Sissy Finishing School

Author: Ms Isabelle

Being A Sissy Diva

Helping The Sissy Diva Get Ready For The Big Date

Let’s start off by saying that I know a thing or two about being a Diva myself, which means that I know exactly how to help a sissy Diva get ready for her big cocksucking date.

Being the Diva’s that we are, we started out the day at a spa where we had pedicures, manicures, waxing, and massages. We then hit the tanning bed for a few minutes before we picked up smoothies and headed home to really start getting ready for the big date that night!

We gossiped and chatted excitedly as we went about putting on only the hottest and trendiest make-up that had us looking like Goddess’s. I then helped her with her GORGEOUS long tresses that makes her look like a real sissy Diva even before getting dressed.

I know that anyone would be jealous of this sissy Diva’s luxurious head of hair! She was looking so hot already, especially with those pouty bright red cocksucking lips and all of her dazzeling jeweled accessories.

A True Sissy Diva Standing Before Me

We had both picked up a sizzling hot little mini-dress and matching strappy stilettos the day before when we were out shopping. As I zipped up her dress, the sissy Diva pulled up her matching thigh high stockings that just barely showed when she crossed her legs.

The strappy stilettos finishing off the ensemble. She spent a while staring at herself in the mirror, twirling around slowly taking in her stunningly sexy body; A true sissy Diva was standing before me.

Being a true sissy Diva means believing in yourself! Your presence and confidence filling the room as you strut around in front of the mirror, prancing and preening like a runway model. There was a distinct look in my sissy Diva’s eye that told me she believed that she was the best cocksucker around and she was about to show her lover just what she was made of!

Would you like to look as stunning as my sissy Diva? All you have to do is call and be ready for my expertise in creating the perfect sissy Diva.

Until later…….

Ms Isabelle

June 17, 2013
SPH- Small Penis Humiliation

Discovering Small Penis Humiliation

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

June 12, 2013
Sissy Chastity Phone Sex

Chastity Equals Devotion

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

June 7, 2013
Weekend Play Party Fun

Wild 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

May 29, 2013
Panty Boy Secret Fetish Exposed

You Have A Secret Life As A Panty Boy

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

May 22, 2013
Sissy Shopping Tips For Spring

Spring Shopping Tips For Sissies

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

May 17, 2013
Strap-On Fun

Experienced Strap-On Mistress

Assume The Position For Some Strap-On Fun

As an experienced and knowledgeable sissy phone sex Mistress, I understand the utmost importance of thorough and routine strap-on training! If you are the type of sissy that desires to undergo this type of strap-on phone sex training then you have definitely come to the right place and I see you and I having a very bright future together.

The initial part of strap-on phone sex will include a special unit on cocksucking since your spit will often be used as your lube for anal training during strap-on phone sex. You will learn exactly how to please a cock through your strap-on training and you will, most importantly, become an expert on deep throating phone sex also!

Gagging On My Strap-On

As you are gagging on a nice fat strap-on from your sissy phone sex Mistress, you will find that your mentality will truly begin to transform into a much more slutty and feminine mindset.

After you have learned all the basics of cocksucking phone sex, you will then move on to anal training. I have much experience in teaching sissy phone sex lovers to adore anal sex, even though at first they may be apprehensive. I adore turning a sissy phone sex girl into the perfect strap-on slut.

We will start with a small strap on at first to help you adjust to the feeling of your ass being penetrated and used by a strap-on phone sex Mistress such as myself.

Pushing Your Limits With Strap-On Phone Sex Training

As you start to relax and enjoy the feeling, we will step up a size pushing your limits just a bit. You will feel a mixture of a slight pain and extreme joy. If you are an especially good sissy, I will reach around and play with your clitty as I fuck your ass pussy with my strap-on.

This will be just the beginning of your strap-on phone sex training and strap-on fun. Are you ready to be opened and penetrated? Then you know what to do sissy. Send me an email and tell me why I should accept you into my sissy strap-on training program. Until then…..

Ms Isabel

May 10, 2013
Night Time Crossdressing and Feminization

The Secret Crossdresser

Are You A Night Time Crossdresser?

I especially like men that are top level executives that maintain a very macho image during the day, but you have a very well kept secret behind your locked bedroom doors. You are a night time crossdresser.

You adore and fantasize about crossdressing. You even find yourself longing to be dressed as a woman during the day, but know that you must wait till you get home. You work hard, watching the clock ticking away, longing and waiting for that time when you get to be truly free to be yourself, donned in the garbs of a gorgeous and sexy woman.

Crossdressing and Feminization

As a crossdressing phone sex Mistress, I understand exactly what it is that you need during distant feminization phone sex. You need a feminine and fashionable crossdressing phone sex Mistress that can teach and guide you to become the best woman possible each and every night.

We will work together to keep you up to date on the latest trends in make-up, lingerie, clothing and shoes. You will stay waxed at all times and over time you will start to wear you lingerie underneath your executive business suit.

Distant Feminization Crossdressing Mistress

I know that you desire to be the best woman possible each and every time that you dress up, donning only the finest of clothing and constantly lusting to learn more about how to portray yourself as a proper, seductive and sexy lady.

As your crossdressing Mistress, I will be your teacher. The sound of my voice guiding you to move deeper into your desires and embrace the crossdresser within you. You will, under my guidance and care, become the best woman you could ever imagine.

Embrace Your Crossdressing Desires

If you want to learn more about how to become the woman that you have always desired to be then you should contact me. I am an experienced, knowledgeable and fashionable crossdressing phone sex Mistress and I would love to join you on your crossdressing journey.

Until then……

Ms Isabelle

May 6, 2013
Are You A Sissy Cocksucker

It’s So Easy To Pick Out A Sissy Cocksucker!

I Can Spot A Sissy Cocksucker Anywhere

I know that many of you worry that people may know your dirty secret of being a naughty sissy cocksucker. Maybe you even worry that some will know just by looking at you. The truth is that to the naked and untrained eye, you probably seem like a drab, boring individual.

It is likely that more often than not that people will just glance over you, taking very little time to figure you out. Then there are people such as me, a trained and experienced sissy phone sex Mistress and we know what signs to look for. We are able to spot the sissy cocksucker within just a few moments of meeting his acquaintance.

Subtle Signs Of A Sissy Cocksucker

Sometimes the first signs that give away a sissy cocksucker are subtle and likely to be missed by most. It could be something as simple as the slightly feminine way that you cross your legs, the way you raise your glass gently to your lips, or the way your hands move and gesture.

I can see past your macho mask that you are nothing more than a sissy cocksucker. You lust for a strong sissy phone sex Mistress to control you, guide you and teach you how to be the best sissy cocksucker possible.

Are You Ready To Be My Sissy Cocksucker

The longer that you and I interact, the more feminine each of your movements will become, your voice will soften into that of a more womanly tone, and you will find yourself even beginning to feel much more like the sissy cocksucker that you have dreamed of being.

The seductive purr of my voice and the knowing look in my eyes will drive you wild as we play an intimate game of tease and denial, pushing you to become my sissy cocksucking phone sex slave. The more I deny your cocksucking needs, the more you will want to do anything I ask, just to please your Mistress.

Now be a good little sissy cocksucker and come over here and kneel on that lovely velvet pillow on the floor. I have a nice, big surprise for you and I think you will love it!

Until later my little sissy cocksuckers,

Ms. Isabelle

May 3, 2013
Panty Boy Phone Sex Mistress

Are You A Panty Boy Seeking A Phone Sex Mistress ?

Are You Seeking A Panty Boy Phone Sex Mistress?

I know you are sitting there, already wearing your favorite satin and lace panties daydreaming about finding the perfect panty boy phone sex Mistress.

Perhaps you were lackadaisically browsing through the profiles of other, sub-par or mediocre, panty boy phonesex Mistresses when you stumbled across mine. At first you are stunned by the beauty that is before you. Not only am I gorgeous and experienced, but I wear clothing that perfectly accentuates my femininity.

You are frozen in time, not even able to stroke your cock through the soft material of your panties for fear of premature ejaculation. No… You must…wait. You know that you want to save this orgasm for me, your perfect panty boy phone sex Mistress.

You know in your very core that you would do anything to sniff my sexy panties and, oh, to wear the panties that have adorned the perfect body of your panty boy phone sex Mistress.

Panty Boy Will Do Anything For His Phone Sex Mistress

The moment that you hear my seductive and sensual voice you will feel something stirring deep within you. Your arousal will sky rocket as I whisper sexy nothings into your alert and attentive ear. The purrr of my voice will have you not only ready, but willing to do whatever kinky phone sex ideas that I come up with.

You are happy to play any of my naughty games as you earn the most desired sniff of my damp and musky panties. I will allow you to wear my dirty panties across your face as I guide you to the most explosive orgasm of your life.

I will take you on the panty boy phone sex adventure that you have always dreamed of! You will let go of all of your inhibitions with me. My guided masturbation phone sex will have you teetering on the edge of orgasm over and over again.

I will tease and deny you until you can no longer take anymore of my kinky panty boy phone sex. You will beg me to cum! As a reward for being the perfect panty boy today I will allow you to erupt into a flood of relief and intense pleasure.

Panty Boy Must Clean Up His Mess

Just remember panty boy, when I allow you to cum you must always clean up your mess. Now be a good little panty boy for your phone sex Mistress and lick up all those stringy bits and sticky goodness. Until next time my devoted panty boy phone sex lovers……

Ciao,

Ms Isabelle

April 17, 2013