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Cutesissycaptions

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by freebirdlit2 from Cutesissycaptions

Grind for silence by freebirdlit

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by thomas_the_tame from Cutesissycaptions

Is it just about feeling pretty?

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by GoonerAudioLabs from Cutesissycaptions

It's always good to bury the hatchet.

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by Realistic_Audience92 from Cutesissycaptions

Drink or dare bud

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by userfromireland from Cutesissycaptions

Gym buddies

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by thomas_the_tame from Cutesissycaptions

How much do you love mirrors, sissy?

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by thomas_the_tame from Cutesissycaptions

When you can pass the mirror becomes super important, right?

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by thomas_the_tame from Cutesissycaptions

Is it a dream or...

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by GoonerAudioLabs from Cutesissycaptions

Dress like a girl, suck cock like a girl.

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by BoringKate from Cutesissycaptions

Cages just feel so cosy

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by thomas_the_tame from Cutesissycaptions

How does your theory go?

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by thomas_the_tame from Cutesissycaptions

A quick progression for sissies...

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by Vivid-Yard-9939 from Cutesissycaptions

Your first sissygasm

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by BoringKate from Cutesissycaptions

Be a good little empty headed cock slut

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by GoonerAudioLabs from Cutesissycaptions

It's time to play dressup, your favorite game.

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by thomas_the_tame from Cutesissycaptions

Or do you prefer a Baker's Dozen?

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by GoonerAudioLabs from Cutesissycaptions

You did it, you're a girl.

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by Last_Chocolate831 from Cutesissycaptions

Another boring public service announcement for sissies...

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by BoringKate from Cutesissycaptions

I could totally top if I wanted to

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by BoringKate from Cutesissycaptions

This is what masturbation is for you now

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by thomas_the_tame from Cutesissycaptions

Are you dominant or submissive?

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by Youshouldbemine from Cutesissycaptions

Who knew studying could be so fun

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by BoringKate from Cutesissycaptions

I want to hear you say it

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by Rare-Owl-4011 from Cutesissycaptions

It hits differently, don't it?

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by Exciting_Skin5716 from Cutesissycaptions

Stay Focused, Whatever it takes

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by GoonerAudioLabs from Cutesissycaptions

A hungry sissy is a greedy sissy.

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by BoringKate from Cutesissycaptions

Train your hole like a good girl!

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by BoringKate from Cutesissycaptions

There's really no reason for me to every let you out!

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by GoonerAudioLabs from Cutesissycaptions

Be the girl you were meant to be.

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by BoringKate from Cutesissycaptions

Be a good little sissy for me

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by Jessica_sissy_whore from Cutesissycaptions

Become his plaything

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by thomas_the_tame from Cutesissycaptions

I long to say, "What hypno?"

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by candycreatescaps from Cutesissycaptions

A Parting Gift

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by sunshine_glimmer from Cutesissycaptions

Enjoy your new life sissy🤤

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by LoveSophieMaid from Cutesissycaptions

All things must be in their place

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by BoringKate from Cutesissycaptions

I know you wanna be a good girl for me

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by BoringKate from Cutesissycaptions

It's so much bigger than mine

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by BoringKate from Cutesissycaptions

There's no going back

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by drinksnfreaks from Cutesissycaptions

Sissy1

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by thomas_the_tame from Cutesissycaptions

Will you follow the program, sissy?

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by BoringKate from Cutesissycaptions

Be a good little empty headed cock slut

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by GoonerAudioLabs from Cutesissycaptions

You found intimacy in your femininity.

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by thomas_the_tame from Cutesissycaptions

Examination for Sissies: Question 1

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by thomas_the_tame from Cutesissycaptions

Why do we sissies want soft, wonderful breasts?

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by Low-Shake-564 from Cutesissycaptions

you bro helps you to discover the real you..;)

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by GoonerAudioLabs from Cutesissycaptions

It's something every sissy has to get used to.

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by thomas_the_tame from Cutesissycaptions

What does feminization mean to you?

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by Youshouldbemine from Cutesissycaptions

Do you finally understand?

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by Individual-Mark-5330 from Cutesissycaptions

This is so unfair...

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by candycreatescaps from Cutesissycaptions

The Bet

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by dreamygiggles_ from Cutesissycaptions

Be the girl you were meant to be.

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by BoringKate from Cutesissycaptions

Stay locked for me

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by lgLilySummers from Cutesissycaptions

You can't get enough validation!

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by Throwaway1929489 from Cutesissycaptions

Turns out you're pretty good at sucking dick!

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by Jessica_sissy_whore from Cutesissycaptions

Be a better Sissy!

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by BoringKate from Cutesissycaptions

I love using my hole

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by BoringKate from Cutesissycaptions

I've accepted it and so can you

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by BoringKate from Cutesissycaptions

It's how you should be all the time

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by BoringKate from Cutesissycaptions

You know it's true

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by SissyCaptionOG from Cutesissycaptions

Sissy Submission

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