31 Days of Humiliation Assignments
But first: you must know your bra size, and that means measuring yourself like the desperate sissy you are.
For soft girls, femboys, crossdressers, and feminine dreamers
Time for a shopping excursion, sissy — your wardrobe of shame awaits.
Today, you will shop for your first sports bras, and from now on, they will be your unyielding, daily companions. But first: you must know your bra size, and that means measuring yourself like the desperate sissy you are.
Start by measuring snugly under your chest, where your breasts should sit if you were a real woman (or just below them if you’ve grown any little buds).
Your size will look something like 36A, 38B, etc. Be honest with yourself — you want these bras to hug you tightly.
You are to buy two sports bras in your exact size. Don’t rush; compare colours, fabrics, brands. Feel every bra, imagine how each will clamp down on your chest. Feel your heart race in the lingerie aisle as you hold them up. Fantasize about every woman in the store knowing why you’re there.
A sports bra is not like a soft, lacy bra — it is a constricting vest of feminine discipline, designed to keep a woman’s breasts immobile during vigorous activity. For you, it will be a constant, suffocating reminder of your surrender to femininity.
From now on, you will wear your new sports bras every single day under your male clothes. Only remove them to bathe, wash them, or swap for another bra (like an underwired one for extra humiliation).
That’s right — you will sleep, work, and live with your chest bound by your new bras.
They may look like a vest from the front, but you will know the truth, sissy.
And every movement will remind you you’re not a man — you’re a trapped, trembling sissy.
How many consecutive days will you last without cheating, hmm? One week? A month? Forever?
Prove your devotion.
Keep going, pretty thing
Continue your journey with the next page and keep the soft, feminine experience flowing.
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