Your Thirteenth Sissy Assignment

Your Thirteenth Sissy Assignment

You're not superstitious, are you, sissy?

So, you are seeking forced feminization humiliation and what you've done so far isn't enough, is that it?

Was your last assignment too much? Were you not able to do it? 

There can be no other reason for you wanting more assignments. If you had done it, you would now be so obviously feminized that everyone would know. And once everyone knows you are a sissy, you can no longer be 'found out'.

You're here because you want to explore humiliation without going all the way to total feminization. Very well, sissy. I hope you have done everything else, though; shaving, painting, tanning, clothing, sucking, chastity. If not, go back and start from the beginning.

You are going to join a dance aerobics class at your local gym/health club/sports center. Obviously, you will want to fit in with all the ladies there, so you need the right outfit. Go to your nearest dancewear shop. Look it up in the phonebook if necessary.

As a special reward for your devotion to these assignments you have free reign on your outfit for this trip... but you might want to be feminine.

You will buy a pink leotard. Ask for one with a scooped neck and back and 3/4 length sleeves which is cut high on the thighs. Buy a pair of nude, fishnet pantyhose. If they have them, buy Danskin dancers' fishnets. These are very expensive but superb quality and have cotton soles for comfort.

You also need a pair of ladies' trainers in your size (if at all possible), a powder pink sweat or jogging suit and a matching pink lipstick. Lastly, some pink grips for your hair. Wouldn't want it flopping in your face as you exercise, would you, girl?

Try on your new outfit at home. Wear a pair of thong panties underneath everything to protect your balls from the grip of the fishnet. Don't wear your bra.

How do you like fishnets?

Do your red toenails look good?

Your leotard reveals lots of thigh, doesn't it?

Does the scoop neck reveal your bra tan? Check your back in the mirror. Does your tan show there?

You're going to an aerobic class like this. In front of dozens of women. Is that humiliating enough? No. What will be more humiliating is turning up in your pink sweats, showing just a hint of nude fishnet, which might go unnoticed, then stripping down to this. prepare for a lot of sniggers, sissy girl. Even this is not enough. you will apply your lipstick in front of everyone. Now, is that humiliating enough?

You wimped out of your last assignment, but you WILL do this. The idea tantalizes your sissy mind, doesn't it, girl? What are you waiting for? Email your report.

Your Twelfth Sissy Assignment

Your Twelfth Sissy Assignment

Has anyone else noticed how much of a sissy you are these days? Your work colleagues, for example?

Plugged, shaved, plucked, tanned and perfumed, you wear a bra, panties and hose all the time and your fingernails are growing longer and sport clear varnish. I bet the women you work with have noticed something, even if they haven't said anything. They will certainly be curious about what you get up to away from work.

After this assignment, they will know for sure.

By coming this far you consider yourself adept at applying make up, don't you, girl? I hope this is true, because the 'sexy office girl' is having another outing.

Get out your phone directory and check out 'beauty salons' and 'beauticians'.

Yes, that's right. You are going to get a professional makeover. You've done very well to get this far. You owe it to yourself.

Start ringing round. Ask if they would accept a male customer and if they have any objections to you arriving dressed as a woman. You're employing other people in your feminization now, so it's best to make sure they won't be offended.

When you are successful, book an appointment. Take a day off work for this. It'll be worth it. You will ask for -

hairstyling and coloring

manicure 

pedicure 

eyebrow shaping 

a make up lesson 

ear piercing, if they offer this.

This is your assignment. Are you ready? There will be no going back.

For your appointment, you will wear your 'office girl' outfit with your best attempt at make up. As it's a special occasion, you will wear your sheerest pantyhose, your largest butt plug and red polish on your fingernails, even though the nail technician will take it off again at the salon.

You will ask them for the most feminine style they can create with your hair. You will give them total free reign. They may want you to help by choosing something from a magazine. Be true to your self. Don't go for something androgynous. You must also get it colored. Obviously, this will depend on your current color, but there is little to touch a strong henna red or a soft, chili purple for outright femininity.

You will be offered a huge choice of colors for your nails. Choose the best, dark red to go with your new hair. I hope you've been letting your fingernails grow out. If they are not at least a quarter inch beyond your fingertips, you must get half-inch glass fiber extensions to punish yourself.

And can you picture yourself getting ready for your pedicure? Unfastening the dainty buckles to step out of your high-heeled sandals, hitching up your tiny skirt and rolling down those delicious nylons you wear 24 hours a day. Then having a nail technician remove your nail varnish and add a new, dark red polish? Don't forget, you must not cum.

Get a single piercing in each ear. Choose pearl studs; they're more attractive and feminine than gold or silver.

Leave the style and extent of your eyebrow shaping to the experts. Just ask for something suitable for the shape of your face and your hairstyle and more feminine that what you have done already. Maybe you'll end up with pencil thin arches, maybe not. Won't that be exciting?

For your make up lesson, tell them you want an evening make up, no matter what time of day it is. This usually translates as 'glamourous' (or tarty, depending on your viewpoint). Listen to the beautician as she describes everything she's doing in great detail. Remember: do not cum.

When you leave the salon, linger at the local stores. Go for a coffee. Show the world the glamorous sissy you have become. After all, if you can't pass now, with all this professional help, you never will.

Get out your little compact mirror and study the new you. Do you like what you see? Play with your earrings. They feel good, don't they? You paid a professional to do your face, nails and hair. Don't you look fantastic? You can remove the cosmetics but you'll never pass off your new hair as 'male'. Nor those eyebrows. Maybe you need to stop pretending and out yourself as the true sissy you really are. You'd rather be a woman, anyway. That's what you've been training for, isn't it? That's why you're so good at making up your face and sucking cock; why you have a bikini tan and wear a bra, panties and pantyhose 24/7; why you shave your legs and paint your nails; why you haven't let your pathetic boy clit spurt for so, so long. That must be so difficult when you look so gorgeous.

Undo your jacket. Look at the way your breasts stretch your top. Look down at your lap. A miniskirt barely covers your nylon-clad thighs and your professionally- painted toenails glint back at you past the delicate straps of your high-heeled sandals. Wiggle your toes. Don't you just love that sensation as they gently stretch their nylon prison? You are nothing but a feminized sissy girl. Give up your last pretenses at manhood and start living as a woman - full-time.

If that's what you decide, then good luck and farewell. These assignments have helped you find your true self. You can now graduate. EMAIL your final report.

Or is this too much for you? Do you prefer the humiliation of being a secretly feminized man, 'forced' to do things against your will? Perhaps you need some more assignments, then.

Your Eleventh Sissy Assignment

Your Eleventh Sissy Assignment

Hello, my bra-tanned sissy girl. Stand naked before a mirror and look at that indelible lingerie burnt onto your skin. What more humiliations can be in store for you, sissy?

Are you bored of cock sucking yet? Does it need spicing up a bit?

You are going to buy a new toy. You are going to a sex shop to buy yourself a butt plug. The reason you are going shopping and not buying it online is that you are going to be dressing up, but you probably guessed that, didn't you? Clever girl.

You are going to be shaved and perfumed and in bra, panties and hose, as you are every day. You need not fill your bra. You will wear your choice of male clothes and shoes. You will also wear foundation, lipstick, mascara, eyeliner and at least one shade of eyeshadow. The choice of colors is up to you.

Take your sissy, feminized self to a sex shop and buy not one but three butt plugs in different sizes. You'll also need some lubricant.

Back home, you're going to start buttfucking yourself. Pull down your pantyhose and panties. Smear some lubricant against your hole and slowly work a greased finger inside. Fuck yourself with your finger. Does it feel good, sissy butt boy?

Get the smallest plug and slowly fuck yourself with it. Once you're past the widest part it will suck itself in until it's base is nestled tight up against your hole. Do you feel full? Remember, that's the smallest one.

Start sucking your dildo and masturbate. 

Notice how your sphincter tightens around the plug as you play with yourself. Do you feel hot? What a shame you aren't allowed to cum.

Keep your plug in for at least an hour.

Increase your plugging time by an hour a day. Once you've managed six hours, move up to the next size plug and start again at one hour. Repeat until you've worn your largest plug for a full day at work before moving on.

Imagine a full working day - shaved, perfumed, bra, panties, pantyhose, nail varnish and now a butt plug. No real man would even dream of doing this. You are such a sissy.

Your Tenth Sissy Assignment

Your Tenth Sissy Assignment

Welcome, sissy girl.

This will be short and sweet. Two simple tasks with the most enduring consequences of any of your assignments so far.

One

You will hire a sunbed, one that will tan you both sides at once, like a piece of bread in a toaster. Twice a day, you will dress in a bikini or panties and a filled bra and build up a delightful, feminine tan on your sunbed. Be careful to position your bra straps in the same place every day so that the outline is crystal clear. Do not even consider returning the sunbed to the store until you have done this for a week and have very obvious, sissy tan lines, front and back.

Two

Pluck your eyebrows. Follow the advice below to get a pretty arch.

How feminine do you dare go? Delicate, pencil-thin arches will make your face much sexier. Much more room for eyeshadow, too. Do it, sissy girl.

From now on you will pluck your eyebrows every week. Don't forget to continue your make up, cock sucking, shaving, heels and underwear routines as well.

Do not cum.

Your Ninth Sissy Assignment

Your Ninth Sissy Assignment

Now that you have bought yourself a nice, casual, feminine outfit, you have the perfect costume for another shopping trip.

Yes, you are going shopping again and this time it's going to be very special.

You will be completely, freshly shaved. Your toenails will be red, your fingernails will be glittery. You will wear black bra and panties, nude pantyhose, your floral blouse and black slacks and subtle lipstick. You can wear men's shoes, even though they will look so out of place. You will carry your compact mirror, both your lipsticks, spare pantyhose, your high-heeled sandals, your dildo and your breasts. Aren't you glad of your handbag, sissy girl?

Copy out the following shopping list in your own handwriting -

- delicate, feminine watch (this need not be expensive)

- two piece black suit - long sleeved jacket, short skirt. Must be lined.

- skimpy, white vest top

- good quality perfume. Try a few and find one you like.

- make up kit. You want products to match your skin tones and skin type. Most - department stores will do a selection of make up in a gift set, which will make your life easier, but you must buy -

- liquid base

- powder foundation

- blusher

- a selection of eyeshadows

- black and brown mascara

- black and brown eye pencil

- eyebrow pencil

- set of applicators

- eyebrow tweezers

- eyelash curlers

You are going to look so hot.

When you have completed your shopping, find a quiet rest room, maybe in a department store. You know what's coming next don't you, girl? I hope your hair isn't too masculine or this will be really humiliating.

perhaps this is how you'll look?

Hang your new suit on the back of the door. Put your sandals on the floor. Take off your shoes, slacks, blouse and lipstick. Fit your breasts into your bra cups. Spray a little pefume on your wrists and rub them together. Spray behind your ears, between your breasts and between your legs, too. Isn't it good to smell like a woman?

Put your vest on. Does it emphasize your cleavage? Now put your suit on. Relish the sensation of that slippery lining on your pantyhose. Let's hope your boy clit doesn't stick out too far, girl. Maybe you can tuck and a liner will prevent any nasty stains. Put your sandals on. You will be thankful for all the heel practice you've had at home.

Do you look hot or what?

Now it's time for your make up. It's your first time so you're not going to use much. Less chance to make a mistake that way. Press a little of the powder all over your face, using a rolling motion with the pad. Position the eyelash curlers at the base of your upper lashes and squeeze for a few seconds, then release and gently squeeze again a little further out.

Hold the mirror at your chest so you are looking down into it. Now apply mascara to the outer two-thirds of your top lashes. Next, apply a coat of red lipstick and blot. Now a second coat of mascara, then a second coat of lipstick and blot. Now do your bottom lashes whilst looking up at the mirror. Add a third coat of lipstick, for luck.

See how long and feminine your lashes look. Don't your eyes look sexy, sissy girl? And that's without eyeshadow or pencil. You won't be using them today because they take practice. Don't worry, girl, you're going to get lots of practice.

Put your watch on. Despite what you're wearing, does that not make you feel even more of a sissy?

Now pack up your stuff and present your 'smart office girl' look to the world. How long do you think it will be before you are dressing like this for work?

You will not cum.

Go to a bookstore and buy a book on hair, make up and beauty. You are going to read this from cover to cover when you get home.

EMAIL your report. You must have a lot to tell...

From now on you will wear a bra, panties and pantyhose on your shaved body every day and sandals every moment at home.

You will maintain red toenails and will also wear clear polish on your fingernails. Always. Hopefully, you have been using your initiative and letting your fingernails grow.

You will apply your new perfume to your wrists and chest every morning.

You will continue your cock sucking, but only once a day now. Every evening you will wear one of your two female outfits and apply full make up before sucking cock. This will give you daily practice at doing your make up. Believe me, you will need it. Most real girls have been experimenting with make up since long before puberty, so you have a lot of catching up to do. Try a different look every day. Remember, you are a sissy, not a tart. This goes for make up more than anything. A girl must learn to have a light touch.

Satisfy yourself that you can make yourself up proficiently before you progress to your next assignment. This is very important.

Your Eighth Sissy Assignment

Your Eighth Sissy Assignment

Have you REALLY completed your seventh assignment?

No cheating, please. Go back if you haven't done exactly what you were told.

You are an eager, sissy cocksucker, aren't you? Did you enjoy your walk in cum-soaked panties? Did you feel feminine? Did you feel warm between your legs? Did your heavy duty pantyliner hold it all, or did some of your cum run down your leg, inside your pantyhose, leaving a dry crust? Did you feel dirty?

From now on, things are going to get harder. Except for your boy clit, that is...

You bought three bottles of nail polish, didn't you? Now you're going to start using them. From now on, your toenails will be permanently painted. You will give them three coats of red, then one coat of clear. Every four days, after your shaving ritual, you will remove and renew your nail varnish. Your feet will look so pretty; shaved smooth, with bright red nails inside sheer pantyhose. You won't want to hide them away for long. You'll need some delicate, strappy, high-heeled sandals to wear so everyone can see your pretty feet. You will also have to start looking for pantyhose with a sheer, sandal toe when you next buy a pair, won't you?

It's about time you expanded your wardrobe.

You will need to get ready for your little shopping trip. You will make sure you body is smooth and hairless. Your toenails will be immaculate in red. You will paint your fingernails. Not red; at least, not this time. Use the glittery polish. See how girlish it makes them look. Subtle, yet obvious. This must be one of the most frightening, sissy-ish things you have done, don't you agree?

You will wear your black bra and panty set and black pantyhose. You will wear a white tee-shirt, a jacket, a pair of jeans and a pair of shoes. To make sure you expose your black, nylon ankles, you will fold a 2" turn-up into your jeans. Don't forget your handbag, either.

Apply three coats of your nude lipstick. Don't forget to carry it with you, along with your spare pack of pantyhose. Now you are ready. Visible hints of lipstick, nail varnish, bra, pantyhose and a handbag. Quite humiliating for you, isn't it, girl? Every woman will know you are a sissy. Some men will probably notice, too. But teenage girls are the worst... very observant and very cruel. Let's hope you don't meet too many.

You should know your sizes in women's clothes by now. You are going to buy a pair of women's slacks. Again, remember to buy quality. You are investing in your femininity. Buy a black pair with a non-elasticated waist and a side or rear fastening.

You will also buy a blouse. Look for a delicate, floral print, short sleeves and a feminine collar. Try to get a rear, or shoulder, fastening.

Next, you will buy a pair of high-heeled sandals. These are so trendy you will find them everywhere whatever the season. Unless you are blessed with small feet, you may have to compromise on the 'buy quality' rule to get whatever you can. However, you should be able to squeeze into a sandal one or two sizes too small if you can't find your size. A lot of cheap shoe stores have a good range, so you can afford to experiment...

imagine these are your feet, sissy. Soon, soon...

Look for wraparound ankle straps, so the heel is 'open'; tall, slender heels; no platform soles. The sole should be thin and delicate, with just a few straps attached to it. The sandals in the picture above are exactly what you are looking for. Go for pink, red or black. Do not buy white. You are a sissy, not a tart.

Your feet will look like this by the end of this assignment...

Don't forget, your appearance will scream 'sissy' to any women, so don't be embarrassed to ask to try something on. The assistants will probably expect you to ask, or even suggest it to you. Just imagine taking off your shoes to expose your bright red toenails, encased in black pantyhose.

Lastly, buy a pair of nude, knee high stockings and a bag of millet or similar bird seed.

By now, you should be carrying a collection of bags from women's stores, adding to your sissy appearance. Go to the nearest men's room. Pour a good handful of birdseed into each stocking, twist the stocking and fold it over itself, then tie a knot. Remind you of something? You've just made your first pair of breasts. Fit them inside your bra, so that the knots are pointing out like erect nipples. You may need to adjust your bra straps to allow for this new weight. Does it feel good to have your first pair of breasts? Change into your new blouse and slacks. You will walk back to your car like this.

You have now completed your eighth assignment. EMAIL with your report.

You will continue to masturbate but you will not cum.

You will continue your cock sucking practice three times a day.

You will always wear panties and pantyhose, like a good sissy. You will wear an unfilled bra at least once a week.

You will continue to keep your body smooth and hairless and your toenails painted.

You will wear your new shoes around the house every waking moment.

Your Seventh Sissy Assignment

Your Seventh Sissy Assignment

I hope you are doing this properly.

To get this far, you have shaved your legs at least fourteen times, put lipstick on over a hundred times and sucked cock so often you are a pro. You own at least six pairs of panties and a bra, which you've worn to work at least four times, and you should still have seven pairs of pantyhose if you've been replacing all the damaged pairs.

And that happens so easily doesn't it? Pantyhose are so delicate, especially the sheer pairs you are forced to buy. But it's worth it isn't it? Have you worn five denier on your shaved legs yet? Deliciously feminine, aren't they, sissy? But so delicate. By now, you've almost certainly had to wear a damaged pair for hours on end. Not any more.

From now on, you will be more ladylike and always carry a brand new pair of pantyhose with you, in their packaging, no matter what you are doing. You will also start carrying your lipstick around with you, too. You never know when you might need it. Soon you will need a handbag for all the things you will be made to carry around with you, just like a real woman. (A handbag is a purse to you, Miss American sissy.)

You are going shopping again, sissy. To prepare for your trip, make sure your body is very smooth. Wear your bra and panties and your sheerest pantyhose. You can choose the color, but make sure you are carrying spare pantyhose and your lipstick. You will also take your dildo. I guess you'll be needing some kind of bag. See how useful a handbag is?

Wear a white shirt, a suit and tie and a pair of shoes. Don't wear socks. Don't wear an overcoat, even if the weather is poor. Your black, lacy bra will be visible through a white shirt won't it, sissy? Nevertheless, you will do this.

Park well away from the shops.

The first thing you must buy is a handbag (purse in the US). Something that will never be mistaken for a man's bag. Something quite dainty, but large enough for all the things you will soon be carrying at all times, like your spare pantyhose, a make up bag, pantyliners and your dildo. Buy a nice, little, zip up bag to keep your make up in, too.

You are going to buy nail polish, because from now on you are going to be painting your toenails. Shaved legs, painted nails and pantyhose. How erotic, how feminine. No real man does that. You must be such a sissy. Imagine how you'd feel if someone saw your feet.

You will buy three bottles of nail varnish; one clear, one clear but glittery and one bright red. Don't forget some remover, some toe spreader sponges and little cotton wool balls.

Make sure you buy a new, red lipstick to match your nails; that old one must be nearly worn out.

You will also buy a very subtle lipstick in a color called 'nude' or 'birthday suit' or something similar. Again, remember to buy quality, you are investing in your femininity.

You will buy a little compact mirror. Every girl has one in her handbag for checking her make up. You will so enjoy checking your make up in public.

Lastly, you will buy a pack of pantyliners, the type with wings. Make sure they are heavy duty.

You will then go to the nearest men's room and put in your first pantyliner. Position it in the gusset of your panties and tuck your cock between your legs, against your pantyliner. Bend the wings over the edge of your panties to hold the liner in place.

Put on your new, red lipstick in your new, compact mirror. Blot and reapply three times. Make yourself pretty, because you're going to cum, but it's the last orgasm you'll have for a long, long time.

You want to look your best for such a memorable occasion, don't you?

Suck your dildo, looking at yourself in your compact. Now cum in your panty-lined panties, you cock sucking, panty-wearing, feminized, sissy girl. Make it a good one, because it's your last. Don't clean any of it up. Pretend you're a slut who's just sucked her boyfriend before he fucked her in the toilets and his cum is now leaking into her panties.

Remove your red lipstick and replace it with your new, nude lip color. Walk back to your car in your cum-soaked panties.

Do not move on to your next assignment until you have done this. If you don't think you can do this, you certainly won't manage the next assignments. And you do so want to be feminine, don't you sissy? Your eighth assignment is beckoning...

EMAIL with your report.

Your Sixth Sissy Assignment

Your Sixth Sissy Assignment

Only your sixth assignment? Yet you have already come a long way, haven't you, sissy?

You only wear women's panties and you wear pantyhose all the time. You hand wash your delicates every night. You've bought and read a selection of women's magazines, one of which you get delivered as a subscriber. You sit down to pee and you've become a regular, lipstick-smearing cocksucker. You may well be pleased with your progress, but you could reverse all of this if you changed your mind tomorrow.

To ensure you don't falter, some more enduring changes are required.

You may have looked adoringly at your nyloned legs and wondered how they would look and feel if you shaved them, like a real woman. Well, my little sissy, you are about to find out, because for this assignment you are going to shave your legs.

But that's not all. You are going to shave off your pubic hair and shave your underarms. Lastly, you are going to pluck out your chest hairs. I hope you don't have too many.

Your legs are going to look and feel so much more realistically feminine in your sheer pantyhose. You won't believe the new sensations without all that hair in the way. If you've enjoyed it so far, you're in for a treat.

You are removing your chest and underarm hair in preparation for your first bra. Oh yes, not only are you going to shave your body like a woman, but you are going to start wearing a bra.

You are going shopping again. You will return to your lingerie store and buy a black, lacy, underwired bra and matching panties.

Make sure the bra will fit you. Don't guess your size, ask to be measured. Don't forget, the assistants already know you wear lingerie, so there's no need for any new embarrassment. Buy three more pairs of panties to expand your collection.

You will also buy two nighties; one a very short, baby doll style, one at least knee length. Both must be silk, satin or a polyester mix so they will be slippery on your skin and over your pantyhose.

Wear your new bra and panty set one working day each week.

Continue to wear panties and pantyhose every day.

Wear one of your nighties with pantyhose and panties every night.

Increase your cock sucking practice to three times a day, always wearing lipstick.

You may only cum once a week.

Shave your legs, pubic and underarm hair every two days. Pluck your chest hairs every week.

This is a lot of new work. To make sure you are well settled into your increasingly feminine regime, you may only proceed to the next assignment when you have successfully completed four weeks homework.

Your Fifth Sissy Assignment

Your Fifth Sissy Assignment

You are a panty-wearing, cock sucking, cum-eating, sissy slut.

Say it.

Are you proud of yourself?

I hope you've been doing your homework. Do you enjoy sucking cock? One so realistic you can feel the head slide over your tongue? Do you like the taste of your cum yet? Do you find it humiliating?

Well, your cock sucking is going to be even more humiliating from now on.

Firstly, you are to increase your cock sucking practice to twice a day, morning and night.

Secondly, you are to watch yourself sucking cock in a mirror.

Thirdly, you are going to wear lipstick. Not just any lipstick. Bright, fiery red lipstick.

What could be more exciting than watching a pair of glossy, red lips swallow a thick cock? And what could be more humiliating than knowing they are your bright, red lips swallowing a large and very realistic cock. Your lipstick will be smeared over your face and down the shaft of the dildo. You will taste lipstick, intermingled with the rubbery taste of dildo and the taste of pre-cum.

As this will be very arousing for you, you must restrict your orgasms to once every five days. This means you must put on lipstick and suck cock in a mirror ten times before you spurt. Is that clear? Will you be able to stop yourself cum? You must.

But first you must buy your lipstick. Don't forget; buy quality, you are investing in your femininity. The color lipstick you choose must have 'fire', 'blaze' or 'hot' in the name, so you can't just rush up to a display and take the first one you see. You will have to read the labels carefully.

Uncap your new lipstick. Wind up the phallic column of pure color. Face your cock sucking mirror. Run the firm, waxy stick across your top lip.

Press your lips together and see the color transfer to your bottom lip. Drag the lipstick across your bottom lip, backwards and forwards until the color is thick and creamy.

Make sure both lips are fully covered, right into your mouth, but not on your teeth. Blot your lips by pressing a tissue against them, then paint them again. This will make the color last longer. Now begin your cock sucking ritual. Kiss the tip and look at the feminine, red lip mark you have left. You are such a slut! Suck that cock for all you're worth. Do not cum. Every five minutes, renew your lipstick. Continue cock sucking for at least 15 minutes.

You will do this twice a day, every day, including work days, so you'd better start getting up early.

You may cum three times, once every five days, so do not proceed to your next assignment for at least fifteen days.

Your Fourth Sissy Assignment

Your Fourth Sissy Assignment

In this assignment, you will continue to change your attitude.

I hope you are still wearing panties and pantyhose, sissy. Have you cum since your last assignment? Did you find some pretty pictures to look at? If you are a good girl and doing as you are told, you will have been wanking furiously without release. Are you frustrated? Is your boy-clit standing to attention?

Don't worry, you will get to cum.

But you might not want to.

You will buy a dildo, either on-line or from a good old-fashioned sex shop. It MUST be realistically detailed and it must have a pair of balls at its base. It must also be thick.

It needs to be realistic because you are going to suck it. Yes, you're going to put it in your mouth. And suck. The more realistic the dildo, the more realistic your experience of cock sucking. You want it to be realistic, don't you? You are going to learn to be a good, sissy cocksucker.

First you will kiss the tip. Then you will lick the tip, then down the shaft. Get it slick with your saliva. Then you will open your mouth and slide that juicy, fat cock between your lips, gently at first, then deeper and deeper until you feel it touch your throat. You may find you gag the first few times, but you will keep going until the balls are banging against your chin and your mouth is stuffed full of cock.

Now masturbate. Imagine you are totally feminized, sucking a real man's cock. Imagine you are the cocksucker in the picture below. Work that cock in and out of your mouth. Do NOT cum. Smear your pre-cum over the dildo, make it taste like a real cock. Keep going for 15 minutes. Do not cum.

Do this every day for three days. After your third fifteen minutes, you may cum, but collect all your cum in a small glass and smear your dildo with it, making sure there is plenty on the head. Now suck your dildo again for a further five minutes. Make sure you have licked your dildo completely clean and you have emptied the glass. Savour the taste of cum. Imagine it is a real cock; a real cock you have sucked to orgasm and licked clean. How humiliating. A real man would never do that. But you're not a real man, are you, sissy girl?

Repeat this cycle three times before proceeding to your next assignment. Yes, that's right, you can cum every three days until then. From now on, you will drink every last drop of your cum.

Your Third Sissy Assignment

 Your Third Sissy Assignment

Are you used to wearing pantyhose? Don't they feel great on your legs? Do you get a new thrill looking at women's legs? Do you wonder about being discovered?

So far, all you have changed is your clothes. In the next few assignments, you will change your attitude.

What defines you as a man? Your cock does, no matter how puny and pathetic it is. A cock is not a feminine thing. From now on, you will call it your boy-clit. I bet you've jerked off in your panties as you've enjoyed the silky, slinky feel of sheer pantyhose on your thighs. Not any more. From now on, you may only cum when you have permission to cum. You are free to masturbate, in fact you must masturbate regularly, but you will not cum without permission.

The other problem with your boy-clit is that it enables you to pee standing up. Not any more. From now on you will sit down to pee like a proper girl. Pull down your trousers, pull down your pantyhose, pull down your panties and pee. Wipe yourself when you've finished. You want to be a clean, sissy girl, don't you? Every time you pee, you will drop your panties. No popping your boy-clit out over the top, okay, sissy?

Your main task this time is to purchase four women's magazines. One must be a glossy, fashion monthly, one on hair and beauty, one aimed at 20-somethings, with sexy, superficial questionnaires and one a trashy weekly. Buy them all from the same shop in one visit, so it's obvious they are for you.

You will read everything in all of them, but pay particular attention to hair, make up and fashion advice. Soon you will need this advice. You will complete all the questionnaires. Find three hairstyles, three faces and three outfits that you like and masturbate over each, imagining you are the featured model.

Do NOT cum.

Which magazine had the majority of chosen pictures? You will get every issue from now on. You will subscribe to that magazine, so that it's delivered to your door with your name on the packaging.

Do not proceed to your next assignment until you have read all your magazines and sent off your subscription.

Your Second Sissy Assignment

 Your Second Sissy Assignment

How is my little panty-wearing sissy coming along then?

Your second assignment requires some more shopping. You will return to the same store as last time. How humiliating. Perhaps the assistants will remember you bought some panties recently. Maybe they'll be wondering if you're wearing them right now.

You will buy a second pair of panties; this time a thong. Try to find one in pink. You will also buy 7, yes seven, pairs of pantyhose. Don't cheat and buy multipacks; buy seven separate packages in a variety of brands. If they aren't 'one size', be sure to check they will fit. Purchase at least one pair in black and one in nude. Buy only 5, 7, 8 or 10 denier; no opaque or semi-opaque, no patterns and definitely no fishnets. Opaque are sweaty and dull and fishnets are for tarts. You are a sissy, not a tart. Sissies want to be feminine. Sissies wear sheer. You will be feminine. You will wear sheer.

When you go to the checkout, the assistant will have no doubt that you are buying pantyhose for yourself. You're not going to buy seven different pairs for your girlfriend, are you? Don't be embarrassed; relish the thrill of being in the presence of a woman who knows you are a sissy. Be in awe of her; you are just starting out, learning to be feminine, trying to be more like her. Even if she is plain, she is more feminine than you will ever be.

You will have guessed why you have bought seven pairs of pantyhose. You now have a different pair for every day of the week. You will always wear pantyhose from now on - at home, at work, in bed, at the grocery store, at the gym, at a nightclub - wherever you go you will always feel the caress of nylon against your legs.

Discretely, look at the legs of every woman you meet. Is she wearing pantyhose or stockings? Is she wearing the same shade as you? Is she wearing the same denier as you? After a while you will have enough experience of hosiery to be able to answer these questions. And don't dismiss a woman just because she's wearing trousers. Some women even wear pantyhose under their trousers; after all, you do, don't you, sissy?

From now on, you will wear your pantyhose 24/7 except to bath or shower. In fact, you can also wear them in the bath or shower if the mood really takes you. You will be tormented by the sensation of your legs brushing against the sheets as you try to sleep. If you ladder a pair, you will buy a new pair to replace them. You will hand-wash each soiled pair every day.

Your new panties will be alternated with your old pair. Discard all your male undies now. You will not keep any. Even if you have to go to the doctor, you will do so in panties. There is no going back.

Do not proceed to your next assignment until you have worn pantyhose for at least two weeks.

Your First Sissy Assignment

 Your First Sissy Assignment

This is your first step on your journey into femininity. A journey that will change your life. You will be humiliated and embarrassed. Most of all, you will be feminized. If you don't intend to follow all of these assignments to the letter, then turn away now.

Your first assignment is to buy yourself a pair of panties. Be sure to measure your hips before you set off. You will go to a smart department store or, better still, a specialist lingerie shop. How exciting - a whole shop dedicated to women's underwear - bras, panties, suspenders/garters, slips, camisoles, nighties, negligees, peignoirs, stockings, pantyhose. Every customer is after one thing; lingerie. No doubt you'll be the only man in there. Everyone will wonder if you're shopping for yourself. Well you are, aren't you sissy?

Don't buy cheap underwear. This is an investment in your femininity, so buy quality that will last. Study all the available choices of panties. Chose a pair of white, brief-style panties, but try to find a pair with a lace front panel. Make sure they are your size. Don't forget, you are a man and you need to make room for your pathetic cock and balls, so don't buy panties with a narrow gusset unless you want to be squirming and fiddling all the time.

Take them home and put them in your underwear drawer. Do not wear them... yet. Tonight, when you undress for bed, throw away those nasty, male undies you are wearing. You have a new pair of panties to take their place now.

Tomorrow, you will wear your panties all day. If it's a work day, try to imagine which of your female colleagues might have prettier panties than you.

Hand wash your panties each evening and wear them every day. Discard a pair of male undies for each day you wear panties.

Do not proceed to your next assignment until you have worn panties for at least one week.

Sissy Assignments - Introduction

 Hello, budding sissy. So, you want to be feminized, do you?

Do you fantasize about being made to dress like a woman, look like a woman, think like a woman and act like a woman? Have you imagined yourself as each of the beautiful women on the gallery pages?

Do you like the humiliation of being made to wear women's things in public when you're still obviously a man?

You've come to the right place, sissy.

On the following pages, you will be given a series of assignments which will take you on a journey through humiliating sassiness and on towards your total feminization. Here are some examples, sent by a devoted sissy...

You want to be feminine, don't you? To hear the clicking of your stiletto heels as you walk, feel the swish of pantyhose as your nylons rub together on your smooth thighs, beneath your tight, lined miniskirt which slides over your ass, your heavily-styled hair and heavy earrings brushing your neck, your shoulders feeling the pull of heavy breasts in your bra, tasting lipstick on your lips and smelling your perfume, make up and hairspray. You want it, more than anything, don't you?

One day, sissy, one day.

Please don't ask for personal training, though. Follow the assignments here. There is enough to keep you busy. Even if you are an experienced sissy with your very own, feminine wardrobe and you dress regularly, the discipline of having your femininity enforced by these assignments will still be thrilling.

You are welcome to send in reports on your progress, if you wish. Please include your sissy name in your email. The best reports may even end up on a new display at the station.

So, are you ready?