Sissy Finishing School

Blog

Creampie For Sissy Cuckolds

You Love Creampie

Yummy, Hot Creampie

I know that you just love getting all dressed up like the perfect little sissy and I also know that you can’t get enough of watching me get fucked by perfect big dicks. It’s not watching me and my lover have sex that really gets you excited though. There is something more to it, isn’t there? You sit there rubbing yourself through your panties thinking of ONLY one thing. . . sticky, wet, delicious creampie.

There is something intoxicating to you about the taste of that juicy creampie on your tongue. You just can’t ever seem to be satiated of that wonderful taste that your creampie Mistress blesses you with after every sissy cuckold phone sex session.

My Lover Gives Me A Hot Sticky Creampie

You watch closely, watching as my lover and I move closer and closer to orgasm that will leave my pussy full of sticky, hot cum. You inch closer to us as you see our bodies arch in pleasure, your mouth inches from his cock and my pussy. You wait patiently for my big black stud to drain every ounce of his cum deep into my pussy before you replace his cock with your lips and tongue.

You are instantly hit by the taste of my cum and that of my bull stud cum as it floods into your mouth. You suck and lick the tasty creampie from my pussy, assuring that you clean up every drop of cum like a good little creampie cleanup slut.

You Are Ready To Clean Up That Creampie

You can feel that sticky cream-pie all over your face as you bury your face into my freshly fucked pussy and this only excites you further. You lick hungrily trying to capture every drop of that sticky creampie. Your dick throbs in your panties as you clean up my messy pussy, but you can only focus on the taste of that delicious creampie.

That’s right! Clean up my pussy like the perfect little cuckold creampie clean up slut!

Until then…..

Ms Isabelle

August 26, 2013
Feminization Hormone Therapy

Sometimes girls will go deep enough into their journey that feminization hormone therapy is something that they begin to consider. Despite what you might fantasize about, in reality, there are precautions that you really need to take, and things that you need to consider. Though each situation is unique as the individual that is in it, there are some general things you need to know.

What is WPATH and What Role Does It Play In Feminization Hormone Therapy?

WPATH stands for World Professional Association for Transgender Health. It used to be named HBIGDA, after Harry Benjamin, who was one of the first doctors ever to work with transgendered patients. He was one of the doctors that worked with Christine Jorgensen, who became the early face for transformation.

WPATH is an international organization that has established Standards of Care. Those Standards are primarily devoted to sexual reassignment surgery, hormone therapy, and real life experience. They lay out concise guidelines for transitions. You may read through them and think that they are far too conservative. Though I realize that when you finally decide to take that step you may wish to dive in head first, feminization hormone therapy is not something to undertake without doing your research.

Finding a Doctor for Feminization Hormone Therapy

If you are twitching in your Pour La Victoire pumps, ready to head for the nearest clinic, stop. Most doctors will require that you first see a therapist that specializes in gender identity. That doesn’t necessarily mean that you’ll have to go through intensive traditional therapy. The intent is to make sure that you are comfortable with and aware of issues surrounding feminization hormone therapy. It also gives you an opportunity to address any other issue you may have, gender related or not.

Another important thing is having someone outside the therapeutic setting to talk things over with, and explore your feelings about. Establishing relationships with understanding, empathetic genetic girls like Ms Isabelle and myself can be very beneficial relationships to form during your transition. Though not doctors or traditional therapists, having us to talk to can be an invaluable source of comfort, knowledge, and just plain old girl talk fun!

August 23, 2013
Your Sissification Journey

Starting Your Sissification Journey

Begin Your Sissification Journey

I know that many sissies have a hard time getting started in their sissification journey. The first problem that arises, besides a hard dick, is finding the clothing that will not only enhance their femininity, but clothes that will fit their body types. Here are some simple shopping tips that I am willing to share with you.

First of all, if you are looking to get started by purchasing and wearing lingerie or panties you will want to go to a specialty adult store or specialty lingerie store. These places will have a much larger selection of panties and lingerie that can appeal to all kinds of sissies, not to mention they have a friendly and open minded staff. This is really the best way to get an idea of what size you will need for woman’s clothing.

Sissification Specialty Stores

Once you have found the proper specialty store, you will want to get to know the staff and eventually even let them know what your fetish is so that they may help you pick out the perfect lingerie and/or panties to get you started on your sissification journey. Trust me, you aren’t the first male that has made this confession to them most likely and they are eager to be helpful.

As you have become much more accustomed to your size in woman’s clothing, then you can shop online at specialty sissy stores or at woman’s clothing stores in a malls close to you. I often encourage my sissies to head to a nearby store so that they may try on the outfits that they are thinking of purchases. Trying on that trendy new outfit can be super important if you want to look your best after all!

If you are interested in more tips or advice about shopping to enhance your sissification, give me a call and I will get you started on the right path to your sissification journey. There is no time like the present!

Until then…….

Ms Isabelle

August 19, 2013
Sissy Humiliation

I will give you sissy humiliation!

While I really love and respect transgirls that are serious about feminization, the sadist in me loves sissy humiliation too. There is just something about taking the fact of someone’s sissy status and rubbing it in their faces that pleases me. I have seen things in person and on cam that make me grin just thinking about them!

Sissy Humiliation and BDSM

Sissy humiliation is just another form of BDSM, and one that I thoroughly enjoy. It’s just like being a pain slut, though the pain is mental. It also has to have context to make it enjoyable for me. For example, I have tons of gay friends, and am an active supporter of LGBT rights. I would never in a million years do anything to hurt the feelings of my friends. But in the right context, I love telling someone what a cocksucking little faggot they are. As with all things BDSM, it is the consensual nature that causes something that would otherwise be unacceptable to be a great deal of fun.

Types of Sissy Humiliation

Humiliation play is intensely personal. What is a trigger for one person might be heart wrenching for another. So a good understanding of where the play is going is important. Once that basic foundation is in place, there are a vast array of ways to play that involve sissy humiliation. They range from sissy puppy play to being a sissy money slave, with a world of fun packed in between those two.

Erotic Humiliation Addicts Know Themselves

Some people might recoil in horror, thinking that it is awful that I derive pleasure from telling some sissy that her only worth in life is to be a cum dumpster for bukkake parties. What is important to understand is that fans of erotic humiliation know their own triggers. They’ve lived them out in their mind time and time again. They know exactly what words or acts take them to the edge, where they are shivering in anticipation of the explosive orgasm that is about to rock their core.

It’s just so much better when they get to share those fantasies with me.

August 16, 2013
Hot To Spot A Crossdresser

Ways To Spot A Crossdresser

Ways To Spot A Crossdresser

There are several ways that one can spot out a crossdresser, some are much more obvious than others. One has to have a careful eye to spot a crossdresser out in public while he is in his male ensemble.

I often notice the little things first. For example, are his eyebrows shaped or does he have shaved legs? Does he frequently apply and wear lip gloss, this could be a tell-tail sign that he is a crossdresser. Is his handwriting soft and frivolous like that of a females?

Sometimes I have even spotted the garter tab pressing against his dress pants as he tried to hide the fact that he was in woman’s undergarments. Some crossdressers may be be found out by the type of cologne or perfume that he chooses to wear out. These are all subtle signs, but they can help one to find out which men would be into crossdressing.

More Tell-Tail Signs Of A Crossdresser

Another tell-tail sign of a crossdresser would be to find him shopping for lingerie, but when engaged in small chat he frequently blushes and never once mentions a wife or girlfriend that he is shopping for. If you encounter a crossdresser such as this he may be new, nervous and even a bit humiliated about his new-found fetish.

These are all just a few ways to spot a crossdresser without him actually telling you right out that he enjoys the crossdressing fetish. Each crossdresser is different, unique and some may be much harder to spot than others.

Some crossdressing men work very hard to maintain a macho image during the day, while fullfilling his crossdressing desires each night in private. It takes years of experience to really be able to “spot” a crossdresser from afar. With the right skills, a Mistress will be able to spot a crossdresser anytime, any place, anywhere. Smile….I may be looking at you!

Until later……..

Ms. Isabelle

August 12, 2013
Sissy Schoolgirls

Ring in for your assignments!

Even though it is still August, the signs are everywhere…it’s back to school time. That not only means traditional schools, but it’s time for you sissy sluts, fabulous fembois, cute crossdressers, and tantalizing transgirls to get your acts together. You’ve had all summer to flit aimlessly about, doing your work now and then, but never really buckling down.

You’ve not yet committed to being the best sissy schoolgirl that you can be.

There Are Different Kinds of Sissy Schoolgirls

Some of you already know what type of sissy schoolgirls that you are. You will automatically know that you are the class harlot and are a cocksucking sissy slut, or that you are one of those sissy schoolgirls who cannot get enough of rumba panties. If you know, that is terrific! We’ll have fun putting you through your paces, and testing you to improve your skills along the way.

But you may be a lost sissy schoolgirl, unsure of which curriculum is best suited for you. Have no fear, that is one of the reasons that Ms Isabelle and I are here. We will be very happy to guide you in your explorations, and to give you the benefit of our wisdom in feminizing sissy schoolgirls. Besides, it is fun to explore, and try things that are challenging. Especially when you are doing them under our tutelage.

Some Sissy Schoolgirls Need Sissy Assignments

There is a portion of the feminized population that will get along just fine without any activity between calls. They are able to weave being sissy schoolgirls in and out of their lives, and compartmentalize their time. Other sissy schoolgirls *need* assignments and homework. It helps keep them on track and disciplined when we are not available.

Assignments can be a great deal of fun, but I personally enjoy giving them most when they are tailored to the individual, and are not one-size-fits all. Not all sissy schoolgirls will want to try out for the cheerleading squad, and not all assignments fit all sissies. For best results, and to get the most out of assignments, call us to design a training program just for you.

August 8, 2013
Cocksucking-Does NOT Make You Gay

Cocksucking-Does It Mean You Are Gay?

I know that many men have hidden desires and most are terrified to share them. Some men have desires and fantasies that make them feel as if it changes them some how; One of these desires is cocksucking.

There is no reason to be ashamed of this desire and, in fact, it is important that you give yourself a chance to loose your inhibitions and feel pleasure that you deserve.

The first thing you should know about having a desire to suck another man’s cock is that you are not necessarily gay. There are many straight and bisexual men that enjoy the experience of sucking cock.

In fact, some of your masculine friends have probably at least sucked one cock during their experimental phase. You most definitely do NOT need to be GAY to suck cock!

Cocksucking Will Free Your Inhibitions

Secondly, the experience of being a cocksucking lover will only teach you more about yourself! You will feel free from your inhibitions and learn to focus on the receiver as you attempt to give him oral pleasure.

There is something special that changes inside of your mind as you suck your very first cock that helps you to become free from all of the things that have been holding you back sexually. You will become much more sexually free and accepting of other kinky fetishes and desires that you have.

Cocksucking Does Not Make You Gay

It is important that you understand that sucking cock does NOT make you gay. It makes you sexually liberal and sexually free. It makes you adventurous and exciting. It will make you a better lover as you learn to focus on your lovers needs before your own.

It only helps you to grow sexually. It is time for you to give into your desires. Do not wait! Call me and let’s explore some fun and wild adventures in cocksucking.

Until then…..

Ms Isabelle

August 5, 2013
Crossdresser Fantasies

Indulge your crossdresser fantasies with Ms Lily!

The weekend is almost upon us, and it’s time to escape into your crossdresser fantasies. To start that off, we are going to set the mood with a mini-feminization assignment. There are many of you, and each of you have your own life story to work around. So just do the parts of the assignment that you are able to do, and don’t get caught up in getting the details perfect. We’ll let you know when that is necessary, but for today’s purposes, you are going to relax, and enjoy your crossdresser fantasies.

Femininization – Surround Yourself in Scent

Though there are tons and tons of really wonderful perfumes on the market, we are going to turn to Mother Earth, and focus on the divinely feminine scent of lavender. Not only is the scent gloriously girlie, but the tiny blossoms are exquisite, and the color is certainly not going to be confused with anything that reeks of masculinity.

Need To Keep Your Crossdresser Fantasies Discrete?

If you aren’t able to dive into this fully, you can still participate. All you need to do is make one purchase, and carve out 15 minutes of uninterrupted time. You can do it in your car on the way home from work, if necessary.

I want you to stop at your nearest drug store, dollar store, etc. You are to find a lavender candle, and buy it. It doesn’t need to be a big one, since you’ll probably want to throw it away, and a votive will do splendidly. What’s that? You don’t know what a votive candle is? Go sit in the corner. You simply must know these things! How on earth will you see to decorating and entertaining?

Alright, back on track…as I was saying, you don’t need to purchase a large candle. But it *must* be lavender scented.

If You Can Explore Your Cross Dresser Fantasies in Private

If nothing in your life prevents it, you are to also buy a lavender scented candle. But you can buy a larger size, and more than one. You can also buy lavender body lotion, and lavender spritz for your sheets. If you have a tub, buy lavender bath salts or lavender bubble bath. If you shower instead, get lavender body wash, and I do want you to get the Ivory brand, if possible. This is a mini-assignment, not an excursion to Bath & Body Works.

Now, Time to Immerse in Your Crossdresser Fantasies!

Whether you are sitting in your parked car, with your candle held up to your nose or you are shoulder deep in a bubble bath, I want you to close your eyes. Inhale. Let the cares of the day slip away, and just relax into that pleasing, feminine scent. As you inhale, visualize the feminine aura entering your body, and weaving it’s tendrils through you.

When you are feeling loose, I want you to focus on what your most treasured crossdressing fantasy is. Maybe you’ve experienced it. Maybe not. All that matters is that it lives in your mind. See the details…whatever makes it uniquely yours…and keep inhaling that feminine aroma.

Relax. Enjoy. You’ve earned it.

And you want to share it with us. So pick up the phone, and let us know what your perfect crossdressing fantasy is!

August 1, 2013
Cam Shows With Your Sissy School Mistress

I Love Watching Sissies On Cam!

Bouncing Sissies On Cam

I have a special kind of love for sissy boys that love to fuck themselves on cam for me. The connection that we can share during this experience is much deeper than you could imagine. I honestly just can’t get enough of watching sissies bouncing on their dildos, and carrying out humiliating tasks on cam for me!

Why Do I Want To Watch You On Cam

Well, the obviously I get to see that you are actually doing the things that I have asked of you. I get to see you wearing that slutty lingerie as you bounce up and down on that nice hard dildo for me. There is nothing better than the confirmation that a sissy boy is doing JUST as his sissification Mistress asks.

Watching you on cam makes me feel even more powerful as you subject yourself to some of the sluttiest tasks; Including you sucking your big black dildo, bouncing up and down on your favorite dildo, and making you slurp up all your jizzy mess!

In addition to the power I feel from watching you on cam, I love the way that it emasculates you further as you bare all to me during our sissy phone sex sessions. You become completely vulnerable to me as you expose yourself to me during your cam fucking sessions.

As you are vulnerable, I am able to solidify my control on both your conscious and subconscious mind. I am able to take complete control of you and capable of shaping your desires as you give in to my instructions and commands.

Are You Ready To Perform On Cam For Your Mistress

Lastly, I love being able to watch your body and face react to the orders that I give you as you bounce up and down on your dildo. I love watching the twitches of arousal that run through your body as I purr soft, dirty things into your very alert ears. There is nothing like seeing the impact that I can have on a person while I am watching them on cam. Feeling excited now? Then you need to drop me an email and set up an appointment for me to watch you on cam.

Until then…….

Ms Isabelle

July 29, 2013
Sissy Strapon Training

While I do get enjoyment out of seeing sissy bitches trained to pleasure cock for my amusement, sometimes I want to take matters into my own hands…or my own hips, and just fuck you myself, which means sissy strapon training. Sometimes if you want the job done right, you just have to do it yourself. Not to mention I like to pop sissy cherries. I like doing that before I introduce them to the next level of being degraded via penetration by a real man, if that is my plan.

Sometimes they are surprisingly good fucks who take very well to their sissy strapon training. I’m not sure what I enjoy most. Part of me likes it when your whore hips lift off the bed in eager anticipation to meet my every thrust. Part of me likes it when tears roll down your cheeks as you protest that you just can’t take a cock as big as mine.

Assume the Pussy Position for Sissy Strapon Training

Your strapon training will include multiple positions, all dependent purely on my mood of the moment. I know that for some of you, being flat on your backs with your legs up in the air is the ideal I don’t care. What matters is my ideal, and I may well want you up on your hands and knees, with a mirror positioned in front of you, so you can look at yourself while I make you my bitch.

Won’t be denying the truth of what you are then, will you?

I may decide that you’ve been lazy, and that you need to show me how eager you are for your sissy strapon training. That may mean that I am the one laying flat on my back, with my cock pointing due North, and you have to climb on top, and lower yourself until your sissy pussy is desperately grinding away, hungry for what I can give you.

Sissy strapon training is one of my favorite things to do, especially when I combine it with chastity and ruined orgasms. As you read this, you may not think that you’ll beg for my cock.

But eventually…

you will.

July 25, 2013