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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 feminised. 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.

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 opaques or semi-opaques, no patterns and definitely no fishnets. Opaques 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 handwash 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 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 boyclit. 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 boyclit 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? Everytime you pee, you will drop your panties. No popping your boyclit 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 dedicted to 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 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 boyclit 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 cocksucking. 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 feminised, 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 Fifth Sissy Assignment

You are a panty-wearing, cocksucking, 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 cocksucking is going to be even more humiliating from now on.

Firstly, you are to increase your cocksucking 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 colour 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 colour. Face your cocksucking mirror. Run the firm, waxy stick across your top lip.

Press your lips together and see the colour transfer to your bottom lip. Drag the lipstick across your bottom lip, backwards and forwards until the colour 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 colour last longer. Now begin your cocksucking ritual. Kiss the tip and look at the feminine, red lipmark 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 cocksucking 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 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.

Your Seventh Sissy Assignment

I hope you are doing this properly.

To get this far, you have shaved your legs at least f******n 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…

EMAIL with your report.

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…

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 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.

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 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.

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 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.

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.

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, 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.

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.

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

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 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.

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 feminised man, ‘forced’ to do things against your will? Perhaps you need some more assignments, then.

Your Thirteenth Sissy Assignment

You’re not superstitious, are you, sissy?

So, you are seeking forced feminisation 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 feminised 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 feminisation. 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 centre. 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 tantalises your sissy mind, doesn’t it, girl? What are you waiting for? Email your report.

Your f******nth Sissy Assignment

Was your aerobics class fun?

Have you made any new friends?

Did someone offer to do your make up, or say she wished her husband would do something like you?

You love to be humiliated, don’t you, sissy girl?

This time, you’re going to a print shop to get some slogans printed in big letters on white, skinny-rib, ladies tops. Choose two from the following -

- Is there a run in my pantyhose?

- Would you like to see my pretty, red toenails?

- I’m wearing panties.

- Please feminise me.

- Please put make up on my face.

- Yes, I am wearing a bra.

Needless to say, you are going to wear your new tops, over your bra, every time you go out of the house, except to work.

DO NOT try to cover your top with a coat, jacket or sweater. Is that clear?

Have a good time…

Email your choices, or a better one, if you have one.

Your Fifteenth Sissy Assignment

You’re going out again. It’s going to be humiliating.

From the head down, you will wear -

- your hair in a masculine style

- no make up

- no jewellery

- a shirt and tie

- men’s, three piece suit (if you have one, otherwise a two piece will have to do)

- black bra, panties, sandal-toe pantyhose

- red fingernails and toenails

- high-heeled sandals

Now go and do your regular grocery shopping.

You will be so humiliated as your heels click-clack up and down the aisles, reaching out for grocery items with your feminine hands. Pay by credit card, sissy, so you have to sign your male name whilst holding the pen between those pretty, feminine nails.

EMAIL with your report.

Your Sixteenth Sissy Assignment

You’re going on another long and embarrassing shopping trip. You need to expand your sissy wardrobe and you need jewellery.

You will, of course wear your regular bra, panties and pantyhose, with shaved body, painted toenails, perfume, ladies’ watch and handbag. Your fingernails will be glittery. You will wear your women’s slacks and a white, collared shirt, with the top three buttons open, so you risk exposing your bra when you lean forward. For now, make do with your male shoes.

Wear your best ‘nude’ make up look. I’m sure you are experienced enough to know this does not mean ‘no make up’. You will wear foundation, powder, eyebrow pencil, eye pencil, eyeshadow, mascara, blusher and lipstick, but in subtle colours that, from a distance, make your face look unpainted. Of course, up close, any woman will notice, but that’s what you want, isn’t it, sissy? Besides, they will notice your nails and your bra and your perfume and the side zip on your slacks, so why be embarrassed about a little make up?

First stop is a jewellers. Jewellery stores offer great scope for sissy humiliation. They always offer such personal attention. Try to go at a quiet time so you get this attention. Ask to look at ladies’ rings. You will almost certainly be offered a seat, which means you will expose your ankles in their pantyhose. Then you will have to point out your choices on a selection of trays, drawing attention to your painted nails. The ring you are looking for is a solitaire; a thin band with a single stone, possibly an engagement ring. When you have made your choice, you will be asked the size. You must tell the jeweller it is for your own ring finger. Unless your fingers are disgustingly pudgy (in which case, why aren’t you trying to make yourself slimmer, you slut?), they should be able to stretch it to fit. You will then wear your ring.

You also want an ankle chain which you will put on in the shop over your pantyhose. Won’t that be humiliating? Drawing attention to your shaved legs and nylons. If they offer engraving, ask for your sissy name to be added. In future, you will wear your anklet under your pantyhose, next to your skin. You will never take it off.

You also want a bracelet. Choose the most delicate chain available, something a real man would never wear.

Your next purchase is a necklace. Not gold or silver this time, but a string of fake pearls (unless you can afford the real thing). Wear them now, too. They will look lovely wth your open shirt.

Finally, a pair of ear-rings. You did do as you were told and get your ears pierced, didn’t you? If not, you will do it today. Buy a pair of delicate drop pearls (fakes are permitted, unless you’re wealthy) and put them on.

Now you have pretty jewellery, you can do the rest of your shopping.

Next, you’re going shoe shopping. Sadly, it won’t be as much fun as this…

a helpful shoe shoe assistant

…but you need shoes. It must be very frustrating for you to have to wear men’s shoes when you go out on these assignments. You’re going to buy some black loafers with a raised, block heel. The unobservant eye might see them as men’s shoes, but anyone taking a second look would know. You MUST ask to try them on. Don’t forget, you are dressed, perfumed, made up and now even bejewelled like a woman; the shop’s staff will know the shoes are for you, so you might as well make sure they fit. After all, you’re going to spend a long time in them.

Slip off your male shoes to expose your red toenails behind the reinforced toe of your pantyhose, your anklet glinting at you. Taste your lipstick as you bite your lip in shame. Slip your feet into the new shoes. Walk in them. Does it feel good to be back in heels?

You will also buy a pair of court shoes with a mid-heel of two to three inches.

Aren’t they comfortable? Of course, sissy. Why do you think so many sensible women wear them?

Wear your loafers for the rest of you shopping. Apologies to those of you with enormous feet. You will have to do your shoe shopping online and miss all this humiliation.

The rest of your shopping list is -

- three pairs of ladies’ slacks in light colours with side or rear zips and no elasticated waistbands. Try to choose fabrics not used for men’s trousers.

- a pair of ladies’ shorts (this could be tricky if you’re trying this in winter). Again, side or rear zip, non-elasticated waist, pastel colour.

- three white blouses, cut like shirts but with the buttons on the ‘wrong’ side for a man (but the right side for you, sissygirl).

- a roll-neck top in a bold colour.

- a pair of opaque (60+ denier) pantyhose/tights in the same colour as your new top.

Can you guess what’s coming next? Not your sissy boyclit, that’s for sure!

Go to your favourite sissy changing room (aka public bathroom). Strip down to your bra and panties. Now would be a good time to put your ankle chain in it’s proper place. Put on your thick tights. They give your legs a good, strong colour, but they’re so lifeless after sheer, aren’t they? Don’t worry, you won’t be wearing them regularly.

Put your roll-neck top on. Now your new shorts and your loafers. This is the look you are aiming for.

shorts and opaques for you, sissy

Are you ready to go out like this? Perhaps you should refresh your make up. You did bring it with you, didn’t you, sissy? Redo your eyes with some darker shadow and a black pencil. Run your favourite red lipstick over your girlish mouth. Put on lots of blusher. Now go for it, sissy.

From now on, you will wear all your new jewellery 24 hours a day, EVERY day.

You will wear your loafers to work. They are you new work shoes, sissygirl. Wear them with pride. And a little sway in your step. I hope you look a little like Catherine at work.

Catherine exposes her ankles

Your s*******nth Sissy Assignment

You have been deprived of a lingerie experience, haven’t you, sissyslut?

Now you are very, very well used to pantyhose, you’re going to have a change.

Stockings.

You may have worn them before you started these assignments, after all most men are fascinated by them, even though most women don’t wear them. But you’re not a man or a woman, so you’re going to wear them 24 hours a day for the next month.

But you have to earn them.

And you have to buy them. For your shopping trip, you will wear; your largest buttplug, your cock tucked in your tightest panties with a pantyliner, an unfilled bra, a white blouse, black pantyhose, ladies’ slacks, court shoes, red nail polish, all your jewellery, no make up. Take your handbag.

You must dress like this for your trip, or you will not get to wear stockings. And you do so want to, don’t you, sissy? To feel the tug of taut nylon on your suspender straps (garter straps, American sissy) as you walk and sit, the stretched strap sliding over your hips as you move, the slightly sagged stocking top rubbing your inner thigh, the teasing femininity of buckles and clips under your hands as they rest in your lap, the visible bulges of lingerie on your thighs.

To experience all of this, you must first humiliate yourself. In your pretty outfit, your new court shoes will look very feminine and make it obvious you are wearing nylons. Your bra will be obvious, as will all your sissy jewellery. But you will be rummaging through racks of stockings with painted nails. That will be deliciously embarrassing. And all with no make up to hide behind. Did you ever think you’d wish for the extra humiliation of make up? Perhaps you did, you naughty little sissy.

Go to your favourite lingerie store, where you buy your bras and panties. Treat yourself to a complete set of matching bra, panties and suspenders. A good tip is to look for metal buckles on your suspender straps, because these grip much better than cheap plastic. As ever, invest in your femininity. Also, look for a belt deeper than just a single hook and eye at the back because these can be uncomfortable and unless you have good, sissy hips, won’t stay up as well. You may well learn to your cost how much of a nuisance this is.

You will also buy a basque. Buy on bust size, but check for the quality of all the straps and fastenings. There will probably be some matching panties for you to buy, too.

Now go to your hosiery supplier and buy fifteen (yes, 15) pairs of stockings in a variety of styles and shades. You may indulge yourself with lace-tops if you wish. You may buy hold-ups (thigh highs, I believe you Americans say) but you must still wear them with suspenders. This is actually quite a sexy feeling; because the stockings are fixed in position, the suspender straps tense and relax much more when you walk. Don’t buy fishnets, don’t buy opaques, don’t buy multipacks.

You are such a good sissy for wearing such a humiliating outfit for your lingerie shopping. You might think your purchases are their own reward, but no! You will give yourself an even greater reward. Go to a coffee bar and order a drink. Slide the plug in and out your ass with the pressure of your buttocks. Discretely, beneath the table, stroke yourself like a girl, gently, with one of your painted nails. Stroke your aching boyclit. It probably won’t take much to make you cum, will it? It’s so long since you’ve been allowed to cum, isn’t it, slut? You’re going to explode in your pantyliner. Cum before your drink arrives. Feel the hot semen fill your liner and maybe leak out into your panties. Maybe your shorts will be wet, maybe your pantyhose will be wet below the hem of your shorts as your cum leaks away. Maybe there’ll be a little crust on your thighs before you leave. That would be humiliating, wouldn’t it?

Wear stockings every day and night for a calendar month. Wear your basque and your three-piece set on alternate days. Remember, wear your panties over the suspender straps so you can pull your panties down when you sit to pee.

Do not cum, no matter how horny you feel. Save one pair of stockings for a special purpose in your next assignment.

Your Eighteenth Sissy Assignment

Have you enjoyed your month in stockings? Not nearly so thrilling when you wear them every day, are they? Hopefully, you’re now cured of your fascination for them and are longing for pantyhose.

You may have been wondering why you had to save a brand new pair of stockings. Get them out now. You also need a condom and two clothespins (clothes’ pegs) and an (empty) ice cube tray. Strip naked. Naked except for your jewellery, perfume, nail polish and full, heavy make up, of course. And your biggest buttplug.

Masturbate until your boyclit is hard. You may want to suck your trusty dildo if you need inspiration. You know how horny that makes you feel. Put your condom on. Now bunch up one of the stockings and put this over your boyclit, like a large, nylon condom. Pull it right down over your sissyballs. Twist the stocking behind your sissyballs and pass the bunched nylon back over your balls. Twist again and pass this, much tighter, pocket of nylon back over your balls. You now have your boyclit covered in latex and nylon and three layers of nylon compressing your sissyballs.

Does it feel good? Is it tight?

Masturbate slowly. Tease yourself. Do not cum. Attach the clothespins to each of your nipples. Feel them bite into your tender flesh. Have you ever experienced a sensation like that?

Do not cum. Now put your bra on and fill the cups. The extra pressure on your nipples will heighten the sensation. Now choose your silkiest pair of panties and a pair of slippery, high-lycra pantyhose. Your boyclit and sissyballs are very prominent, aren’t they, slut? Choose a blouse and a pair of slacks and put your sandals on. You may not hide behind an overcoat or sweater.

It’s time for a walk, just round the block will do. You should look quite passable, apart from that prominent bulge in your slacks. If the weather is cool, your nipples will be rock hard, making those clothespins bite even harder. When you get back home, suck your dildo while you pull on your tightly constrained sissyballs through your clothes.

Now you may cum, the release you’ve been dying for.

But when you have spent your disgusting sissy mess you will carefully remove your condom, collecting as much cum as possible from your boyclit, then pour your cum into the ice cube tray and put it in the freezer.

Repeat this exact ritual every day until your cube tray is full.

You already dread your next assignment, don’t you, sissy cumslut?

Your Nineteenth Sissy Assignment

Was it nice to be allowed to cum so much?

Well, that’s all over now. Back to chastity, for you, sissygirl.

There is a tray full of frozen cum in your freezer. What are you going to do with that?

Read on.

Every working day, just as you leave the house, you will put a cumcube in your mouth and suck it until it has all melted down your throat. You will NOT use gum, breath freshener, toothpaste or any other subversive means to undermining the humiliation of arriving at work with the smell of cum on your breath and the taste in your mouth all morning. A shaved and perfumed sissy wearing lingerie, jewellery and nail polish, complete with the smell of fresh cum on her breath.

And not just once, but for days on end, until you have used up all your cumcubes. Deliciously humiliating.

It should take you at least two weeks to use up your cumcubes. If you enjoy the taste of your cum after your cocksucking training, then you may find your first, frozen cumcube thrilling, but two weeks later you will be wishing you never started this. But you must do it, because this is the cost of your sexual release from now on.

Your Twentieth Sissy Assignment

Cumcubes.

Does the word fill you with dread now?

Did anyone notice your cum-breath?

Congratulations on reaching your twentieth assignment. As a special treat, your new task involves going to the cosmetics section of a large department store. Start masturbating now, sissygirl.

Perhaps you should read all Ms. Angela’s stories on the story page to get you in the mood.

First, you need wardrobe advice, don’t you sissy?

Start with your basque and a pair of black stockings. Bind your boyclit and sissyballs with one of your special stockings. Don’t wear any panties. This way, your unsightly bulge will be more prominent and you risk a wet mark in your slacks as your boyclit becomes slick with pre-cum. Wear your palest slacks and a sissy blouse.

Is your bound boyclit embarrassingly visible?

Are you worried that your basque is very obvious?

If so, you may wear the jacket from your ladies’ suit over the top. Wear perfume and jewellery as usual. Wear your loafers. Wear glittery polish on your fingernails. Don’t wear make up. You won’t need make up…

Go to a large department store. Make a few circuits of the make up area. Establish who is offering make up demonstrations. Chose the demonstrator you think is wearing the sexiest make up. They are always heavily made up but some look better than others.

Compliment her on her make up.

Tell her you would like to be able to copy the way she has done her eyes (or lips, if you prefer).

Ask what products she used.

By now (particularly if she has noticed your sissy appearance), she will probably have guessed where this is going and, if she is obliging, she may offer to demonstrate on your face.

If not, suggest she could do so.

If she refuses, thank her, apologise for inconveniencing her and try another store.

Otherwise, perch your sissy ass on her stool and prepare for the thrill of being made up in public by a willing female.

Thank her profusely. Buy everything she suggests. Wear your pretty, new make up with pride as you go to the checkout to pay for your cosmetics.

Email the Station Mistress with all the humiliating details and you may see your report posted on this site.

Your 21st Sissy Assignment

Right, you slut, you’ve had it all too easy so far. You want to be forced to dress as a woman, don’t you? From now on, you’re going to be fully dressed as a woman all the time.

That means a MINIMUM standard of -

- fully shaved with plucked eyebrows

- perfume

- feminine hairstyle (baldies must wear a wig)

- feminine watch, ring(s), bracelet, anklet, necklace, earrings

- polished fingernails and toenails

- panties and filled bra

- pantyhose (or stockings and suspenders if you must)

- skirt and blouse/top OR a dress (I hope you’ve been using your initiative to expand your wardrobe, especially skirts and dresses, otherwise you will be wearing your ‘office girl’ suit out!)

- high heels (minimum 2.5″/6.5cm)

- carry a handbag, clutchbag or (in USA) purse containing spare pantyhose, make up bag and pantyliner

- full make up.

The MINIMUM standard for make up is -

- foundation

- powder

- blusher

- eyebrow pencil

- eyeliner

- mascara

- two shades of eyeshadow

- lipliner

- lipstick.

When asleep, the minimum standard is -

- face cream

- hair, nails, perfume, shaving as before

- anklet and ear studs

- underwear and hosiery as before (i.e. FILLED bra)

- babydoll nightie (you may go without your bra if this is underwired)

Print this page out so you have a permanent copy of your dress code.

As a generous Mistress, I will allow you 60 minutes of drabtime for public activities. Drabtime is when you are allowed to wear male OUTER clothes (a.k.a. drab).

And that isn’t 60 minutes a day, sissygirl, it’s 60 minutes a WEEK.

Better spend your drabtime wisely. Grocery shopping? The gym? Buying replacements for your snagged pantyhose? These will probably take up your entire week’s allowance. Looks like you’re going to have to go out as your true, feminine self a lot more. If you use more drabtime than you are allowed, you must EMAIL the Station Mistress for your forfeit.

It won’t be pleasant. I just love forfeits.

If you have to go out to work, you may (for now, at least) wear drab from when you leave your house until your return. Calculate how many hours this is each week and add it to your drabtime allowance. It goes without saying that if you work from home, you don’t get any extra allowance.

I suggest you carry a timer with you – find one that will countdown the required number of hours and has an alarm. Set it to your total drabtime at the start of your week and start the counter the moment you are improperly dressed (as a man). It would be embarrassing to have to explain what the alarm was for if it went off in public, wouldn’t it, slut?

DON’T CHEAT. You are only cheating yourself. I have a mental picture of hundreds of sissies running red lights to get home before their drabtime allowance runs out – racing home to get into a dress and heels and put their make up on as soon as possible. Delightful! Don’t disappoint me, sissy. Just don’t get a ticket. The police probably wouldn’t find your excuses acceptable!

Your 22nd Sissy Assignment

Drabtime. Is it joining the list of words that occupy your mind, but you can’t tell anyone about? Like cumcubes? Boyclit? Sissystation? Or even cosmetic companies, hosiery firms, lingerie brands, nail varnish colours. Have you casually mentioned something in conversation and realised you read it in one of your women’s magazines? Have you overheard a group of women talking about blowjobs and wanted to comment on your own experiences? If so, you should be congratulated on being an advanced sissy.

Are you completely dressed as a woman, as required in your last assignment? If not, I hope your drabtimer is running. That’s a good name for it – ‘drabtimer’. While you’re sitting at your computer, make a nice, printed label for your new clock of shame. Then you’ll have to explain what a ‘drabtimer’ is to anyone who sees it. What a secretive life you lead, sissygirl.

Your new assignment was suggested by a sissy reader. You’ve put yourself through some enduring changes to your body, haven’t you, sissy? You shave like a woman, paint your nails, pluck your eyebrows, got your ears pierced and even got a bra tan which lasted a long time.

This time – well, let’s get you dressed first.

This assignment will take you over your drabtime allowance, so you will have to dress as a woman – the minimum standard applies, of course. You see, you’re going to a tattoo parlour to get a pretty tattoo. A pretty, feminine, sissy tattoo to advertise to anyone that sees it ‘here is a sissy’. And you’re going to go dressed as a woman. Face it; the tattooist will see your sissy body and feminine underwear, so what does it matter?

A tattoo is for life, so choose wisely (grin); not just the design, but the artist. Make sure they meet your nation’s standards for hygiene. You can choose from three locations for your sissy tattoo – shoulder, buttock or pubic area (where y

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Sissy School Part 4

SISSY SCHOOL - PART 4 By Missy Crystal Mistress Mary came over and stood next to us. To my surprise, her voice was calm. "The purpose of discipline is correction, not cruelty. There is nothing to be gained by punishing a sissy for behavior that cannot be improved and no profit in breaking her spirit by making her fearful of mistakes over which she has no control. I do not require perfection. Only that each sissy tries her best to be perfect. You have always done so, Sissy Heather."...

1 year ago
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Sissy Farm Chapter Eleven

Sissy Farm - Chapter Eleven By: Beverly Taff List Of Characters. Me: Michelle - A Natural transvestite sissy. Janice: My Younger sister Aunty Bev: Janice and My mother's Sister. Mistress Janet: Headmistress of the young lady's academy Dr Shirley: My endocrinologist. Miranda: A very effeminate Sissy sales assistant. Miss Stern: Miranda's mistress who owns the shop. Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's brother.) James: AKA. Auntie...

1 year ago
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Sissy Emma is turned

Sissy Emma is turnedI had been a crossdresser all my life but completely in the closet and hidden from all my friends and family. To ease my tensions, I often chatted with people on line, at first with females and other crossdressers but as I got braver with men as well. I loved to chat with them and their strong demeanour made me feel even more feminine.I had been chatting with John for a couple of weeks, about my fantasies. And let me get this straight, that's all they were fantasies. I mean...

3 years ago
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Sissy Farm Chapter Eighteen

Sissy Farm - Chapter 18 - By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's...

2 years ago
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Sissy Hypnosis Fun

Sissy Hypnosis Bet I have always been something of a night owl, which means that I take a while to get up and going in the morning. My alarm generally goes off at 7am, I hit snooze two or three times, then I finally get up and hop in the shower while my coffee pot starts to percolate. I grab my coffee and try to head out the door by 7:45, which is just barely enough time to get me into the office by my 8am start time. Needless to say, I frequently arrive with my hair still wet and...

2 years ago
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Sissy gets a black master

Sissy Gets A Black MasterI got up wearily from my long and exhausting night being fucked andpunished by my new Black Master. As I awoke, I could scarcely believe thatall those depraved things had happened to me. One minute I had been merelyexchanging emails with a man, who could have been anywhere and the nextminute, that very man was at my door, in my home, and then inside mybody. Black Master, a man whose name I didn't even know, a man who lookedto be about ten years my junior, had taken me...

3 years ago
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Sissy Training at Last

Sissy Training at Last The email came at 3pm on the Saturday before my birthday. All things considered, I have to admit that His timing was perfect. I'd just returned home, and as I had the rest of the weekend free, I'd decided to have a little fun. For me, "a little fun" meant that I'd indulge in some sissy fantasy play. You see, I've been a closet sissy for years, and even though it's my main sexual kink, I hadn't really found anybody who wanted to make my weekend fantasy into my...

3 years ago
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Sissy Farm 20

20 Sissy farm List of Characters. Me. Michelle A Natural transvestite sissy. Janice My Younger sister Aunty Bev Janice and My mother's Sister. Mistress Janet Headmistress of the young lady's academy Doctor Shirley Williams. My endocrinologist. Miranda. A very effeminate Sissy sales assistant. Miss Stern Miranda's mistress who owns the shop. Peregrine AKA Uncle Penny. My transvestite uncle. (Aunty Bev's brother.) James AKA Auntie Jamie Peregrine's...

1 year ago
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Sissy Farm Chapter Fourteen

Sissy Farm - Chapter Fourteen By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty...

4 years ago
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Sissy Velina

I walk into the living room of my master. I am completely sissified and wear a very frilly sissy maid outfit. My 6" white leather peep too high heels have thick leather straps around my ankles and are closed with medium sized padlocks. I wish I knew where my master holds the keys. On my lightly sun tanned and smoothly shaved legs I wear white sheer seamed stockings and with a nice lace band at the top. At the back the pink seams end with large pink girly satin bows. Just above my...

2 years ago
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Sissy Rules Reads like a proper job description

(Found this on the internet... #65 seems especially made for me) Rule#1: A sissy does not have a cock. A sissy has a clittyRule#2: A sissy wears a bra and pantiesRule#3: A sissy loves cockRule#4: A sissy loves cumRule#5: A sissy takes it in the assRule#6: A sissy loves pinkRule#7: A sissy loves her toysRule#8: A sissy dresses like a slutRule#9: A sissy sharesRule#10: Sissies love facialsRule#11: A sissy must have a tight assRule#12: A sissy must have perfect bimbo makeupRule#13: A sissy grows...

1 year ago
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Sissy Rules

Rule#1: A sissy does not have a cock. A sissy has a clittyRule#2: A sissy wears a bra and pantiesRule#3: A sissy loves cockRule#4: A sissy loves cumRule#5: A sissy takes it in the assRule#6: A sissy loves pinkRule#7: A sissy loves her toysRule#8: A sissy dresses like a slutRule#9: A sissy sharesRule#10: Sissies love facialsRule#11: A sissy must have a tight assRule#12: A sissy must have perfect bimbo makeupRule#13: A sissy grows big fake titsRule#14: A sissy is a pro cock suckerRule#15: One is...

2 years ago
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Sissy Julian Chapter I Beginnings

Here we go again. Some boys simply are sissies. This is the story of one of them. It is not a story of discovery, although there is much of that, but rather a tale of a lovely boy's trip to self-realization, albeit a tad 'forced.' If lots of frilly sissy boy and girl outfits, super swishy behavior and a little sex, not to mention dominant women, are your thing, please read on. If not, thanks for looking anyway. It is also a purely fanciful, fictional fantasy work. No references...

1 year ago
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Sissy Crissi Chapter 3 Leroys Turn

Chapter 3 - Leroy's Turn But Leroy had been left out for too long. Eager for his turn, I had no sooner finished pleasuring my Mistress when I felt his hands reach up under my skirt and start pawing my panty covered ass. Standing behind me, Leroy bent down and lightly held the back of my thighs in the palms of his large hands. He slowly slid his caress upward, off my stockings, across my garter straps, up to where he cupped my round bottom in his palms. He then placed his fingers...

3 years ago
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Sissy discovers Part 5

Part 5 of the story about Sissy and her sexual awakening ****************Brad did not hesitate when invited to go over to Lisa’s. Sissy was not surprised. What young male would not want to hangout with a girl who flaunted her nude body in front of him only hours before. They decided to take the pontoon boat over as it is ten minutes by boat and almost 40 minutes by car. Evening cruses was a family specialty and Brad was good at handling the boat. As they pulled up to Lisa’s family dock Sissy...

4 years ago
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Sissy gracie Life begins anew

Sissy gracie, Life begins anew Chapter 2 As i stood to dress.. the first guy asked me.."So cunt.. you are wearing sissy clothes underneath and all lockedup. Do you have other clothes .. other sissy clothes?" 'ohh Yes Sir' i replied... "Good .. tomorrow.. bring the key.. and wear more.. i want to see you all sissified...... no pants.. just sissy clothes.. prissy dress.. stocking.. high heels.. make up... make your tits look big...... do it up...... and I will hold your key...

3 years ago
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Sissy thoughts 2 Questions From Sissies

1. I am about to have my first experience as a sissy with a Man! How can I make it more special for us both?A: How wonderful! You are at the very start of your new sissy life. It will of course be special and memorable, but to deepen the reprogramming of your still-forming sissy mind, try dressing as a sissy schoolgurl. Not only will it drive your Man wild with lust, but the symbolism of your costume, and the reality of the loss of your virginity will combine to kickstart stronger, more...

2 years ago
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Sissy Farm Chapter Twelve

Sissy Farm - Chapter Twelve By: Beverly Taff List Of Characters. Me: Michelle - A Natural transvestite sissy. Janice: My Younger sister Aunty Bev: Janice and My mother's Sister. Mistress Janet: Headmistress of the young lady's academy Dr Shirley: My endocrinologist. Miranda: A very effeminate Sissy sales assistant. Miss Stern: Miranda's mistress who owns the shop. Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's brother.) James: AKA....

4 years ago
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Sissy Sally

CAUTION: This is a forced fem story. If this is not your thing, please move on. All rights reserved. Sissy Sally Sam Smith fretted anxiously at the kitchen table while he waited for his mother to return from the district attorney's office. How could he have been so stupid? Breaking into the new neighbor's house had been a disastrous idea from the start. Ms. Johnson was an attractive, impeccably dressed older widow who had moved into the house-...

2 years ago
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Sissy discovers Part 4

the continuing original story of a young girl finding herself****************************Breakfast was filled with the usual mumbles of ‘good morning” and banging of pots, sizzling bacon and gurgle of juice being poured into tumblers. Sissy and Brad avoided looks at each other at first, and then Sissy sat down across from him at the table and patted him on the head saying, “what’s the matter grumpy?” in an exaggerated baby voice. “Nothin’ - hand me that fruit will ya?” He replied and gave...

2 years ago
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Sissy School Part 2

SISSY SCHOOL - PART 2 By Missy Crystal I followed Mistress Mary back to her office. She left me standing in the middle of the room and sat down behind her desk. After ignoring me for a few minutes, she looked up and said, "I told you that you would be severely punished for disobedience." Crap, I thought to myself. I already have six strokes of her leather paddle coming. What did I do wrong? My face dropped. She smiled, "but I can also reward, when I am pleased with your behavior. You...

1 year ago
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Sissy Cruise 3

"We are going on a Caribbean cruise, in two weeks time......." stated my wife Penny. "Oh......Okay," I queried. "With Samantha and Tim," she finished. "Oh really." Samantha is a new friend in my wife's life. They have known each other for a couple of months, but they are already quite close and always scheming together. My relationship is mixed. It seems that the only time she talks to me is to point out my faults which is somewhat annoying. However she is very domineering...

3 years ago
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Sissy New Year

Sissy New Year I remember heading out to a New Years Eve party with a group of my friends from work. I remember stopping by a bar for a few, pre-party shots--well, several pre-part shots. I even recall the super-hot transvestite hooker that winked at me as we left the bar. I don't remember anything else after that. Which explains why I was so confused when I work up a few days later, blindfolded, tied up in a strange bed, with something hard lodged firmly up my ass and a big...

1 year ago
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sissy rules

A sissy must wear panties. He does not own any male underwear.A sissy may wear a bra and pink or brightly colored tights or leggings.A sissy must sleep in lingerie. If he does not have any, he must sleep naked.When alone, a sissy must dress as a girl. Good sissies wear lipstick while alone.A sissy always keeps himself free of facial hair, and is otherwise well groomed. He must always be presentable, ready to please. Good sissies shave their legsEvery morning after he wakes up, a sissy strips...

4 years ago
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Sissy Arm Wrestler

Sissy Arm Wrestler By Margaret Jeanette Margie Ware came home from working out at the health club she belonged to. She was wearing the blue dress she had worn to work. She always felt renewed after a visit to the health club. She tried to visit it at least two times a week. It wasn't easy as she worked overtime at least two nights a week. She always tried to make it on Tuesdays and Thursdays. She looked at her husband of six years sitting in the recliner dozing while the...

3 years ago
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Sissy New Year

Author's note: My stories generally featured a lot of forced femme, bondage and kinky sex--you know, the stuff that I keep hoping will someday happen to me. That is still true for this story, but this time around, the author in me decided to spend a bit more time developing the characters before commencing the full-on sissy sex orgy. I also wanted to write a story where the characters are well intentioned instead of simply being a rogue's gallery of perverted bastards. With that in...

3 years ago
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Sissy Farm Chapter TwentyOne

Sissy Farm - Chapter Twenty One - By: Beverly Taff List of Characters. Me, Michelle: A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Doctor Shirley Williams: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine, AKA. Uncle Penny: My transvestite uncle. (Aunty...

3 years ago
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Sissy Tammy

Sissy Tammy It all started back in the 60's, 1967 to be exact, when I was 13 years old. As a child I was a bit small and frail, taking longer to develop than most boys my age, and as a result I ended up playing more with the little girls on my block than the boys. This was also a problem of geography, not having any boy friends living near us, and that was probably just as well because all they did was tease me and beat me up, never letting me play any of their games. My...

2 years ago
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Sissy Julian Chapter VI Growing Pains

Sissy Julian - Chapter VI, Growing Pains by: sissystevie Yes, 'tis I, back again. If I can remember how to post this thing on FM. I came across a partially completed additional chapter to this saga, which I abandoned for personal reasons eight years ago, and thought why not? Thus, spurred on by some of your wonderful comments, I completed the chapter and may well complete the saga. There are just too many wonderful kinky - and romantic - moment to come. If you want me to...

3 years ago
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Sissy 101 Intro to Sissy Sluts

Sissy 101: Intro to Sissy Sluts One week before my freshman year at college, I received a letter saying that my class schedule changes had been approved. That struck me as odd because I hadn't requested any changes. Without explanation, I had been un-enrolled from two of my general studies classes. I was now signed up for SISGEN101 and SISHYP161--whatever that meant. I went online to the university's website. These classes weren't even listed in the general course description...

2 years ago
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Sissy Farm Chapter Nineteen

Sissy Farm - Chapter 19 - By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's...

1 year ago
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Sissy in the making

Chapter 1 Jim arrived at the North Carolina motel Saturday afternoon as he wanted to make sure everything was in order for Mistress Cleo's arrival on Sunday, as per her instructions. He had gotten the suite to insure there was enough room and comfortable for his new found Mistress. A Mistress he had never met, but already under her control. He began to lay out the items he was instructed to bring, maids outfit, bras, panties, stockings, and every female garment he thought might...

3 years ago
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Sissy Caught at Work

Who ever goes to work thinking "today my life is going to completely change forever". I certainly didn't think that when I got up this morning. I thought I was heading for another typical day at work, full of boring meetings and sipping coffee. Little did I know... My day started like any other, 5 mile run at 6AM, shower, get dressed and headed to work. The only twist is what I'm wearing under my clothes. I love to wear girl's panties. I wear them all the time to work, and today is no...

1 year ago
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Sissy whorehouse veronica

Chapter 1 - The CaptureBefore I became a girl I was a lonely boy with no friends. I couldn't seemto make friends with anyone. I hated myself and I hated my life. One day Idecided to take a walk and try to get away form my troubles. It was earlyin the morning, the sky was a pretty pink, and no one else was out. Butthen, out of the corner of my eye I spotted a black van with heavily tintedwindows coming down the street. It slowed down beside me and as it did Igot a little scared. I was alone on a...

3 years ago
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SISSY DANI

I was not aware that my girlfriend had begun studying hypnosis,nor that she harbored ambitions of petticoating me. But I soondiscovered that the combination of the two was dangerous to mymasculinity. One afternoon I was sitting in my living room,listening to the stereo through a pair of headphones. It was awarm, sultry day, and after a while I drifted off to sleep. (Muchof what follows my girlfriend--now my mistress-- explained to melater.Seeing that I had dozed off, Jennifer saw her chance....

3 years ago
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Sissy discovers Part 3

part 3 of an original story********************After the drive to the lake it is a family tradition to pick up a pizza from the local joint at the village. The pizza is delicious after a day of driving. The whole family, mom dad and the k**s have just about demolished the large pepperoni and roasted red pepper pie. They sit around the counter and woof down the last slices. As they talk about the tomorrow and plans Vicky gets up to clean the counter, and Tom snuggles up behind. The k**s...

2 years ago
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Sissy Tammy

It all started back in the 60's, 1967 to be exact, when I was 13 years old. As a c***d I was a bit small and frail, taking longer to develop than most boys my age, and as a result I ended up playing more with the little girls on my block than the boys. This was also a problem of geography, not having any boy friends living near us, and that was probably just as well because all they did was tease me and beat me up, never letting me play any of their games.My only real play friend was a pretty...

2 years ago
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Sissy Julian Chapter II Introductions

Julian's story continues with his first day at Lake Orenda, and quite an interesting day it proves to be! If lots of frilly sissy outfits, super swishy behavior and a little sex - not to mention dominant women - are your thing, please read on. If not, thanks for looking anyway. It is also a purely fanciful, fantasy fictional work. No references are intended to portray any actual persons, places or events whether past or present. This chapter is rated R as it contains sissy sex....

1 year ago
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Sissy Crissi Chapter 2 Facing Erika

Chapter 2 - Facing Erika But my bliss would be short lived. I was abruptly wakened from my dreamlike state by a jarring shove into my shoulders that snapped my neck back and sent me reeling forward to the floor. I tried to reach out my arms and break my fall, but one hand was pinned between my pantied crotch and thighs. I reached out with the other and managed to get it in front of me, but it only tended to cause me to roll to the side, throwing my shoulder into the floor and toppling...

4 years ago
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Sissy Factory 3 School

Note: The following journal entries are sanctioned by the overseers of the Sissy Training Academy. STA staff believes that this history might prove useful for the future training of young sissies. With that goal in mind, Sissy 16452 has been authorozed to recount her experiences as part of the graduation and release process. As always, STA welcomes any and all comments regarding this sissy's account. Your thoughts are helpful in deciding future training courses for our young...

2 years ago
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Sissys SheCock Training

Sissy was in the corner on his knee's patiently waiting for Mistress's command. mind racing at the thought of days adventure, a nervous tremor passed through him wondering what it may be. Mistress had said she had a little surprise in store. Mistress standing there in black leather corset, her ample breasts on display fully fashioned stockings, 5" studded 5" heels crop in hand.Smiled and turned to the dresser grabbing, shiri, and sissy's collar, turning back to sissy in the corner, said over...

1 year ago
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Sissy Husband

Sissy Husband By Margaret Jeanette Betty Burns was headed for her mother's place. Her mother lived eighty miles away. She was talking to her on her cell phone, actually arguing some more with her. Just like that her mother hung up on her. She dialed her back and when her mother answered she said she didn't want to talk to her and hung up again. Betty turned her car around and headed back home. So much for a week-end with mother. She knew her mother had a temper and it...

4 years ago
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Sissy Farm Chapter Eight

Sissy Farm - By: Beverly Taff List Of Characters. Me: Michelle - A Natural transvestite sissy. Janice: My Younger sister Aunty Bev: Janice and My mother's Sister. Mistress Janet: Headmistress of the young lady's academy Dr Shirley: My endocrinologist. Miranda: A very effeminate Sissy sales assistant. Miss Stern: Miranda's mistress who owns the shop. Peregrine: AKA. Uncle Penny. My transvestite uncle. (Aunty Bev's brother.) James: AKA. Auntie Jamie, ...

1 year ago
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Sissy Teaches Me Part Two

“Are you watching?” Sissy asked me as she lied there, legs spread nice and wide. The inner part of her pussy starting to gape a little, trying to open up larger than it was already.“Yes,” I answered.I was watching with everything I had.Sissy ran her hand down between her smooth legs and I watched her take her finger and trace her tender sexual entrance slowly. As she did, I saw her puffy lips come to life. Her inner ones swelled and slightly parted even more to reveal the hot pinkness hidden...

Incest
1 year ago
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Sissy School Part 5

SISSY SCHOOL - PART 5 By Missy Crystal I woke up thinking that I was in my bed at home and had a bad dream. I was on my back looking up, but the ceiling of my bedroom wasn't pink. Then the weight of my bedmate's arm and leg draped over me, the warmth of her body against mine and her soft breath on my neck as she slept quickly reminded me of what had happened the day before. My mother sent me to a school for sissies and here I was in bed with one. Well, that really wasn't the bad part....

3 years ago
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Sissy Julian Chapter V A Day at the Village

Julian spends a most interesting and eventful first day in Lake Orenda Village. So, if lots of frilly sissy outfits, super swishy behavior and a little kinky sex - not to mention dominant women - are your thing, please read on. If not, thanks for looking. It is also a purely fanciful, fantasy fictional work. No references are intended to portray any actual persons, situations, places or events whether past or present. This chapter is rated X just because of the sheer kink of it....

3 years ago
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sissy Britney serving Mistress Jeri James

About a month ago sissy was honored to meet and serve her Mistress.Mistress has been training me for a couple months to be her Britney sissy slave.Training included watching lots of sissy hypno vids along with BBC hypno vids.Learning to dress as Mistress likes, sucking dildoes to become a better cocksucker.Locked in Chasity, my chastity is a nub because my clitty is so small.Wearing butt plugs and once I got use to a size, I had to go purchase a bigger one to getMy pussy ready for large BBC.I...

2 years ago
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  • 9
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Sissy Fantasy

I waited for what seemed like hours and was probably minutes when I heard Masters voice. "Silly me I forgot to open it, better hurry sissy I don't think Jenny would be too pleased if the neighbors saw you dressed that way," he smirked. The car lights flashed and the boot unlocked. I grabbed the cases and hurried inside. As I was passing Master he handed me a package. "A present from Jenny....put it on when you change... and put my case somewhere safe but don't open it," he...

2 years ago
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Sissy Farm Chapter Nine

Sissy Farm - Chapter Nine By: Beverly Taff List Of Characters. Me: Michelle - A Natural transvestite sissy. Janice: My Younger sister Aunty Bev: Janice and My mother's Sister. Mistress Janet: Headmistress of the young lady's academy Dr Shirley: My endocrinologist. Miranda: A very effeminate Sissy sales assistant. Miss Stern: Miranda's mistress who owns the shop. Peregrine: AKA. Uncle Penny. My transvestite uncle. (Aunty Bev's brother.) James: AKA. Auntie...

1 year ago
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Sissy Gets A Black Master

Sissy Gets A Black Master I got up wearily from my long and exhausting night being fucked and punished by my new Black Master. As I awoke, I could scarcely believe that all those depraved things had happened to me. One minute I had been merely exchanging emails with a man, who could have been anywhere and the next minute, that very man was at my door, in my home, and then inside my body. Black Master, a man whose name I didn't even know, a man who looked to be about ten years my junior, had...

1 year ago
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Sissy Outed Brandon to Brandy

This is a story about seduction and transformation that’s written about a real-life sissy named Brandon Hippel, Brandon’s a cute little limp-wristed sissy-faggot from Abington Pennsylvania that loves to be humiliated and exposed online. She loves feminization, crossdressing, being exposed online, humiliation, anal play, degradation, being captioned, taking pictures, and talking to new people, so feel free to contact her through these various social media; Her kik is; HumiliationSlut2Her email...

3 years ago
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Sissy Stepson Part 6 Carolines Sissification

Part 6 - Caroline's Sissification Mrs. Monet was now going to really put the spurs to her sissy stepson and force him to live a life of sissified faggot. With Carl still lying on the floor with sissy cream stains all over his pantyhose and panties she began taking pictures of sissy stepson. "What are you doing, I want to change," said Carl. "Oh, no just because you popped your cookies doesn't mean its over, you pathetic faggot. I now have evidence what a pervert you are and I...

2 years ago
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Sissy Therapy

Sissy Therapy by Kate "Great practice, guys! If we keep working hard, we have a real shot at the conference title," Coach Jones addressed the thirty or so high school boys gathered around him. The boys were sweaty and tired, but the coach's praise momentarily raised their spirits. "Smith nice passing out there. Keep up the good work." Fifteen year old Billy Smith grinned cockily. "Sure, Coach. After all, I am the greatest!" The other boys moaned at Billy's arrogance. Coach...

3 years ago
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Sissy Stepson 8 Carolines Milking

Part 8 - Milking Caroline "Our sissy is going to get ready for milking, I have enough knee highs for everyone to participate" said Mrs. Monet excitedly. She gave everyone three knee high's, sissy Caroline was going to get the milking of her life! Caroline came back to the group with here outfit on and was instructed to sit next to Regina for milking. Regina encased the Caroline's sissy stick with the nylon and instead of using her hand. She took off her high heel and stuck the toe...

2 years ago
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Sissy hypno The beginnings

The beginnings of cock lust – Sissy Hypno pornFOR THOSE NOT INTO STORY OR BUILD UP, SCROLL DOWN TO THE ******** MARKER FOR EROTIC ACTION!Felicity heard Billy come rushing down the stairs from his home quarters above the pub, he swung around the doorframe and appeared behind the bar area calling out to the Indian beauty who was sat looking out the window for a moment.Felicity stood in an empty pub window looking out at the welsh countryside. As far as her Indian eyes could see, were blankets of...

3 years ago
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Sissy eats the Squirt

A sly grin appeared on her lips, and as it did, a tear of cum escaped from the corner of her mouth. ''Open up, slut.' She commanded. I did, my tongue stretching out as far as it would go and then she spat the cum violently into my mouth and it ended up covering the lower half of my face. Her hand roughly smeared it over my face and then she pushed me backwards so I was back on the floor at their feet. He laughed, pulling her back onto the sofa. 'You're right,' He said, tilting her head so that...

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