Sissy Finishing School

Blog

Sissy Gaff Revolutionizes Crossdressing

Introducing The Sissy Gaff

Sissy Gaff Revolutionizes Crossdressing

Many sissy boys have a desire to appear more and more feminine as time passes. They find themselves longing to wear tight miniskirts and skin tight jeans. Some find that “tucking” isn’t enough and are excited to find out about the sissy gaff. The sissy gaff revolutionizes the way a sissy boy/crossdresser can dress.

Tips To Remember When Using A Sissy Gaff

Once you have picked out the perfect sissy gaff and pulled it up to your thighs, you are going to have to tuck your balls back gently to the place they first dropped from and push them up. This should not be painful, and if it is, you are definitely doing something wrong. Next you will tuck your penis between your balls and back. Be sure to hold everything in place neatly.

Tucking can be uncomfortable at first, but overtime it will become much more tolerable. Now you can pull the sissy gaff up and over your hips, letting it hold everything in place nicely and leaving you with a smooth “vagina.”

Purchasing The Sissy Gaff

One important tip to remember when purchasing a sissy gaff is to make sure that it is nice and tight. The sissy gaff is most effective when it is extra tight. The tightness of the gaff will make you seem extra smooth under even the tightest of jeans.

The sissy gaff should also be tall enough to smooth out your waist so that you can dress up in that hot mini dress you have always been fantasizing about. You want to smooth out your body from the waist down so that you can look more feminine and sexy.

Tucking Your Cock & Balls In The Sissy Gaff

If you are having trouble with your cock and balls staying tucked in the sissy gaff, you can use some tape to hold them in place. Remember to shave before using tape though! Tape can be useful in training your body to accept tucking and thus can help you when you first start using the sissy gaff.

These are just a few tips to remember when using the sissy gaff and there is so much more for you to learn! The sissy gaff will have you looking extremely feminine and wearing all the clothes that you so desperately want to wear. Need some advice on choosing the perfect sissy gaff? Give Ms Lily or I a call, you know we’d be happy to help with your sissification process.

Until then……

Ms Isabelle

February 11, 2014
Project Runway – The Stylish Cross Dresser

If you aren’t already, now is the time of year when a cross dresser really must bring her game face, and transform from a mere mortal into a stylish cross dresser. Awards season is in full swing, and the New York Fashion Week (NYFW) is underway, so now is not the time to be frumpish and dowdy. Not that there is ever a time for that, but especially not now. It’s time for you to tap into your inner fashionistas! And once you have, of course, you must share with Ms Isbaelle and me.

Expressing Your Stylish Cross Dresser Self

Odds are, you don’t have an invitation to any of the shows. And if you do, you need to FedEx it to me post haste. But assuming you are not fashion royalty, and you won’t be sitting in the front row of Lincoln Center, you are going to have to be creative, and let us see what kind of panache you have. I’ve got a few ideas, and you are free to take them and embellish them, or come up with something to dazzle us.

Whatever approach you take, your assignment is to come as close to creating a red-carpet or runway experience as possible. You needn’t drop a lot of cash for this project. You can take a note from Macklemore and Lewis, and pop tags at your local “Thrift Shop“, if you are going to actually dress the part.

That won’t be possible for all of you, and that is fine. You can make a collage of what you’d wear, and send a picture of it in. You can create your favorite ensemble at Polyvore, and share it with us there. You can draw your vision, paint it, or write a story, chock-full of rich detail, describing what you have on as you strut your stuff. Whatever means that allows you to fully immerse in your stylish cross dresser self is fine. You just need to share the outcome. And you need to remember that we love swag bags, so do your part toward filling ours to the brim. In the immortal words of Madonna…”Express Yourself!”

February 8, 2014
Perfect Sissy Lips

Are You Longing For The Perfect Sissy Lips?

Do you find yourself staring at the sissy with the perfect sissy lips. Have you ever wondered how some sissies have the most perfect, plump looking and sexy lips? Have you tried in vain to have the perfect sissy lips?

Well don’t dismay sissy! I am here to give you some tips and tricks on how to create the perfect sissy lips.

Make sure you have some lip moisturizer or lip butter, lip liner, lipstick and lip gloss on hand. Also a light power and lip blotters. Pay attention to the color palate too sissy. I don’t want to see mocha latte lip liner and peony pink lipstick with a coral gloss. Matching your color palate for the perfect sissy lips is very important. I do not tolerate sissies that don’t understand color matching and color coordination!

Creating The Perfect Sissy Lips

The first thing you need to know about getting perfect sissy lips is that it’s not all about the lips. In order to really show off your lips, you want to make sure you have nice white teeth. You want to start off by brushing or using whitener strips to get the best white teeth possible. The next thing you want to make sure of is that there is no hair around your lips; This means waxing and/or plucking any stray hairs around your lips. These are two very important steps in prepping your lips!

The next thing you want to remember is to exfoliate your lips regularly so that they are smooth and more receptive to sexy color. You can exfoliate using sugar mixed with a bit of water until it is pasty. Rub the sugar exfoliate in a circular motion around your lips, being sure to take care of each inch of your lips. After you have finished exfoliating, you will want to apply a nice coat of lip moisturizer or lip butter. Once you have done this wait a few minutes before moving on to the next steps to having perfect sissy lips.

Now it’s time to line your lips with lip liner. Use the lip liner to smooth out any imperfections, then fill in with a tinted lipstick. After the lipstick, you carefully apply the lip gloss making sure you don’t use too much. At this point you want to blot the lipstick before you powder the entire lip area. After you have powdered your lips, it’s time for another layer to complete your perfect sissy lips.

The Perfect Sissy Lips and More

These are the basic tips about how to get perfect sissy lips, but there is so much that you could learn from me! I love to talk about make-up tips and I know about all the different types of lipstick from regular to plumping!

Find out more about how to get the perfect sissy lips and more by giving Ms Lily or myself a call. After all, this is Sissy Finishing School, and we know all about creating the perfect sissy with the perfect sissy lips!

Until later…..

Ms Isabelle

January 27, 2014
Be My Sissy Cheerleader!

Though I appreciate the beauty of real women cheerleaders, they don’t amuse me like when someone wants to be my sissy cheerleader. That said, some sissy cheerleaders can be both beautiful and amusing. The two things are not contradictory in all cases. Perhaps they won’t be in yours when you complete this assignment.

Sissy Cheerleaders in Service

I went to a small gathering for the AFC Championship game. As some of you know, I do not currently have a live-in sissy, though I have several that I toy with when the mood strikes me. However, my dear friend in another state does. She has 3 actually, and she was the one playing hostess to the gathering. At first the sissies were demure. They gathered everyone’s coats, served food and drinks, and just generally saw to our comfort. Which, by the way, is not bad work if you can get it. I know sissies that would give their eye teeth to be in service to a handful of dominant, beautiful women.

Anyhow, this pattern continued for awhile. With roughly 5 minutes left in the first half, the sissies asked for permission to be excused. They needed to prepare themselves to entertain us for our own personal half time show. Trust me, though I like Bruno Mars, you won’t see anything like what I saw that afternoon during this year’s Super Bowl show! Their was much flouncing in pleated skirts, lots of pompom shaking, and something with a megaphone that left me wincing as I watched. That was immediately proceeded by gales of laughter.

It’s Your Turn Now

I know that some of you have been trying to reach me, and now that I’m back home for a bit, I’m ready for you to amuse me on cam. What better way for you to do so during this footballabulous time of the year than to dress up like a cheerleader and give me your best cheer? I can’t think of a better way, and as you should all know by now, what I think is what matters. I want to see some ponytailed strumpets shaking their moneymakers for me in fine cheerleader style.

So try to catch me, or mail for an appointment, and do your duty. Amuse me.

January 24, 2014
Sissy Spanking Fun

Are You Ready For Some Sissy Spanking Fun?

Do You Love The Sissy Spanking?

Many people think that in order to get a spanking that one must be “naughty” or “bad.” This is not really true. A sissy spanking can be much more than a punishment and, in fact, many people love the sissy spanking even when they aren’t being naughty. There are even sissies that LOVE a sissy spanking and just can’t get enough of it!

Why Do Sissies Love Spankings?

One of the first reasons that many sissies love sissy spankings is because of the way it makes them feel to be dominated and spanked by a powerful and sexy Mistress. Whether they are being pulled over the knee of their Mistress or standing bent over the sofa, the sissy feels stripped of his power and masculinity. He is emasculated with each sharp spank of his ass. He is reminded of his place beneath his Mistress.

A sissy spanking can also be a huge stress reliever. It releases endorphin’s in the brain that causes the entire body to relax once the sissy spanking is over. So, in a way, the sissy spanking is therapeutic for some. Each smack brings the sissy closer and closer to feeling completely free of stress. The sissy spanking causes the body to tense and release during the spanking and this is what makes the body feel so relaxed after the spanking.

Arousal Factor Of The Sissy Spanking

The most obvious reason that sissies love a good sissy spanking is because of the way it feels and makes them feel. The feeling of their ass getting hot and red with each smack, and the feeling of emasculation rushing over them like hot water. The feelings of arousal well up inside of them and take control of their body during a sissy spanking. They are helpless to the feelings and to their Mistress as the spanking continues.

If you love and/or desire a good sissy spanking then now is the time to let go of your inhibitions and submit to the feelings that you so desperately need. I love giving spankings to sissies whether it’s for punishment or just for erotic fun, and I bet Ms Lily does too. Perhaps you should make an appointment with both of us for some tag-team sissy spanking fun.

Until later,

Ms Isabelle

January 20, 2014
Visible Panty Lines

Sissies Love Visible Panty Lines

Sissies Love Visible Panty Lines!

There is something inherently sexy about visible panty lines that just can’t be explained in words. I guess you could say it’s a fetish of sorts. Of course the tightness of that mini dress or jeans is a turn on of it’s own, but then you can see those panties showing through!

Oh my! I know that you love seeing visible panty lines on the women that you serve, which is what makes you love showing off your own panty lines when you are dressed up like the perfect slutty woman you desire to be.

I know you want to show off your visible panty lines so that the girls that I show you off to. They will immediately know that you are hungry to serve and to be a dirty slut for them. Every time that you bend over to serve a drink, or every time you kneel to worship the feet of a Goddess, your visible panty lines will be showing off your dirty secret.

Showing Off Those Visible Panty Lines

You get so turned on by the idea of visible panty lines that you are tempted to wear your panties under your normal, drab work attire. You start to buy your work pants or gym clothes a bit tighter threatening to show off your visible panty lines under your everyday clothes. You can’t help but be turned on as you figure out new ways to show off your visible panty lines.

You even begin to fantasize about what the real men of the world think about visible panty lines! I am sure it comes as no surprise to you that most men find visible panty lines to have an erotic impact. So whether you are showing off for your Mistress or for the real men of the world, your arousal is showing just like your panty lines are showing!

Constant Arousal From Your Visible Panty Lines

I know that you spend a good amount of your time just daydreaming about visible panty lines and you have to fight off your constant arousal so that you aren’t touching yourself constantly. Now is the time to really enjoy your fetish for visible panty lines and to give into your inhibitions! Don’t be shy sissy.

Ms Lily and I have either talked about or participated in just about every fetish you sissies can throw our way. We love indulging you in your fantasies and fetishes. Go ahead, get dressed up in that perfect slutty outfit and give us a call for a cam session. Then we can see exactly what those visible panty lines do for your little sissy clitty.

Until later……

Ms Isabelle

January 13, 2014
Sissy Panty Shopping

Sissy Panty Shopping For New Sissies

Let’s Go Sissy Panty Shopping!

Are you a brand new sissy that has a panty fetish? Have you been known to steal the panties of your roommates, but are too scared to put them on for fear of stretching them out? Are you ready to buy your own pair of panties? I know that sissy panty shopping can be very overwhelming but here are a few tips.

The first tip of sissy panty shopping is that you should find a place that specializes in woman’s undergarments instead of a generic retail store. You will have more options and possibly a bit more privacy so that you can make your first purchase with little humiliation. If you aren’t to scared, you can ask the sales girl to help you search for a pair of panties that might suit you. I know that most of you will be too humiliated to do that so we will get on with your sissy panty shopping tips now.

Sissy Panty Shopping Tips

Once you have arrived at your chosen specialty store, you will want to look for panties that you find to be the most sexy. Thongs are considered a very sexy cut of panty and usually you will want to find something that is silky or with lots of lace. These are some of the most sexy panties you will find on your sissy panty shopping spree. Some men and girls alike find boy cut panties sexy, but thongs are really the way to go!

One last piece of sissy panty shopping advice is to make sure that it fits nice and snug around your hips, while gripping your cock and balls just perfectly. You will probably find yourself being aroused by the different materials that the panties are made of so give yourself just a bit of room to “grow.”

Do You Need Sissy Panty Shopping Tips?

These are just a few of the sissy panty shopping tips that I have for you! I have many more tips for you and I am always happy to give you lots more sissy panty shopping tips. I’m sure Ms Lily has a plethora of sissy panty shopping tips too. So, give either one of us a call and let’s start a tailored sissy panty shopping plan for you. It’s the New Year and your time to shine sissy!

Until later…….

Ms Isabelle

January 6, 2014
Prepare Me for a Real Man, Sissy Cuckold

It is Friday night, and that means it is time to prepare me for a real man. You didn’t think I was going to stay home with you, did you silly sissy? Not on your life! Not when I can enjoy my stud *and* turn you into a sissy cuckold. It is double the pleasure and double the fun. At least for me, and that’s what matters!

First Steps in Preparing Me for a Real Man

The first thing you need to do is thank me for the honor of being allowed to prepare me for a real man. You are very fortunate that I am giving you the opportunity to please me in a role befitting you. Let’s face it, there is only so much a sissy is good for, so you should take advantage of every single time you are afforded the privilege of pleasing me.

Next up is to slip into a bra and panty set that I will personally select for you. It goes without saying that you should be smooth before you don any lingerie. Though sending you for a waxing is a personal favorite, I’m not overly finicky when it comes to the “how” of your smoothness. I just want it done. So see to it. And don’t think that I won’t notice the damp spot on the front of your panties, as I most assuredly will. I’ll call you out on it as well. It gives me pleasure to point out how you are my emasculated bitch, and why it is necessary for you to prepare me for a real man.

Next Up – My Bath and Lingerie

Once you are properly attired, and I’ve inspected you, it will be time for you to see to my grooming…head to toe. I want you to drink in every inch of what you won’t be getting tonight, and what a real man will. Go ahead, sissy. Feast your eyes on me. Look at my body as it glistens in the bath water. Towel dry me. Rub body lotion over curves that are otherwise forbidden to you. Then fetch the white bra, panties, and stockings that I’ve laid out. As you go to get them, think about what it will look like when his hand jerks those panties downward. Think about how the moans will sound as they pour out of my throat when he first slips his finger inside me. Allow yourself to imagine the unimaginable, and think what it must feel like to be him, and have my pussy clench around his cock as it fills me.

Think about it, sissy. And let that spot in your panties grow damper and damper.

January 4, 2014
Sissy Resolutions

Time For New Year Sissy Resolutions

2014 Sissy Resolutions

The New Year is quickly approaching and I know that there are plenty of sissies out there that are looking to make some sissy resolutions this year! I think it is important to make New Year Resolutions that will help you grow in and become the sissy you truly want to be.. The first step is to let go of your inhibitions so that you can set some good New Year Sissy Resolutions.

The first New year Resolution that every sissy should have is to become more feminine. Using your appreciation and admiration for women, you will learn to become more and more feminine with each passing month of the New year. You will focus on feeling and acting more feminine. You will use powerful and beautiful women as your role models in becoming the most feminine you possibly can.

Taking Chances With Sissy Resolutions

Your second New Year sissy resolution should be to take a few chances! If you have never shaved completely, including your legs and private areas, then it’s time to shave. If you have never worn a wig or grown out your hair, now is the time to fulfill these sissy resolutions! If you have never dressed up in full drag then this should be one of your sissy resolutions. It’s time to take a chance and there is no time better than 2014 to give it a try!

One last sissy resolution every sissy should make is to make a big purchase. You should get that perfect wig, new stockings, sexy shoes or sassy new skirt. For this New Year sissy resolution, you should give into your desire to make that big new purchase that will make you feel sexy and feminine. There is nothing like a little retail therapy to make you feel like a real woman.

Sissy Resolutions Are A Must!

These are just a few big New Year sissy resolutions that every sissy should give try. I hope that you are ready to become more feminine than ever in 2014, because this is the year for you!

Need some extra help when I am away? Get in touch with Ms Lily and join her Build A Better You program. No matter what you decide to do, 2014 is the year for you to make those sissy resolutions come true!

Happy New Year Darlings!!

Ms Isabelle

December 30, 2013
Become a Better Sissy

With the new year rapidly approaching, your thoughts should turn to resolutions, and how to become a better sissy. It’s time for you to put on your thinking caps, and determine what type of goals you have for self improvement. These goals can either be sissy feminized goals, or they can be more mundane. Either way, for increased likelihood of actually meeting those goals, you need me as your Sissy Life Coach to help you become a better you.

Tailor Made Programs to Help You Become a Better Sissy

Now though the end of January, I am taking applicants for my 2014 Build a Better You course. All applicants must have a stated goal to work toward. As mentioned above, it can be kink-related, or it can be as simple as getting you into shape. The curriculum for each student will differ, and be individualized to what each of you needs to become a better sissy.

Course length will also vary depending on the goals, with a 4 week minimum. Someone who has a stated goal of working up the courage to go real-world panty shopping will have a shorter course than someone who wants to suck a cock on cam for me. Generally speaking that is. Some of you are salivating for the opportunity to hear me give the command to suck. Those students will be on the fast track to course completion!

Course Criteria and Application Process

In order to be considered for acceptance into the program, you should prepare for, and agree to the following:

1) Know what you want to work toward. I am giving you the rare opportunity to think for yourself as opposed to me telling you what to do. That part will come during the implementation phase.

2) Contact me to schedule a 20 minute minimum call to go over your goal(s). During this call, you should not only be able to communicate your goal, but any thing that I need to know in order to craft your coursework. (eg, you are married, etc)

3) Be prepared to complete assignments outside of our sessions. The length of time necessary for these will vary depending on your goal.

4) Understand that you are committing to a program of at least 4 consecutive weeks in nature. More intensive coursework is available after the 101 level, if you desire it and if I enjoy your company.

5) Commit to a minimum of one 20 minute session per week for the duration of your program. Those sessions will be scheduled in advance.

So put on your prettiest panties, curl up on the couch with your legs tucked under you, and give some serious thought to what you want to achieve in 2014. Together we can make it happen!

December 28, 2013