31 Days of Humiliation Assignments

Sissy Humiliation Assignments Series 1 – Pout of Shame

This task is about lipstick and compact mirror public humiliation.

Feminine Eyebrows Brush Shape

For soft girls, femboys, crossdressers, and feminine dreamers

Your First Taste of Public Humiliation

Sissy, for your first delicious taste of public humiliation, you will need lipstick and a compact mirror, one of those dainty fold-up mirrors every proper lady keeps in her handbag.

Choose your colour wisely: a nude shade if you’re feeling shy, but we both know discretion isn’t your strength, is it, girl?

Your mission begins at a large, busy shopping centre or mall, ideally at the weekend, when crowds are thickest. Naturally, you will have your lipstick and mirror in your purse, as any proper sissy should.

Browse the shops, run your hands over pretty dresses you can only dream of owning, and when you’re ready, take a break. Sit at a café in full view of passing shoppers.

Order a coffee. Sip it slowly. Feel the butterflies in your stomach as you anticipate what’s coming next.

Your public moment

Your Task

Then, it’s time.

Take out your compact mirror. Open it with a satisfying snap. Uncap your lipstick. Wind up that creamy, phallic column of colour and admire it, you know what it reminds you of, don’t you, slut?

Bring it to your mouth. Part your lips, stretching them over your teeth like an experienced make-up user. Glide the lipstick over your lips, carefully tracing your lip line, don’t smudge it, you want to look like the perfect little tart.

Blot your lips delicately with a tissue. Then do it again. Layer it on. Make them glossy, luscious, irresistible.

The Sissy Girl

Look around. Everyone has noticed you, the men sneer or grin, the women whisper. They all see you for what you are: a sissy who gets off on humiliating herself in public.

Good girl.

What Comes Next

Next time, you will go further. Bring a lipgloss for a sticky, wet finish. Maybe a mascara and powder too.

Can you already imagine yourself sitting there, face glowing with shame as you powder your nose like a real bimbo?

Because you know you will do it, don’t you, sissy?

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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Brianna
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Brianna
8 months ago

Love being a humiliated obedient sissy slut for you

lacey Blush
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lacey Blush
7 months ago

I actually did it today. Wore my hoodie, hid a little mirror in my bag, and went to the mall. My hands were trembling when I pulled out the lipstick…..I thought my heart would stop. But the moment it touched my lips… everything went quiet. It felt right. It felt real. I caught my reflection and almost cried. Maybe I’ve been her all along….
just too scared to let her out. 💄💞

blaata
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blaata
7 months ago

okay but applying lipstick in front of strangers?? and watching their faces while you do it?? literal power trip 🥵

sissyslut
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sissyslut
7 months ago

The first time is terrifying…
The second time is electric….
By the third, you’re checking your reflection and thinking…..
Mistress would be proud….. 💄💖

martin
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martin
6 months ago

Mistress… I just did this lipstick task at the café and I could feel your words pushing me through every second. I was scared. But also proud….
Thank you for making me brave…..❤️

smith
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smith
6 months ago

Ma’am. You have me in a chokehold. I bought a $14 lipstick just to follow this assignment properly. Mistress Lexie supremacy 💋💋💋

Sissy Paige
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Sissy Paige
6 months ago

Mistress I love how your words are soft but they cut….
I always feel like you’re watching me…..
Smiling when I obey……
Silently judging when I hesitate. It’s perfect….♥️💕

Sissy Charlotte
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Sissy Charlotte
4 months ago

Dreaming of becoming a Sissy slave as well as humiliation – BDSM – tasks – a Master/ Mistress

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