TRANSFORMATION EROTICA

[Serge]

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 handwash 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, babydoll style, one at least knee length. Both must be silk, satin or a polyester mix so thay 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 cocksucking 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.

[Serge]

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 colour, 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 colour 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 pantylined panties, you cocksucking, panty-wearing, feminised, 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 colour. 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...

[Serge]

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 boyclit, 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, sissyish 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...

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.

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 cocksucking 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.

[Serge]

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?

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 emphasise your cleavage? Now put your suit on. Relish the sensation of that slippery lining on your pantyhose. Let's hope your boyclit 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 cocksucking, 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.



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 eyepencil
- 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.

[Serge]

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 emphasise your cleavage? Now put your suit on. Relish the sensation of that slippery lining on your pantyhose. Let's hope your boyclit 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 cocksucking, 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.

[Serge]

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 tanlines, front and back.

THIS NOW BECOMES MORE OBVIOUS THAT YOU ARE TRANSITIONING INTO REAL TRANNY-LAND....A SHEMALE WANNABE

[Serge]

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, sissygirl.

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

Do not cum.

[Serge]

THAT I NOW HAVE BURNT ON LINGERIE ONTO MY SHAVEN SKIN....A PERMANENT REMINDER TO ME AND ANYONE ELSE THAT I AM NOT NOT NOT A BOY ANYMORE

[Serge]

Your Eleventh Sissy Assignment
Hello, my bra-tanned sissygirl. 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 cocksucking 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 buttplug. 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 colours is up to you.

Take your sissy, feminised self to a sex shop and buy not one but three buttplugs 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 buttboy?


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 buttplug. No real man would even dream of doing this. You are such a sissy.

[Serge]

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 feminisation 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 colouring, MANICURE, PEDICURE, EYEBROW SHAPING, EAR PIERCING, BELLY-BUTTON PIERCING....BECOME THE WOMAN OF YOUR AND EVERY GUY'S DREAMS!!!!

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 buttplug 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 coloured. Obviously, this will depend on your current colour, but there is little to touch a strong henna red or a soft, chilli purple for outright femininity.

You will be offered a huge choice of colours 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 glassfibre 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 boyclit 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 feminised sissy girl. Give up your last pretences at manhood and start living as a woman - full-time.

YOU CAN DO IT. I DID IT. MY BELLY-BUTTON RING FEELS SO FEMININE AND GOOD.