Your Fourth Sissy Assignment

Your Fourth Sissy Assignment

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

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

Don't worry, you will get to cum.

But you might not want to.

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

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

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

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

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

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

Your Third Sissy Assignment

 Your Third Sissy Assignment

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

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

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

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

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

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

Do NOT cum.

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

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

Your Second Sissy Assignment

 Your Second Sissy Assignment

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

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

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

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

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

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

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

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

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

Your First Sissy Assignment

 Your First Sissy Assignment

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

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

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

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

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

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

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

Sissy Assignments - Introduction

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

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

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

You've come to the right place, sissy.

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

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

One day, sissy, one day.

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

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

So, are you ready?