Sissy Transformation Assignments 9 – Day One

Preparing in private

The Restroom Transformation

Once you’ve checked off every item, find a quiet restroom—preferably inside a department store.

You know what comes next, don’t you, girl? I hope your hair isn’t too masculine, because what you’re about to do will be the most humiliating moment of your sissy life so far.

Hang your new suit on the back of the door. Place your sandals on the floor.

Strip off your shoes, slacks, blouse, and wipe off your lipstick. Insert your breasts into your bra cups, feeling the new weight tug at your chest.

Spray a little perfume on your wrists and rub them together. Then spray behind your ears, between your breasts, and between your legs.

Breathe in deeply. Doesn’t it feel incredible to smell like a woman?

Slide into your new vest. Does it highlight your cleavage?

Put on your new suit—relish the slippery lining gliding over your pantyhose.

Tuck your boyclit carefully; your pantyliner will catch any unplanned excitement.

Slip into your sandals; thank yourself for all the practice you’ve done.

Your First Full Makeup

Look in your mirror. Do you look hot, sissy?

Time for your first real makeup application:

• Using your compact mirror, press powder over your face with a rolling motion.
• Curl your upper eyelashes: place the curlers at the base of your lashes, squeeze gently for a few seconds, release, and repeat a little higher.
• Hold your mirror at chest height and look down. Apply mascara to the outer two-thirds of your top lashes.
• Apply a coat of red lipstick, blot, then add a second coat of mascara, a second coat of lipstick (blot again), and finish with a third coat of lipstick.
• Tilt your mirror up and apply mascara to your bottom lashes while looking up.

Admire yourself. See how long and feminine your lashes look? Your eyes are already sexy, even without eyeshadow or eyeliner.

Don’t worry, you’ll get plenty of practice with those soon.

Put on your delicate watch. Doesn’t it make you feel even more feminine?

Stepping Outside

Pack up your belongings and step out into the world dressed like a ‘smart office girl.’

Feel the swish of your skirt, the coolness of your pantyhose, the height of your heels.

How long until you dress like this every day, even for work?

You will not cum.

Your next task: go to a bookstore and buy a book about hair, makeup, and beauty.

You will read it cover to cover when you get home.

Email your report—this is going to be a long one, isn’t it?

Your New Daily Rules

From now on:

• You will wear a bra, panties, and pantyhose on your smooth, shaved body every day.
• You will wear your sandals every moment you’re at home.
• Your toenails will stay painted red, and your fingernails will always have clear polish.
• You will apply your perfume every morning on your wrists and chest.
• You will continue your cocksucking, but reduce it to once a day.
• Every evening, you will wear one of your two female outfits and apply full makeup before sucking cock, this will give you daily practice.
• Try a different makeup look each night. Remember: you are a sissy, not a tart. A soft, feminine touch is key.
• Only when you can confidently and proficiently do your makeup may you move on to your next assignment.