Sissy Finishing School

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Get Smooth Feminized Skin

Now that summer is gone, you may think that you can forgo your training and forget about maintaining your feminized skin. Nothing could be further from the truth! Winter is nasty and harsh on our skin. Not to mention the fact that time flies, and before you know it, you’ll want to be flouncing down the street in your micro minis. So get busy, and make the most of this time so that you emerge in the Spring with buttery soft, feminized skin.

Step 1 for Feminized Skin – Exfoliate

Exfoliation is a method in which you remove dead skin cells. There are a variety of ways that you can go about doing this, but all employ some manner of abrasion. Obviously, you’ll want to use different products or methods on your face than you do the rest of your body.

If you want to be exactly like me…and why wouldn’t you…you’ll snag this palm fiber dry body brush. I use mine on a near-daily basis. If you’ve never done dry brushing before, there is a wealth of information about techniques, etc, online. The most important tidbit I can pass along is to start off lightly, then apply more pressure as you get a better feel for what your skin can tolerate. Note that this is not a soft, cuddly brush, and you want to exfoliate, not dig trenches in your skin.

When I want to change things up, I make my own sugar scrub. It’s easy, and will be a treat for those that love feminization assignments. All you need is plain white sugar, a container to store it in, extra virgin olive oil (a good amount) and some essential oils. I have different jars to match different times of the day. If it is night time, and I am taking a wind-down shower, I will use my scrub that I made with lavender. If it is morning, and I want a wake-me-up, I will use one of my citrus scents. As you mix this together, you want a fair amount of liquid. I don’t measure my ingredients, so I can’t give you absolutes. I can tell you that you want the oil covering the sugar so that when you scoop it out of the jar with your fingers that it is entirely saturated. Warning…this is can make your tub very slippery, so be careful, and don’t break your sissy necks!

This is a fun scrub to do because it moisturizes as well as exfoliates, and just plain smells good. Next week we will be talking about Step 2, which is Hydrating. In Week 3, our final week, we’ll discuss moisturizing for flawless feminized skin.

November 14, 2013
Orgasm Denial Phone Sex

I Love Orgasm Denial For Sissies

Orgasm Denial Will Change You

Orgasm denial is an important part of becoming the perfect sissy. Every sissy goes through stages of change as they transform into a sissy slave and orgasm denial is meant to implement an entire new level control over your body and mind. There are many ways that orgasm denial will change your thought process.

Ways Orgasm Denial Will Change You

First, you will find that you become inherently much more submissive and concerned less with your own personal sexual satisfaction. This means that you have much more time to work on the steps of becoming a better sissy and pleasing your sissification Mistress.

Secondly, you will be essentially emasculated as you have your orgasms denied by your Mistress over and over. This means that you will begin to acquire much more effeminate qualities. You will find that you begin to act much more like a woman as control of your manhood is completely taken away from your through orgasm denial.

The third and obvious reaction to orgasm denial is that your sex drive will become much lower as your desire for sissification increase over time. You will become much more obsessed with being a total sissy as your Mistress takes control of your sex drive. You will no longer be bothered by the incessant need to “get off”. You will be much more focused on your transformation into a sissy sex slave.

Sissy Training Using Orgasm Denial

Orgasm denial is the perfect way to take your desire for sissification to the next level. It helps you in a plethora of ways and really amps up your desire to be the perfect submissive and slutty sissy. I know that you have the desire to become that sissy of your fantasies, but do you have what it takes to really heat up things? Are you ready for some orgasm denial training? You know where to find your Sissy Finishing School Mistresses, what are you waiting for? Give us a call and let the orgasm denial fun begin.

Until later……

Ms Isabelle

November 11, 2013
When Sissies Purge

I always feel a little sad when sissies purge. I like to encourage self acceptance, and when sissies purge, it is the antithesis of self acceptance. On top of that, just think of all those lovely, feminine clothes going to waste! If anything is shameful, that is. So Ms. Isabelle and I have joined forces to stomp out sissy purging. And yes, we’ll be wearing stilettos as we do it.

Why Sissies Purge

Some locales are very accepting of gender issues, as evidenced by a third gender being officially recognized in many countries. Sadly, though advances have been made, the US is puritanical, and we still live under the dark umbrella of a mindset that deep at it’s roots believes that sex is bad. And if conventional, vanilla sex between a man and woman is bad, just think how society looks upon men who like to dress up or who strive to be as feminine as they possibly can.

In a word, sissies purge because of shame.

Stop Sissy Purging

If you find yourself considering a purge, I want you to visualize a stop sign, and take the following steps.

S – Surrender Accept your sissy self. You can throw clothing away, and you ditch your makeup. But you can’t change how you are hard-wired. Baby, you were born this way.

T – Transcend When the Urge to Purge strikes, you are vulnerable, and any action that you take will be a reaction to those feelings of shame, not a conscious-thought out choice. Step outside of the current moment, note it, accept it, and remember that what you feel right in that moment is not a permanent feeling.

O – Oasis Everyone has an oasis, and when you feel like purging, it’s time to find yours. It may be an actual physical place, or it may just be a state of mind. But you need sanctuary from all the negative winds whipping through your mind like a violent tornado. Find your safe place, and practice self-care until the storm of emotion passes. Take action to protect yourself, and your pretty things, Rent a storage unit, hand them over to a trusted friend, or tell yourself that if you still feel the same way in a month that you’ll get rid of them then.

P- Phone When you feel like no one in the world understands, that is when you need Sissy Finishing School the most. The desire to purge puts you in a delicate emotional state, and you need the compassionate, empathetic guidance that we offer. So pick up the phone, and find solace.

November 7, 2013
Phone Sex Mistress-Therapist

Your Phone Sex Mistress Is Much Like A Therapist

Your Phone Sex Mistress Is Like Your Therapist

There are many reasons why a phone sex Mistress is much like a therapist or counselor. In fact, in some ways a Mistress can be even better than therapist.

The first thing that a mistress and therapist offers is a sense of security; Giving you a place to feel safe to open up. You are able to lower your inhibitions and talk about feelings, desires, needs, wants and much more with your Mistress. Talking with a phone sex Mistress should be liberating in a way, causing you to feel as if a weight has been lifted from your conscious as you open up to her. Being able to share with such naked honesty will allow you to grow in a number of ways both sexually and non-sexually. Your phone sex Mistress will never share your secrets just like a therapist. You are safe in the arms of your phone sex Mistress.

Phone Sex Mistress-Therapist-Life Coach

Another way that a Mistress and therapist are alike is that they are both very good options for life coaches. A phone sex Mistress always has your best interest in mind as she shapes and molds you as both a person and a slave. You will learn much about self-control and decision making from your phone sex Mistress, just like you would from a therapist. Your phone sex Mistress will always be pushing you to become the best “you” possible. Your relationship with your Mistress will help you conquer many of your fears and worries through the wise and carefully calculated behavior modification sessions you experience with your phone sex Mistress.

A Supportive Phone Sex Mistress

With your phone sex Mistress, you will have a feeling of anonymity that will help you to open up much easier; You will be ready to spill your dark, dirty secrets to me in no time. Just like a therapist, I will always be supportive of your openness and never judge you. I am here to nurture your needs and desires so that you may grow as a person and a submissive. Are you ready to open up to your phone sex Mistress? Give the Mistresses of Sissy Finishing School a call and begin your phone sex therapy today.

Until later….

Ms Isabelle

November 4, 2013
Sissy Strapon Sex

Finally, my journey brings me home again, and I can relax from the demands of life. And nothing says home like making a feminized bitch get out my collection of cocks so that I could indulge in my favorite homecoming activity…sissy strapon sex. Fucking some strumpet in her cunthole is a nice tension reliever. Rather like Happy Hour, but without the hangover the next day.

I also enjoy the ritualistic preparation involved with sissy strapon sex. Sure, I could…and sometimes do…just take what I want, and call it a day. But I tend to get more gratification from drawing the anticipation out for several hours, until the sissy bitch in question shudders in delight from a caress to her neck. I like watching the way that the pupils dilate, jawline tightens a little with longing, and the nostrils flare slightly as my feminized fluffer tries valiantly to be a patient good girl who will eventually get the reward of my cock.

Good Things Come To Those That Wait for Sissy Strapon Sex…Maybe

As much as I truly enjoy reaming some harlot out, I also like denying them. It’s a great deal of fun to have a sissy on her knees, literally begging me to put my harness on, and to fuck any orifice of her needy body. I like making them earn it. After all, getting my cock is a privilege, and I don’t think it’s too much to ask that someone shows that they *really* want it.

And it’s not about the physical act. Not for me, not in the least. It’s the mind fuck of taking someone like you and totally dominating you as you lay with your legs in the air, squirming, desperately hoping that I’ll plunge into you, filling your sissycunt, sissy mind, and sissy soul in a way that only a truly dominant woman can do. It’s thrusting into your psyche with every stroke, branding you, claiming you, owning you.

If you can intice me to do it, that is. I might just have you get out my toys, then put them all away again, unused for the night. It’s on you to convince me that you want it. You think you’re up to the task?

November 1, 2013
Humiliation Phone Sex

Are You Seeking Humiliation Phone Sex?

Are You Seeking Humiliation Phone Sex?

I know that some of you out there desperately seek to experience rigorous, extreme humiliation phone sex. There is nothing that gets you more excited than thinking about a gorgeous and powerful Humiliatrix completely emasculating you and humiliating you.

I want to start by slowly and systematically stripping you of every ounce of manhood, taking complete control of your body and mind. You will feel yourself becoming more and more effeminate. You will start to inherently desire the feeling of panties over boxers or briefs. You will find yourself admiring beautiful women in not a lustful way, but in a longing for their beauty and power kind of way. These are just the initial feelings as you are transformed into my humiliation phone sex slave.

Humiliation Phone Sex Transforms You

Once I have you strutting around in panties like a good little slave, it will be time to move onto strap-on training. I will teach you to suck on that big cock like a good boy, getting it nice and wet. You will become and expert at sucking cock before I start to train your ass. Your ass will become a pussy for my strap-on as you submit to your anal training like a good little slut. I see you are beginning to like this humiliation phone sex session aren’t you my little slut?

Submitting To Humiliation Phone Sex

Humiliation will wash over you as you submit to this strap on training, but nothing will match the feelings of utter humiliation when you submit to a real cock. You will become a dirty little slut as you take that nice big dick between your lips, knowing that your stretched out pussy will be next. During our extreme humiliation phone sex you will be used like a sex toy by myself and my male friend. And don’t try to tell me you aren’t into this type of humiliation phone sex little slut! Your clitty tells me differently!

Do you think you can handle my extreme humiliation phone sex? You know you want it slut! It’s time to pick up the phone and give the Mistresses at Sissy Finishing School a call for the best humiliation phone sex imaginable.

Until later…..

Ms Isabelle

October 28, 2013
College Crossdressing Turns Into Lifetime Crossdressing

When Did You Begin Crossdressing

When Did You Begin Crossdressing?

I know there are many ways that a person can find themselves having a love for crossdressing phone sex. As a fashionista and experienced crossdressing Mistress, I know much about the crossdressing fetish. I have met and are acquainted with many men that choose to crossdress. One of the things that I have found interesting is that many men didn’t really get into crossdressing until college. For some of them it started with the woman-less beauty pageants for local fundraisers and for others it was a growing interest in fashion and admiration for the beauty of women.

These men would crossdress occasionally throughout college, but they would tell no one of their inherent desires to become a full-time crossdresser. Perhaps they didn’t even realize just how much their desire to crossdress was growing themselves until after they had been relieved of the pressures of college social acceptance.

Crossdressing Emerges

Once these men had found stable jobs and lives that brought on stress, they started to feel that need to crossdress emerging with a brand new force. This force grew and grew until they found themselves crossdressing every night as they returned home from their jobs, hidden away in the secret of their private homes.

This was the moment when they realized that they needed and desired to be full-time crossdresser’s, finding safety, comfort and release in the activity. This is perhaps the first time they sought out a Mistress for guidance and to share their long harbored secret.

Crossdressing Guidance

Over time and with the guidance of an experienced crossdressing phone sex mistress such as myself, these men grow into the perfect images of woman and are at last happy in their lives and with themselves. Does this sound familiar to you? Do you need the assistance a phone sex Mistress? Ms Lily and myself are here at Sissy Finishing School for you and would be happy to guide you on your crossdressing journey.

Until later…….

Ms Isabelle

October 21, 2013
Anal Training Fun

Anal Training Toy

For this anal training assignment you will need several toys in varying sizes. If you have access to butt plugs, you will need a small, medium and large plug for this training exercise. If you do not have access to butt plugs then find some items from around your house (i.e. candlestick, hairbrush, cucumber).

If you are a regular to anal training then make sure you are using bigger plugs for each part of the anal training segment. You may also want a rubber glove if you prefer for the warm-up portion of this anal training exercise. Last but not least, you will need copious amounts of lube.

Warm-up Anal Training

First you are to get into a comfortable position where you can reach back to your tight ass. If you want to wear a rubber glove for this part, put it on now. You will then cover your fingers in lube. Then you will massage your asshole slowly, inching one fingertip into your asshole, spreading the lube around. You will then start to sink you finger deeper and deeper into your ass, probing it gently as you lube up your tight hole. Once you have gotten use to the feeling of your finger, pull it out and re-apply a generous amount of lube to TWO fingers. You will then slowly and gently press those 2 lubed fingers to your tight hole, stretching it open as you press deeper and deeper.

For at least 3-5 minutes you will alternate between fucking your asshole with two fingers and stroking your prostate by curving your fingers toward your prostate while they are inserted deeply inside yous ass.

Once you are adequately stretched out and aroused it is time to move on to the first toy.

Part 1: Smallest Toy For Anal Training

You will start by lubing up the smallest of the toys that you have collected, making sure that it is slippery wet. Then you will squat down on the tip of your toy, feeling it stretch your ass open just a bit. Now slowly lower yourself onto that toy, letting it stretch open your ass as you take more and more of it. Once you have taken as much of the toy in your ass as possible, sit back to hold it in nice and deeply before slowly stroking your cock. Focus on the feelings of arousal as they surge through you body with each stroke; Focus on the feeling of the toy deep inside of you ass, possibly even touching your prostate.

Now bounce up and down just slightly, moving the toy only a few inches in and out at first. Spend 2-3 minutes bouncing on your toy in this fashion before you bounce up and down harder and faster. You should be sliding that toy all the way in and out now, really getting lost in the feelings of being fucked by this toy and slowly stroking your hard dick. Spend another 3-5 minutes fucking yourself in this fashion to open up your ass nice and wide for your next toy.

Part 2: Medium Toy For Anal Training

For the medium toy, you will follow the same instructions as the smallest toy. The only modification is that you will spend 3-5 minutes fucking yourself slowly and gently before you move on to the faster, more thorough fucking. Once you have really started to fuck your medium toy nice and hard, you are to spend 5-8 minutes fucking yourself in this fashion to ensure that you are loose enough for the large toy.

Before you move onto the biggest toy, you will lube up several fingers on both hands and gently use your fingers the literally stretch your ass as much as possible. Remember a little pain is normal, but do not push yourself to hard.

Part 3: Largest Toy For Anal Training

Now take the largest toy and lube it up really good, making sure that it is super slippery and wet for your ass. You will position yourself over the toy and slowly lower yourself onto it, inch by inch. If the stretching becomes to much at any point, stop and wait for 1-2 minutes before proceeding to take more and more of the toy.

Once you have taken in as much of the toy as you can, you are to rest there for a full 2 minutes while you jerk and stroke your cock for me. After your resting period, you will start to slowly fuck the toy inch by inch, being careful to keep as much of the toy in you as possible for the next 5 – 8 minutes.

As your arousal peaks, you will start to fuck the toy much more aggressively. You will fuck it hard, fast and taking it in and out as much as possible for the next 5-8 minutes while you jerk your cock at the same time. You should be bouncing on your toy hungrily till you cum all over the place. Now, clean up your cum with your tongue if you are adventurous and let me know in the comment section how much fun you had with my anal training assignment.

Until later…….

Ms Isabelle

October 14, 2013
Sissy Phone Sex

It’s time to call Sissy Finishing School!

I have a relatively straight friend that is always amazed by what can happen during sissy phone sex. Our first conversation about it started with an innocent question from her about a new pair of boots that I was wearing. She and I were going out for early drinks, and I had kinky fun planned for later in the evening. I was dressed conservatively for dungeon play, but a bit flashy for Happy Hour. But one look at what was my newest acquisition at the time…a pair of Pleaser’s that are similar to this…and she immediately wanted to know where I got them.

Sissy Phone Sex Provided Me with My Boots, and a Lot More!

I already knew that she embarrassed easily, and I was in a throw-caution-to-the-wind kind of mood. So I told her that “a cum lapping panty faggot” bought them for me. She almost choked on her drink!

After some sputtering on her part, I told her that I had unique tastes in several areas of my life, and that one of those was that I liked to amuse myself with sissies who call in for distance domination phone sex. To say that she was incredulous is an understatement! I then went on to reel off several gifts that I had received. I could see that she was still doubtful.

So I whipped out my phone, opened my email, and showed her a few pictures of various sissies doing things they’d been instructed to do, all the while pledging their devotion to me. Her eyes grew HUGE as she took in what she was seeing, and then the questions started pouring out. I attribute that to the liquid courage of the two drinks she had before I got there, because she is normally reserved.

Is Sissy Phone Sex Like Phone Sex for Real Men?

It wasn’t long before she asked what sissy phone sex really consisted of. Like most people that don’t live under a rock, she had an idea about what might take place when a real man wanted phone sex. But she was clueless about what a sissy might do.

In the end, she may have been sorry that she asked. I cancelled my plans for the evening, and she and I ended up going out for dinner. Over the meal, she listened as I told her of the things I’ve had preening sissies do, and how they’ve loved doing it, calling back for more and more. One thing she was clear on before the night was over, and that is that sissy phone sex is not at all like real man phone sex!

Since that night, she’s always curious about what I’ve been making sissy boys do, and I’m always willing to tell her. I’ve tried to get her to do calls with me, but she just shakes her head and says she’s happy to just listen to the stories.

And I”m happy not only to tell them to her, but that you provide me with such entertaining fodder to share.

October 11, 2013
A Crossdressing Assignment

A Crossdressing Assignment From Ms Isabelle

This crossdressing assignment will be a three day assignment for those of you that are into the crossdressing fetish. You will have THREE challenges to complete for this crossdressing assignment. Please do each one in order before moving on to the next day/step.

Items that you will need for the crossdressing assignment: panties, bra, thigh highs and garter belt. You will need a pair of high heel shoes. Matching items are the best, if you have them. You will also need a light foundation make-up, blush and lip gloss.

Day ONE: Getting Started With The Crossdressing Assignment

This will be the first day that you experiment with taking your crossdressing fetish from the bedroom to the workplace. You will wake up early and find your perfect pair of panties and slip them on. You are then to apply a light coat of foundation, just enough so that you know but not enough that it will be overly noticed in public. Try Smashbox BB cream, it’s fantastic!

During your lunch break, you are to find a quiet, private place and rub yourself through your panties until you cum inside of your panties. The only alternative to cumming in your panties is to cum in your hand and lick up every last drop of cum.

Day TWO: Upping The Stakes For Your Crossdressing Assignment

When you awake on day two, you will spend your morning in heels getting ready for your day. For this crossdressing assignment you will wear your bra and panties under your normal work clothing. You will apply a light coat of foundation and just enough blush to enhance your natural color, but not enough to be noticed by co-workers to much.

You will likely be distracted by the feeling of your panties and bra under your normal clothing all day. During lunch you will again find a private place to rub yourself through your panties. Cum will only be deposited in your panties or in your hand to be eaten.

Day THREE: Crossdressing Undercover Assignment

Day three’s crossdressing assignment requires you to awake nice and early so that you can spend at least 10 minutes in your high heels as you apply your foundation, blush and lip gloss. You will also make sure to take a good look at yourself in the mirror as you slip on the panties, the bra, the garter belt and thigh highs. You will spin slowly, admiring yourself in the mirror. You are to ignore a stiff cock at this point.

You will spend your day immersed in the feelings of being more feminine than normal. Every movement reminds you of the silky garments that hide beneath your normal daily work clothes, arousing you with each slight brush. At lunch you will masturbate just like you have each day before, but you will not orgasm. You will push yourself to the edge then stop.

You will spend the rest of your day on the verge of arousal. You will be allowed to orgasm once you have gotten home and slowly masturbated for 20 minutes. You will NOT cum till you have masturbated for the entire 20 minutes. You will cum into your panties or into your hand, and it is to be licked up like a good little slut. I do hope you enjoyed your crossdressing assignment.

Until later…..

Ms Isabelle

October 7, 2013