No Drip

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Make-Off (Assignment)

Make-up is an important part of being a sissy. There's something extra feminine about pampering your face and your nails and even your entire body to make it the most beautiful, sexy version of yourself.

If you can do this assignment in the morning it will likely be more effective for your overall growth as a sissy.


But many sissies don't dare to wear this mask of femininity in public. Many home-bound sissies are extra meticulous in making sure that no hint of their feminine aspirations is visible to the outside world. They scrub and wipe while they stare at a mirror to remove every trace of femininity enhancing powders and creams from their faces.

Today you're not going to be that OCD, sissy. The opposite, in fact.

You are going to dress to the nines - well, dress your face, anyway. You're going to make-up your face so that it is immaculate. Use everything at your disposal. Make sure you include at least 5 cosmetics. Lipstick and eyeshadow are musts. Then go about your business as you want (keep it on for at least 15 minutes - your inner sissy deserves at least that long).

When it's time to remove your makeup - either because you're going out or expecting someone over - you can begin the true assignment.

Clean off your makeup in a normal sink without the benefit of a mirror or make-up remover pads. Use soap and water to get rid of the make-up. Scrub and pat at it until you think it's gone - you've likely removed make-up many times before, so you should be able to gauge when you've been at it long enough. Of course, you may miss some. Perhaps you'll leave a hint of shimmer on your eyelids from left-over eyeshadow. Maybe you'll have slightly racoon-ish eyeliner from no-run eyeliner. But you won't know, because you're not to look in a mirror for the rest of the day.

Others may see your sissy aspirations in the form of make-up still remaining on your faces. While your inner sissy should be emboldened. For as much as she and you know you've been outside with a clearly visible made-up face.


And as always: Safety, first sissy! When you're removing makeup from your eyes it's important not to scrub or rub very hard. You can scratch or irritate your corneas or sclera by rubbing dust, debris or make-up particulates against the eye. This is also true when you're using remover pads or even applying makeup.

They're the centerpiece of your face, sissy - make sure you keep them pristine.

Gone in a Whisper

It had already happened. There was barely any time to get his thoughts in order.


(Photo of the beautiful Sarina Valentina)

Oblivious to whatever it was that happened in the past, Rachel certainly enjoys her womanhood.



And thanks to the few people dropping reactions off for most of the posts. They may not be in-depth critiques or admiration in the form of comments, but I always appreciate the support! :D

She doesn't know Jack

i.e. she only knows her new self.


Two incredibly beautiful sissies in a row. I think this may be the beginning of a "sissies I would love to be" marathon (I'm not so sure about the memory erasure). Wait...this marathon may have been going on for a while.

Like you're being watched

It's only paranoia if they're not watching you.


Of course, why bother being paranoid about people finding out? The sooner people know the sooner you can truly embrace your sissydom.

Limp (Assignment)

No, not that kind of limp, sissy.

Gestures and mannerisms are an important part of femininity. Most women are more physically expressive than men, but their gestures are also more subtle. Most men don't have the long flowing hair (or the inclination like you do, sissy) to twirl or flip their hair. Most men don't have the breadth of emotion or awareness to bite their lip when they're unsure or aroused. But many sissies are too afraid that someone will notice their womanly gesticulations so they don't practice or reinforce what may come naturally.

Keeping your legs together when possible and not "spreading eagle" when you sit down are both good examples of body language a good sissy should try to emulate, but they're also very obvious. A sissy pretending to be a man doesn't have much of disguise if she folds one leg over the other and always keeps her elbows at her sides. And although a sissy should never really hide her inner girl, it's an inevitable fact that many do.



But there is a gesture that can be very subtle and very feminine: the limp wrist.

A limp wrist shows submissiveness and docility. Female executives are taught to expunge this gesture from their repertoire since it implies defenselessness and weakness. Its use by women is so commonplace that the term "limp-wrist" is often associated with gay men striving for femininity - but that's not applicable here, sissy. You are a sissy realizing her feminine nature.


Your goal for the next week is to consciously do what subconsciously comes to many women: have limp wrists (until it becomes second nature to you too, sissy). If at all possible your wrists should be bent. Your fingers should never be aligned with your forearm; the back of your wrist should not form a line with the back of your forearm. If you're laying your hands on your lap make sure your wrists are slightly bent. Unless of course you're doing something that can only be done with straight wrists (such as typing).

After a week your muscle memory is sure to have gotten in tune with your feminine self and you should be limp whenever it's appropriate.


As a computer-savvy sissy (you are visiting this blog, after all), you can always say you're bending your wrists as physical exercise to alleviate carpal tunnel syndrome...and to reinforce your femininity.

An Interesting Xchange

But at least Takuya is probably familiar with this.


If she paid more attention maybe she would have known what the chemicals did. Or maybe she's like most of us sissies and did it on purpose...


And in case anyone hasn't recognized it: basic story of this caption is shamelessly stolen from the hentai game X-Change (but if you want to actually play one go for X-Change 2).

Free Room

...in her cute little sissy hole, of course!


And board - all the cum she can swallow. You know you wouldn't pass up an exquisite deal like that, would you sissy?

Sheer Denier (Assignment)

I know, some of you sissies might still be working on my last assignment, but it's a special time of year for sissies that I want to make sure you don't pass up.

That's right, Halloween!

Many sissies choose to let their inner girl run free on Halloween. It's the one day of the year where she can be completely uninhibited. Make-up, dresses, skirts, cheerleader outfits - anything works (although dedicated sissies may get odd looks if panties are involved. But there are other sissies who completely neglect this holiday and keep their inner girl locked up tight. Well not this time. If nothing else you are going to buy a small present for her.

It doesn't matter if you're a poor college student, living with your parents, a closet sissy hiding your femininity from your wife, or a free-spirited sissy who loves to go out dressed to the nines. You need to buy pantyhose tomorrow (also called tights in some countries). You are going to go to a department store, a drugstore, a pharmacy - wherever you can find pantyhose. And you are going to splurge on your inner sissy and buy her a pair. Get pink or flesh-toned or black or white - whatever calls out to your femininity. But whichever denier/sheerness you want (smoother will feel more sensual, but is easier to damage).

And since it is Halloween pansy little sissies can claim they are buying the tights for a costume. Ask a clerk for help if you wish (or wander around until you find them, whichever will get you in those tights). Make sure they fit by reading the packaging on the back, though, sissy. There is usually sizing information on the back.

There's absolutely no reason you shouldn't be wearing a pair of pantyhose tomorrow. This is $2 (or 1£/1.50€) that your sissy deserves. If you have to miss a meal to buy them your inner girl won't mind, trust me.


Put them on by rolling them down to the footy for one leg. Stick your foot in and pull them tight by pressing your hand against the fabric and sliding it tight (don't use your fingernails, that's how you get runs in your pantyhose). Once you have one leg up high enough, follow suit with the other leg. Once they're above your knees you can grab them by the waistband and bring them up to settle on your hips (pulling them up with your palms as necessary). Then enjoy the sensual, smooth feel of your budding femininity wrapped around your legs.

Of course, they're better with smooth legs, but some sissies are too afraid to shave.


Inspired sissies may want to go all out with the "I'm dressing as a girl for Halloween" excuse and pick-up all the makeup they can carry. Of course, sissies completely comfortable with picking up their feminine articles whenever they need them will have cut out one errand from their future.

Much love and luck to you sissies! And a Happy Halloween (probably dressed as a girl :D )!

C to the K

Certainly a great party for one of them...



And I'll be happy to oblige sissy demands for more games and other fun stuff! They take more time, but I have a few things in progress.

Home is where your mouth is

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Rolling for More Femininity (Game)

It's time to break out your pink sissy dice and roll once again. Or if you haven't rolled yet, you can start with the first rolling game. You've got a chance at 6 simple tasks any sissy can do!


Your legs are going to be glued together tomorrow. No matter if you're standing or sitting or jumping or trying to run - your thighs must stay next to each other. You can separate them for up to 20 seconds every hour (to clean or wipe or stretch). Otherwise you'll be in the closed feminine stance of having your legs together.


You're going to put on lipstick and wear it off instead of wiping it off. My recommendation is pursing your lips and kissing a pure white sheet of paper so you can keep a record of your sissy escapade hung up on your wall. If you don't have something as simple as lipstick, you'll have to use something like a washable marker (I'll warn adventurous sissies that any non-yellow, non-red color is going to be difficult to wash off - washable or not). You can drink water (or perhaps a more alluring fluid) out of a glass, eat, lick your lips or do anything else you want - aside from wipe off your lipstick. Until you go to bed, where you can clean up the (small) trace that should be left.


It's winter now, so long-sleeve shirts and pants are the norm. There's no reason for you to worry about people seeing your feminine, hairless body after you shave. Which is what you're going to do: shave your legs, your arms, your chest, and your arm pits. Just like a dedicated girl trying to impress!

It's time to practice your handwriting for all the world to see. Everything you write tomorrow is going to be immaculate, smooth and flowing. Even if you must sign your name - you'll put in the effort to make it look neat and feminine (even if it's something official like a driver's licence or a cheque).



Today you're going to claim the bathroom for your own makeover (hopefully you don't share a bathroom with anybody, sissy!). Many sissies have fantasies about being dressed in French Maid uniforms and cleaning ...well, the outfit isn't necessary here, but first you're going to make sure the counter space and mirror are clean and unblemished. Then you're going to lay out all of the cosmetics you have as though this were going to be where you were going to put on makeup every morning. Then make yourself up. You can then put away your cosmetics...but really, you're just making more work for yourself, sissy.

The simplest task - especially for sissies that do it already. You're going to paint your toenails (in tune with the assignment before). And you're going to leave that polish on until it starts to wear off or until your fingernails extend half a centimeter (about 3/16th of an inch) out from your fingertips. And, of course, if you don't have nail polish then you'll either have to buy some or use a permanent marker.



There's no reason to give in to paranoia like "what if I get injured on my way to work and get stuck in the hospital." If you're in the hospital your loved ones' first question will not be about your pretty toenails. Don't let your cowardly male side subvert your inner sissy's joy!

Happy rolling, sissies!

Super Deepthroat (Game)

In the days of yore when I had to get by on using makeup websites' makeover applications to satiate my desires, I did a lot of searching for games, quizzes and various sissy-related things. Based on the number of people that stumble by with roulette-related searches, it seems I'm not alone.

But today I'd like to point out one of my favorite (relatively recent) finds: SuperDeepthroat. Ostensibly one could argue that it's about objectifying women and being a deepthroating simulator. But for an imaginative sissy it's just another avenue for practicing her cocksucking. Perhaps it would be better as SissyDeepthroat.


Since you can do your sissy's make-up and pick her clothes and even her skin and outfit colors you can ostensibly build a digital version of your emerging sissy form. She just happens to start on her knees with someone's hands on the back of her head...

Truth or Dare 3

Recovered from the last Truth or Dare, sissy?

Truth or Dare is great for all sorts of sissies, since it gives every level of girl a choice. Locked up sissies can explore their feminine drive and ambition, while outgoing sissies can try to be a bit more daring. Which one you are is up to you!


Truth: Have you ever worn a girl's swimming suit?

Swimming suits are often one of the first true girl clothes that sissies with like-aged siblings wear. Clothes are very interchangeable until puberty - except swimming suits. Girls often have onepiece swimming suits, which are a far cry from the loose boxer shorts boys get. And young sissies often end up wearing them at least once - either because they're curious, or their sisters force them.

There's something particularly feminine about a one-piece swimming suit. The form-fitting design acts as a bra and panties in one and the close design emphasizes curves. It encases the torso in a layer of femininity. Some curious girls make their boyfriends wear a bra and panties as a joke; a guy might wear a dress on Halloween, but from high school onwards only sissies and women will ever wear one-piece swimming suits. But of course, there are bikinis and other sorts of swimming suits as well.

But have you really worn one, sissy? How did you feel? Swaddled in femininity. Pretending to be a pretty beach bimbo? Or just a cute girl lounging on the beach?


Dare: I dare you to go swimming in a girl's swimming suit.

The timing of this dare may seem a bit off - most of the planet's sissies are slowly moving into winter. But this means your dream swimming suit - bikini or onepiece - will likely be discounted. Although Australian and other Southern hemisphere sissies can go out and swim right away.

Feel the wet, tightened fabric cling to your curves. Enjoy the feeling of your stiff nipples in the cups of the suit. Embrace the femininity of gracefully swimming in something that no man would ever wear. And of course, when you get out you can watch the water stream down the crotch of the suit - something that never happens in baggy, gross man shorts.

It doesn't have to be a long swim. It doesn't even have to be at a populated area (in fact, sissies out to swim on deserted beaches would probably benefit now as well). I also heartily insist that you lounge in your beautiful swimming suit, drying off in the sun. But that's not explicitly part of the dare - just something you should try, sissy.


For most sissies now would be an apt time to buy a suit, and then June will be an excellent time to test out the suit (possibly working your way into fitting into it, if you're a bit too afraid to try and buy one in person).

Michelle Decides

Panty lines ...or no panty lines ever again?



Strays a bit farther from my current aspirations, but my cuckolding cappies seem to be enjoyed. THis was what came to mind seeing a beautiful sissy seemingly staring at her cock.

Uncorked

Bottled up and repressed for so long there's bound to be some pressure.


Never confine your inner sissy, or she may show her face when it's least convenient.

What to expect

It's a very real danger of being a part-time sissy.


Many sissies immediately recant their girlhood the moment they cum. This is why caging and chastity are so good at keeping sissies honest and making them better girls - their inner sissy keeps so much more control.

A Day Off (Assignment)

Oh, not from being a sissy. You and me both know that never happens. Even when you're not dressed in soft, pretty panties and dolled up in your best make-up you're still a sissy.

No, I mean making your male side take a day or two off from ruining your sissy development. Most sissies fap at least once per day (some very horny sissies do so much more often), but immediately after you orgasm your sissy desires immediately subside. Your inner sissy's drive to slurp and suck the cum from your hand; the desire to keep your perfect make-up on all day; the will to go out in public dressed completely as your true feminine self - all that goes away when you cum.

It's incredibly difficult for you to stay a sissy cum slut or even a good sissy maid right after you cum.


So for the next two days indulge any sissy fantasy you have. Wear your panties to work for the first time. Paint your nails. Go to sleep fully made-up. Play dress-up with everything you have (even try folding or taping some of your clothes to look more feminine if your wardrobe is a little sparse). If you're a very outgoing sissy you may even want to go outside and find something interesting to do. But however you spend your time do not cum.


You can even rub your clitty, so long as you have the restraint to keep your inner sissy in control and not making cummies.


And, as a bonus for sissy cum sluts in the audience, after two days there will be plenty more cum for you to enjoy!

Hands Free

Just because you can use your hands doesn't mean you have to - or even should.


(Photo of the beautiful Kimber James - although more beautiful before)


Of course, if you're still taking part in the extended assignment making cummies like a girl would still be perfectly fine, sissy.

Suggestible

Of course, your mind might pick up on some of the other words...



Also, wonderful of you to announce yourself, Stephanie! Welcome to the site.

Unpolished (Assignment)

When I was in high school I once used my sister's clear nail polish . Not the most observant girl back in those days, I enjoyed putting the polish on, but completely forgot I was wearing it. That is, until I was sitting at lunch at school the next day and saw that my nails seemed to be ...quite a bit more reflective than I remembered. As far as I know, not one noticed my nuanced femininity and instilled some confidence in me to be a bit more bold with my sissydom.

Today your inner sissy will be a bit more bold, but it may be difficult. Assignments where you have to not do something can be the hardest of all. Sissies tend to be very easy to arouse sexually and many cum very easily (that is why it's never a bad idea for a mistress to invest in a chastity cage - if only to use a few hours at a time). But let's get started!

You'll need to find a pale or light-colored nail polish (although daring sissies can certainly go darker). I suggest a light pink, nude or light red.

And paint your nails - toes and fingers, left and right. You're only using one layer, so make sure it's smooth and covers the whole nail bed, but doesn't smear onto your cuticle or fingertip. This assignment will naturally be easier if you're adept with your polish and don't get it all over your cuticles (perhaps if you've given yourself a pedicure before). Let it dry. Read some Elle or take some quizzes.

Once the lacquer is dry be sure to get plenty of girl use out of your effort. Wiggle your fingers and toes. Look at how lovely they look when they're painted. How they shimmer and shine with glossy perfection. Just think - you're doing something that only girls and aspiring girls ever do!

The one thing you must not do is stroke your clitty.

Once you're done admiring vibrant femininity, get 1 (one!) nail polish remover pad. If you don't have pads take one cotton ball or paper towel. Soak it with as much remover as you like, but then cap your remover and get rid of it. Make it as inaccessible as you can to try to help dissuade your cowardly masculine side from ruining your sissy's improvement.

That is all the remover you get - so make it count. Remove as much nail polish as you can (unless you're a very pro-sandal sissy, I recommend starting with your fingers). Very anxious sissies may want to completely avoid their toes to get as much from their fingers as possible.

Naturally the pad will not be able to get all of the polish (obviously that is the point, sissy!). You'll likely be left with small flecks of nail polish around the edge of your cuticles (bold sissies that have much more on their fingers might be better off just redoing their polish and playing off their colored nails as a dare :D ). But don't worry - most people won't be observant enough to notice that you've got the remnants of a sissy lifestyle shimmering all over your nails.

This is obviously not the most classy look. As a beauty-conscious sissy you'll either want to re-paint your nails or clean them completely tomorrow.


Alternatively: sissies can try clear nail polish without any remover.

Road Trip

When in Rome (...or when in a car full of girls...)...



We'll see if my internet problems have been fully resolved. Unfortunately I can make no promises, but that doesn't mean wonderful sissies like you - visiting this blog right now - should be left completely devoid of new material.

Unheard Pleas

But the plea probably wasn't necessary, anyway.


Tara may never know how Cheryl got there, but at least she knows that Cheryl is a wonderful, outgoing sissy now.

Happier Later

Maybe it was grades, maybe a persuasive sister, maybe a suppressed inner sissy...


He'll probably be a little less brotherly and a little more sissy.

Addicted (Poster)

There's a very fitting misspelling for sissies for this this word.

Bare (Sissy Lifestyle)

Assignments are great - I have fun making them and doing them (and they seem to be a favorite for people not stopping by for a quick fap - not to knock fapping, it's necessary with an unrestrained sissy's sexual drive). But there's only so much you can do with a task that lasts one or two days that any sissy can easily complete. So today is the first Sissy Lifestyle assignment.

Sissy Lifestyle assignments are for sissies that have come to embrace their inner girl. And while you might not be ready to shout from the rooftops that you are a sissy, you're ready to invest more of your time and money into her needs (after all, if you spend $50 on clothes in a month, how fair is it that she gets nothing?).

Now you see it...

Since most sissies are diving into the depths of winter and since this is the first sissy lifestyle assignment, we'll start easy: shaving. Nothing to buy, nothing to risk. All you'll need is a little time.

Women generally have finer body hair than men. It is also thinner and grows in fewer places. For instance, women do not generally get hair on their breasts, whereas a hairy chest is often a sign of manliness (and many men have hair around their nipples). Underarm and leg shaving is all the rage throughout the world (for women - so that means for you too, sissy!) - whether for aesthetic, athletic or religious reasons.

For this sissy lifestyle assignment you are going to spend the winter keeping yourself shaved like a woman in the most inconspicuous places. The first day will certainly be the most daunting, since you'll have the most work (as you end up shaving more often and with more skill it will go faster and require less clean up). You can remove the hair any way you like, but I very much recommend against an electric razor (it's easier to get razor burn and the shave isn't close).

Now you don't...

Shaving is best done in or right after a shower or bath, when your pores are open and the hair follicles are most accessible. Since most sissies don't have the funds or courage to go for full facial hair removal you might as well start there and shave normally. For the purposes of this assignment you are going to shave your legs and your underarms - the two (and, in the winter, very clandestine) parts of your body destined for feminization first. If you're very hairy, or a more courageous sissy, you should also shave your chest and back.

(I haven't included the pubic area since that is up to you - a woman's or sissy's decision to shave down below is her own preference (but may I recommend a heart shape? :D)).

Leg shaving can be very tricky, so you may want to consult a wiki. Remember that if you have a fresh, sharp blade you really don't need any pressure, just pull the blade gently and smoothly along the skin. And if you have sensitive skin or skin prone to in-grown hairs, shave with the grain multiple times instead of shaving against the grain (for the legs, this would be downwards instead of upwards).


Making it a Lifestyle

Of course, now you'll need a normal shaving schedule, sissy!

Many women shave their legs every 3 to 5 days since leg hair stubble becomes more noticeable after about 72 hours. You'll certainly want to match their feminine routine. Every 3 (or 4 if you want to set it to specific days of the week) you are going to shave your armpits and your legs. And you're going to continue that routine until April.

Of course, by then you may be so locked in your routine that you won't have any inclination to stop. After all, you could always claim you're shaving for other reasons in addition to becoming a better sissy!

Out of gas

Hopefully you're a nice, smooth, cleanly-shaven sissy. If not - hopefully you will be soon :D .



Amy just can't do it anymore...it doesn't feel right...

(Beautiful, surprised sissy brought to you by ShemaleYum)



But she's moving on to smaller and better things.

Minor update

In order to help every sissy keep track of her feminization schedule, I've set up a neat little calendar to help out! Hopefully it helps a few ladies stick to their new lifestyle.

More posting-related, I've tried to fix up some grammar and spelling in some of the captions (if I notice them I try to replace them with corrected versions). Devout sissies may have noticed that the scheduling for the blog is a bit haphazard - I guarantee nothing, but aspire to provide at least 15 updates per month. And since there's not much content here today, I'll leave you ladies a lovely model sissy to idolize!

Just something else

Sometimes following the letter of the law and not the spirit can still get you in heaps of trouble. Especially with an arbitrary authority like your mistress...


But do you think a sissy like that will learn?

Patience (Poster)

A virtue perfect for sissies!


They may come in you, too! :D

Not Just In Private


Sometimes being a limber sissy has its disadvantages...but they're only disadvantages if you don't like cum...

Squealing

Happy St. Nick Day, sissies (well, the part of the holiday where you usually get stuff, anyway)! Hopefully you're keeping up with your new lifestyle! All I have for your sissy stockings is a caption (despite the ridiculous span between this and the last roulette I am still (very slowly) working at it).


And as always, I appreciate the feedback! I'm not sure how much "more like this" will actually breed more like that (individual taste is very random), but thanks nonetheless - it let's me know people are around and enjoying (or occasionally disapproving) things!

Gloss (Assignment)

Nicely shaven but nothing else coming to mind? Don't worry, sissy - there's always more for your sissy self to do!

As far as make-up goes, the lips are only second to the eyes for the amount of attention they get. But the two main options are lip gloss and lipstick. Lip gloss is a relatively new feminine fashion item (it was created in the 1930s to help the shine of lips show up better in movies, when contrast and the play of light was more important than pure color). Lipstick has also been a centerpiece of feminine beauty for thousands of years, so it's not something to be easily dismissed.

The fullness and color of lips can speak volumes about mood, health and attitude. For instance, blood flow increases to the lips when aroused or excited. Dark, full red lips were not just indicative health, but also of arousal and sexuality - no wonder many women have a variety of colors at their disposal! Just like you should, sissy.

Naturally, for an assignment related to lipstick you're going to need a tube of lipstick or lip gloss. You'll want the most neutral, natural color you have. Many sissies over-compensate for their perceived lack of femininity by using accentuated color or too much make-up. In order to be more properly feminine and natural you'll want to avoid bright, very noticeable colors (the point of make-up is, after all, to use cosmetics to enhance your features - not cover them up!). Plus, you're going to be wearing that lipstick outside, so unless you're an outgoing sissy you'll probably want something subtle.

That's right. In the morning you're going to put on a very light layer of lipstick (or lip gloss). And you're going to wear it the whole day.

If you have a color that perfectly matches your lips, great! If you have a color that slightly enhances the color of your lips - even better! Just gently apply the tube or applicator across your bottom lip; then use your upper lip to smooth it over both lips. You should have a thin, subtle layer of lip color on your lips. And now you're ready to start your day!


It's true: someone may notice your feminine affectations. But if they do you can be happy that someone is interested in you enough to notice something very subtle about you, like a slight color change in your lips. But a vast majority of people (especially men) don't pay attention to the nuance of someone else's lips, and even a significant change will usually go unnoticed if it's not garish or too pale.

So you can get the confidence of wearing make-up out and about, your sissy side will get to practice her application of true, subtle, feminine make-up. Maybe you'll find that a faint application of lipstick is an addictive addition to your morning routine as the confidence-building, emboldening activity adds a unique sissy gloss to your day. :D