Dude Eats Like a Lady (Assignment)

We've gone over exercise with a previous running assignment (hopefully you've taken up some sort of aerobic activity on a regular basis), but the obverse side of the fitness coin is diet.

Rather than try to influence the variety of things you could eat we'll focus on something more immediately controllable and measurable. Women take smaller bites than men (and so should sissies!). This leads to eating slower, which leads to recognizing that you're full before you overeat.

Actual food content is important too, but in this simple assignment you will do a simple task: eat daintily like a lady for a whole day. Only fill the tip of your fork and spoon with food - not the whole thing. Never have a mouthful of anything. Sips and nibbles for the whole day!

Have the complete and utter comportment of a lady when you eat. No elbows on the table, no chewing with your mouth open and all the other perfect manners you would expect from a well-behaved lady.


And since there just aren't many pictures of sissies eating, I'll leave you ladies with this picture of the figure you could work towards, instead:

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Eyes on Unibrow

Eyes define a face. Large eyes sparkle with femininity, while squinting, sunken eyes menace with masculinity. So it's no surprise that a majority of make-up targets the eyes. Eye shadow, eyeliner, mascara, lash extensions...

But the eyebrows are often overlooked - dressed up with an eyebrow pencil and forgotten. You can sculpt your eyebrows into a beautiful feminine arch by waxing or tweezing undesirable hairs away (although they will grow back).

Even bushy eyebrows can be tantalizingly feminine if you shape them right. So here you go, an excellent guide to plucking some of those unnecessary hairs away.

Sissy Station had a fitting assignment, but it seems to go down more often than a cock-crazed sissy. Don't worry, you don't need to pluck everything all at once and risk having coworkers notice your emerging beauty.

So here's an assignment: for the next month pluck 3 - and only 3 - eyebrow hairs each day until you have shaped your eyebrows perfectly (start from the bottom, not the top). That way the change will slowly evolve over weeks. People you see and meet with regularly won't notice anything - although people you see randomly in the street might spot your beautiful feminine eyebrows.


You could end up with shapely, pretty eyebrows just like Sarina!

(...You are looking at her eyebrows right, sissy?)

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Nailed It! (Assignment)

Today is pedicure day!

To help keep you honest after playing with your clitty we're going to help make sure you can't immediately undo all of your precious work. You'll need a box you can lock with a padlock (not a combination lock). A simple bicycle lock will work.

Make sure all the nail polish remover in your house fits inside the box. Find a large plastic or paper cup (if you don't, try a convenience store coffee cup). Fill the cup with water. Connect some string to a toothpick and tie the other end to your key so that you can hang the key right in the middle of the cup. Put the whole thing in a freezer and get started on your pedicure!

Pedicure's work best if you have a whole set of skin and nail care products, but today you can get by for this assignment so long as you have a clear nail polish that can work as a base coat and a colored nail polish. If you'd like to go for the whole shebang, you could start with a basic pedicure guide online - like here or here.

There are a few basic highlights. Soak your feet and clean them well; spot cleaning is best done with nail polish remover, which can help remove oils - as well as its intended purpose removing nail polish. Clip your nails so that they don't extend beyond your toe. Cut them straight across. Don't try to put the clippers between your toe surface and the nail at the corners; this can lead to a type of in-grown nail.

With that pedicure prep out of the way, you can start on your polish. Put on a clear base coat. Let it dry completely. Wait a full hour if you have to. No stroking; I'd hate for you to accidentally lose heart half-way through.

Now it's time for the colored polish. And it should be colored. No nudes or half-tones. If you pick a flesh-toned pink it ought to be shiny or glittery.

Most girls have a multitude of nail colors, I'm sure you can find something. Red is the traditional option, but it's also not particularly popular for normal wear for most women. I suggest a shimmering pink, light metallic blue, or dark maroon or purple.

You only need to apply one coat, but depending on your polish and color you may want to apply a second. If it looks exceptional then you're ready for the next step. If it's streaky, bubbly, smeared or in any way not immaculate...well, then you'll have to use that nail polish remover and start all over again. Clean any polish from your cuticles if you happen to color outside the lines. Make sure you don't accidentally foul your pedicure polish cleaning up.


You want to be able to make it perfect not only so it looks excellent on you, but also so you can more quickly and reliably apply it in the future.

Toenails looking stunning, sissy? Great! Now it's time to take that nail polish remover and lock it away. You may only play with your clitty once the key is encased in ice.


You should keep that polish on for 3 days. If you have the urge to remove it after playing with yourself then take the key out of the freezer and let it start thawing (I'd hate to see you lose or damage the key breaking the ice apart...). If at any time before it thaws you get excited again you should put the key back in the freezer. You must also put it back in the freezer before you go to sleep.

If for some reason you break down and can't follow these directions you should do the assignment again - adding in a manicure with polish for good measure. And this time either pour out your remover or bury the padlocked box - it's for your own good, sissy.

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Essence (Assignment)

Many sissies get hung up on the kink and excitement of exotic feminine wear. But sometimes the common, normal, everyday pair of panties becomes too common, normal and everyday.

So today you have a special assignment to reconnect you with the garment that most often convinces sissies to embrace their feminine side and leave the woes of their masculinity behind: panties.

Go to a department store and find the women's wear section. Look for all the different kinds of underwear they have there. Make sure you look around all over. If you're not sure you've seen everything ask a store employee for assistance.

Once you've seen everything mull over which pair you would want to buy. Don't just pick the first pair you see and run off. Really think, sissy. Which pair of sensuous panties cries out to you? Are you a thong kind of gal? Basic cotton - maybe with a bow in front? Or are you really racy enough that you would want to wear silky, lacy ruffled panties all day?

Find the pair that speaks to you the most. You don't have to buy them (sissies shopping for clothes tend to be a bit short on cash), but maybe you should. They could be your bottom's next bosom buddy. And of course, there may be a matching bra to be your bosom's bosom buddy, too.

And if any clerk or employee asks, you should be a good, honest girl and tell them the truth: that you're looking for the best pair of panties for a very special person.

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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.

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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 )!

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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!

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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.

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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!

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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

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2012 Resolutions (1)

It's almost the beginning of a new year (for most of the world, anyway), which means it's also time for resolutions. Goals for you to aspire to and fulfill for a full year. So today and tomorrow I'll have some resolution ideas for you. They'll be split between feminization and sissification.


Today is the day to pick a resolution for your own feminization throughout the year.

Femininity is the key trait for a good sissy. Taking on the mannerisms, affectations, demeanor and general state of the fairer, better sex is what being a sissy is all about. So it's important to pick and stick to a resolution that will help develop your girlhood, even if it's something you alone will notice.


1. Grow your hair.

Hair grows a little more than 1 cm (about half an inch) per month. That means if you don't cut your hair at all this year, you'll be well on your way to luxurious, feminine locks for your next New Year's resolution. Of course, split ends and frayed hair aren't so appealing, so don't hesitate to get your hair trimmed once or twice during the year.


2. Use hygiene products for women

No, not tampons (unless you're very dedicated). This is for more mundane, everyday stuff. The most obvious example would be deodorant. Secret would be deliciously fitting, don't you think, sissy? Other options are: replacing your Schick with a Venus. Replacing your ChapStick with a shimmering Burt's Bees lip shimmer. You might even look into something as simple as a brand new purple or pink toothbrush.


3. Pluck your eyebrows

It's been covered here before: don't let the immaculate eyebrows you see on the street fool you. Getting a perfect feminine arch takes delicate plucking (or a steady hand with an eyebrow pencil). So there's no reason that you can't get your own sissy tweezers dedicated to sculpting your brow. Of course, you could resolve to plug 3 or 5 hairs every day until you've got the right shape, so that you don't accidentally make a irreparable mistake or surprise your coworkers too much. And once you've got them just perfect, you can move on to maintaining them for the rest of the year (they do grow back, of course!).


4. Switch to all feminine underwear

Gradually throughout the year - either once a week or whenever they have holes - throw out your old, gross male boxers or briefs and replace them with the delectable panties your inner sissy desires. By this time next year, you can be sure you'll have a drawer of beautiful panties, thongs, bikini bottoms and other with lingerie - and not a pair of bulky, unflattering, rough male underwear. Bras are optional :D (perhaps you're a sissy in the spirit of 70s femininism?).

So there you go sissy. You need not pick right now - it's not yet the New Year. But you should certainly mull over what sort of resolution you want to proclaim for yourself. One that you can unwaveringly follow.

Going overseas and don't want to explain your dove lady's deodorant to a TSA agent? Well you may be better of winking at him with your immaculate eyebrows. Head a bit too patchy for beautiful, flowing sissy locks (it's okay, sissy, a decent number of women also suffer from receding hairlines)? It may be time to focus a bit lower down and sculpt what hair you do have for your brand new panty collection.

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