25 Day Sissy Transformation Assignments

Sissy Transformation Assignments 11 – Surrendered Control

Sex toys, practice, and the kind of “fun” you can’t take back.

Sissy Assignments 11 – Surrendered Control
smooth shopping bra Training

For soft girls, femboys, crossdressers, and feminine dreamers

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 your daily cocksucking? Craving something even more intense? Good. It’s time to spice things up.

You’re going shopping for a new toy. Not online, oh no, sissy. You will go to a real, physical sex shop. Because humiliation is so much sweeter face-to-face.

Preparation

Before You Leave

Here’s what you will do:

  • Shave your body smooth and apply your perfume like a good girl.
  • Dress in your bra, panties, and pantyhose as always. You don’t need to fill your bra for this outing.
  • Choose your male clothes and shoes, but make sure your shaved ankles in sheer pantyhose peek out if possible.
  • Apply your makeup: foundation for flawless skin, lipstick for pretty lips, mascara and eyeliner for captivating eyes, and at least one eyeshadow shade. Pick your colors carefully, sissy.

The Shopping Trip

Head out to the sex shop with your heart pounding.

Inside, you will buy three buttplugs in different sizes—small, medium, and large.

Don’t forget a bottle of good lubricant.

Remember, the cashier will know exactly what kind of sissy you are. Let that sink in.

Beginning the Training

Once you’re home, it’s time to begin.

The Panty Pact
  • Strip down to your panties and pantyhose.
  • Pull them aside, lubricate your hole, and gently work a slick finger inside yourself. Slide it in and out until you’re moaning.
  • Next, coat your smallest buttplug in lube. Slowly ease it inside until it pops past the widest point and nestles tight against your hole.
The Panty Pact

Do you feel full, sissy? This is only the beginning.

  • Suck your dildo and stroke your boyclit. Feel how your hole tightens deliciously around the plug as you play.
  • But remember: you are not allowed to cum.
  • Keep your plug in for at least one hour.
  • Each day, increase your plugging time by an hour.
  • When you can wear your plug for six continuous hours, graduate to the next size up and start over at one hour.

The Final Goal

Continue until you’ve worn your largest plug for a full working day, bra, panties, pantyhose, red toenails, smooth skin, and your buttplug snug inside you from morning to evening.

Can you imagine it, sissy? A full day, at work or in public, plugged and feminized.

No real man would ever do this. But you’re not a real man, are you?

EMAIL your report when you’ve succeeded. And remember: you will not cum.

Keep going, pretty thing

Step into the next assignment

Continue your journey with the next page and keep the soft, feminine experience flowing.

Go to Next Assignment
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