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Cutesissycaptions

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by AggressiveCategory46 from Cutesissycaptions

Best decision ever...

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by BoringKate from Cutesissycaptions

You're such a little gooner looser!

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by BoringKate from Cutesissycaptions

Do you masturbate like a good sissy loser?

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by BoringKate from Cutesissycaptions

There's no going back

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by BoringKate from Cutesissycaptions

Your only thoughts should be about cock

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by PersonalityOk592 from Cutesissycaptions

Exit Interview

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by thomas_the_tame from Cutesissycaptions

Why you let him...

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by GoonerAudioLabs from Cutesissycaptions

Dress the part, feel the part.

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by thomas_the_tame from Cutesissycaptions

Can you go back again, sissy?

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by thomas_the_tame from Cutesissycaptions

Be suggestible, sissy

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by BoringKate from Cutesissycaptions

I love using my hole

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by BoringKate from Cutesissycaptions

This is what masturbation is for you now

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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 smooth like a girl.

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by OpenAccountt from Cutesissycaptions

You Need To Grind On His Cock & Moan Slut 🥵🥵

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by SissyTittie from Cutesissycaptions

Are you a well trained sissy?

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by PsychologicalTax1050 from Cutesissycaptions

Sissy truism #24

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by candycreatescaps from Cutesissycaptions

Your New Dorm Mate

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by iLoveBlowjobstoo from Cutesissycaptions

lick it like a lollipop

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by thomas_the_tame from Cutesissycaptions

What a difference a day makes...

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by thomas_the_tame from Cutesissycaptions

Pop Quiz! Pay attention!

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by GoonerAudioLabs from Cutesissycaptions

You like your life as the girl.

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by thomas_the_tame from Cutesissycaptions

Once you surrender, you don't know what's true anymore...

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by thomas_the_tame from Cutesissycaptions

I know what every sissy wants...and this is it! Tell me I'm wrong.

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by BoringKate from Cutesissycaptions

You're such a little gooner looser!

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by BoringKate from Cutesissycaptions

Just give in and feminize yourself

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by Sissybottomlucyxoxo from Cutesissycaptions

Guilty 💋💕

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by BoringKate from Cutesissycaptions

Please breed me

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by thomas_the_tame from Cutesissycaptions

What really is your purpose?

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by BoringKate from Cutesissycaptions

It's just a little nub

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by iLoveBlowjobstoo from Cutesissycaptions

open up

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by thomas_the_tame from Cutesissycaptions

Show of hands...who wants this? lol

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by iLoveBlowjobstoo from Cutesissycaptions

truth or dare gone too far

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by iLoveBlowjobstoo from Cutesissycaptions

just take it like a bitch

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by thomas_the_tame from Cutesissycaptions

It's a process, right?

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by Jessica_sissy_whore from Cutesissycaptions

Have you accepted it yet?

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by thomas_the_tame from Cutesissycaptions

Your shifting sissy psychology...

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by BoringKate from Cutesissycaptions

Be a good little empty headed cock slut

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by GoonerAudioLabs from Cutesissycaptions

"Feminization looks really good on you..."

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by Realfield2025 from Cutesissycaptions

From Ladies Man to Ladyboy

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by Zealousideal-Unit528 from Cutesissycaptions

Be a good sissy slut

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by GoonerAudioLabs from Cutesissycaptions

What was the gateway into your feminization?

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by BoringKate from Cutesissycaptions

Do it, loser!

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by Exciting_Skin5716 from Cutesissycaptions

Which is you?

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by SissyDesires_ from Cutesissycaptions

Become a sissy cumslut for old, fat, hairy men!

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by Throwaway1929489 from Cutesissycaptions

You're a very competitive sissy

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by thomas_the_tame from Cutesissycaptions

Experimenting beyond the point of no return...

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by Ok_Half1903 from Cutesissycaptions

The best-laid plans...

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by thomas_the_tame from Cutesissycaptions

What are your best before / after stories?

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by thomas_the_tame from Cutesissycaptions

What do you think about, sissy?

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by thomas_the_tame from Cutesissycaptions

A guide to sissy's first time cock sucking (Part 3 - End)

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by BoringKate from Cutesissycaptions

I guess it's kinda obvious that I'm impotent lol

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by Captain8MC from Cutesissycaptions

Sissy loves her man (Part 1/2)

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by rhodaminnautili07 from Cutesissycaptions

It's okay to be a little "soft" in the head.

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by thomas_the_tame from Cutesissycaptions

Sissy Truism # 22

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by Primary-Parsley4993 from Cutesissycaptions

All about the stats

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by BoringKate from Cutesissycaptions

It's just too small!

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by BoringKate from Cutesissycaptions

Do you masturbate like a good sissy loser?

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by GoonerAudioLabs from Cutesissycaptions

Be the girl you were meant to be.

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by thomas_the_tame from Cutesissycaptions

What happens to your brain, sissy?

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