques.

  • Sissy Chastity Phone Sex

    Sissy Chastity Phone Sex

    Chastity Equals Devotion

    I Am Your Chastity Keyholder
    I Am Your Chastity Keyholder

    There is something inherently special about those that are devoted enough to their distant domination phone sex Mistress that they will submit to chastity phone sex. I know that as a long-time sissy phone sex fetishist; you want to be loyal to your wise, experienced and knowledgeable phone sex Mistress. You want to prove your devotion, while centering yourself and your focus on me.  This is why you have come to adore chastity phone sex.

    During a sissy’s time in chastity, they loose what little masculinity they had left and are much more capable of focusing on the needs of their chastity mistress. Chastity phone sex will help you to become much more focused on bringing out your inner-sissy. As you acquire more and more sissy phone sex tendencies, you will find yourself less interested in just jerking off to your fetish of being a sissy and more interested in perfecting your sissy guise.

    Chastity Changes Your Focus 

    You will discover a true flair for fashion and make-up that we will thoroughly explore during your time in chastity. As your sex-drive starts to dwindle you will find yourself speaking and moving in a much more feminine way. You will no longer be focused on the thing that retains your masculinity; your cock. Jerking off will suddenly become less interesting.

    You will find your sexual self craving something different. Instead of focusing on fucking, your mind is littered with the thoughts of being fucked by a perfect strap on. My perfect strap-on, or perhaps one of Ms Lily’s lovely strap-ons.

    I do love to share my sissy sluts. Images of your chastity phone sex Mistress only unlocking your cage to use your ass with her bulging strap on, causing you to realize just how much of a sissy you are, and who you belong to. You will become an expert cocksucker during your time as a chaste sissy phone sex slave; eager to serve your Mistress in anyway possible.

     Are You Ready To Commit To Your Chastity Mistress

    Your thoughts are no longer consumed by your own selfish desires and your inhibitions slip away as you become under the total and complete control of your chastity phone sex Mistress. After your time in chastity you will find yourself consumed by your chastity Mistress and hungry to be the best sissy phone sex slut possible. Are you ready to make that commitment and be a chaste sissy phone sex slave for me?

     

    Until later……

    Ms Isabelle

  • Fluff a BBC for Me, Sissies!

    Fluff a BBC for Me, Sissies!

    Fluff that BBC for Ms Lily!
    Fluff that BBC for Ms Lily!

    Today’s lesson will focus on how to properly fluff the highly-sought-out, thing of  legend that causes sissies everywhere to shudder in pleasure in the depths of their bellies.  Yes, ladies, I am talking about the BBC.

    Big

    Black

    Cock

    I have plenty of uses for them, as you might well imagine.  However, there is one thing that I am not fond of, and that is cock sucking.  But there is no reason to be, when I have sissy slut cocksuckers to fluff for me.  In fact, there is no shortage of your kind, truth be told.  Sometimes…for fun…I like to create a competitive environment, so that sissy bitches have to admit just how much that they want to be the one that gets the honor of fluffing a cock that is going to plunge into my pussy.  And it is an honor.  Make no mistake about that.

    And you want that honor.  I know that you do, even if you can’t admit it to yourself.   If it is necessary, repeat a mantra of “I fluff to serve Ms Lily”.  Of course, you’ll need to do that in your mind, as your mouth will be full of black man meat, and you will not be able to talk.

    On Your Knees, Bitch

    You are to kneel before the real man with a penis that can satisfy me in ways that yours never could, even if I were to allow you to get that dicklette anywhere near me.  It doesn’t matter the size of your sissy stick…it is the fact that it *is* a sissy stick that means that it is woefully inadequate for the task of pleasing me.

    Because you are trying to earn top marks, no use of the hands will be allowed.  In fact, now that I think of it, you are not yet proven stock, so you are not allowed to actually fluff the big black cock either.

    You can, however, fluff the big black testicles.  You will suck them, lick them, and run your lips over them until the cock is fully fluffed.

    And of course, I’ll comment on it all the while, adding to your humiliation.

    Ready to fluff for me?  Give me a ring, and let’s see what you’ve got.

  • 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

  • Dancing Sissy Sluts

    Dancing Sissy Sluts

    Ms Lily 855-7ASISSY
    Shake that moneymaker, sissies!

    Sissy sluts can have the best hair, makeup, clothes, etc, but one of the most challenging part of being truly feminized for most of you is learning to move your body like a girl. Over this long weekend, I got to see a *fantastic* example of that.  Some friends and I went out to a mixed club for a little fun.  In case you don’t know what I mean by that, it’s a place where everyone from every point on the sexual spectrum is welcome.  Or legal points, that is .

    I had an overall great time, but that time was made spectacular by watching a feminized sissyboi dance.  This little honey knew how to dance, and she had every cock in a 10 yard radius focused on her ass as it gyrated in time with the music.  It was obvious that she loved the attention, and that she would be able to milk a cock dry in no time at all with her hip control.  Which is what made me think of a few of you.

    Twerking 101

    There is a video for nearly everything that a person can imagine, and that is true in this case as well.   So let’s watch, shall we?

    I want you to do whatever makes you feel the most feminine, and I want you to watch this video, and practice, practice, practice.  Consider this an assignment, and once you’ve got it down pat, you are to ring in, and give me a cam show while you do it.  I will be the judge of just how well you can move that body.

  • Panty Boy Secret Fetish Exposed

    Panty Boy Secret Fetish Exposed

    You Have A Secret Life As A Panty Boy

    Panty Boy Secret Exposed
    Panty Boy Secret Exposed

    I bet you are the well-to-do, upper-class male that is Domineering in the workforce and in most of your day to day interactions.  You probably spend weekends participating in and watching your favorite sport.  You are the All-American male that has a reputation to protect, don’t you?  The truth is that you have a dirty secret that you hide so carefully under your macho attitude.You my dear macho man are a panty boy!

    I have always loved a good dirty secret, especially one that is so unimaginable that you would go through extravagant lengths to hide it.  I have watched you through the cracks in your curtains enough to hone in one what you were so carefully hiding. This is why I waited until the perfect moment late on Saturday when your family was away to come knocking on your door.

    Time To Expose Your Panty Boy Secret

    You answer shyly with your robe tucked tightly around your body, hiding the lingerie that adorns your well-toned masculine body.  You half-try to protest as I brush inside cheerily.  You can’t hide anymore, you know that you must admit your panty boy fetish to someone.

    You close the door slowly, looking at me quizzically as I drop my overcoat to reveal my own secret.   I stand before you in a tightly fitted black leather corset and equally as tight leather pants showing off my sexy and seductive body.

    “I think you have a secret to share with me. . . ” I purr deviously at you

    I walk over as you stand frozen, slowly untiring your robe, quietly shushing away your protest and fears.  I then very slowly and seductively slip the robe off your shoulders to reveal the brilliantly pink and white panties and matching bra!  I knew you were a secret panty boy phone sex lover and your secret is safe with me.

    I have you model the feminine lingerie, pausing you only to gently stroke you through the panties,keeping you on the edge of arousal as we explore the depths of your panty boy fetish.You will loose all of your inhibitions as we get lost in your panty boy fetish with your feminization phone sex Mistress.  I am ready for some panty boy phone sex fun……….are you?

     

    Until later….

     

    Ms Isabelle
  • Sissy Assignment – Plan Your Feminized Sissy Wedding

    Sissy Assignment – Plan Your Feminized Sissy Wedding

    I will feminize you & be your wedding planner!
    I will feminize you & be your wedding planner!

    While some of you yearn to be a true sissy slut,  some of you recoil at that idea. You want to be a beautiful, feminized lady that is wooed and swept off your feet with romance.  And what is more romantic than a perfectly planned sissy wedding?

    As May begins to wind down, brides-to-be all across the land are waiting eagerly for June.  And you are no different than them, are you, lovely?  You want to be completely feminized for the fairy tale wedding of your dreams.

    First, the Sissy Wedding Dress

    Being a good sissy, you will have done everything that we’ve told you to do thus far, and that means that you already have a free Polyvore account.  You are to go there and create a set that illustrates exactly the look that you want for your wedding.  Do you favor the traditional look with a train and a veil?  Or do you like the idea of standing barefoot on a beach, with flowers in your flowing hair?  Express yourself!  This is your special day, and we want to know how you envision it. Then you are to come back here, and leave a comment with your Polyvore user name so that we can see your creation. If you are not following us there, that means you haven’t read everything that we’ve posted, and you will receive demerits for that.

    Details, Details

    In addition to showing me what you want to look like, I want you to leave a comment that answers the following questions about the way that your perfect bridal day will be.  Do you eagerly embrace this feminization for your sissy wedding, or do I force you to do it?  Do you dream of marrying a handsome man, or do you like to think of me taking your virginity with my strapon?  And finally, you are to share one detail about your wedding that is something that you really long for.  It can be anything from the type of flowers, the flavor of mints, or the size of your groom’s cock.

    Whip out those planners, girls.  You’ve got work to do.

    xoxo
    ~Ms Lily

  • Sissy Shopping Tips For Spring

    Sissy Shopping Tips For Spring

    Spring Shopping Tips For Sissies

    Sissy Shopping Tips-Shop Till You Drop
    Sissy Shopping Tips-Shop Till You Drop

    With spring in the air, it means lots of hot new spring fashion to indulge in and splurge on!  I know that as a sissy phone sex lover, you love to stay up to date in the latest trends and you MUST look super hot this spring.  This means you have lots to learn from nail polish, to the perfect shades of lipstick,  to pieces of designer clothing made just for spring hotties like us!

    First off, you want to learn to shop smart for the spring so this means hitting up some of those thrift stores to score some awesome trendy spring clothes for a killer deal!  You need to go in with a plan of what trends are hot before you enter, but you will not be disappointed in the things that you will find!  If you splurge on a pair of hot designer jeans or a great designer dress, pair it some super cute but cheap sandals, etc!

    Shopping For Accessories

    Secondly, know how to accessorize yourself for the spring and this means everything from chunky earrings to bold purses and colorful shoes.  There is one super important accessory and that is sunglasses. You are going to need several pairs of super hot and hip sunglasses to go with all of your latest and greatest outfits!  Last, but not least, you will want to pair up your spring outfits with some hot and colorful spring nail polishes; This will give you a well put together and smoking hot appeal!

    Shopping On-line or At The Mall

    These are just a few of the sissy shopping tips I have.  You can learn more sissy shopping tips during our sissy phone sex session.  You will be shocked at the amount of knowledge that I have to offer you during our elite sissy phone sex training.  If you want to gain more insight on shopping tips for sissies, give Ms Lily or myself a call and let’s shop till we drop!
    Happy Shopping Weekend Everyone!
    Until next week……
    Ms Isabelle