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Cutesissycaptions

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by thomas_the_tame from Cutesissycaptions

What you do and what HE does...

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by Adorable_Quail2628 from Cutesissycaptions

Sissies should be trained to change position without verbal instruction...

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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 BoringKate from Cutesissycaptions

Be a good little sissy for me

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by FalknersRise from Cutesissycaptions

Sucking dick like this is a dream 😍

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by thomas_the_tame from Cutesissycaptions

What is your morning routine?

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by BoringKate from Cutesissycaptions

It's just a little nub

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by BoringKate from Cutesissycaptions

This is what normal boys look like, right?

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by Unable_Ad_2912 from Cutesissycaptions

This is all I want 💕

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by BoringKate from Cutesissycaptions

You know it's true

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by GoonerAudioLabs from Cutesissycaptions

Embrace femininity.

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by thomas_the_tame from Cutesissycaptions

Sometimes a friend helps...

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by Second-Able from Cutesissycaptions

A Sissy Knows How To Get Her Way

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by BoringKate from Cutesissycaptions

You know it's true

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by SissyDesires_ from Cutesissycaptions

Daddy's gonna turn you into his obedient little asslicking sissy

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by Second-Able from Cutesissycaptions

Cock Flops Are Embarrassing But Theyre Even Worse When Youre

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by BoringKate from Cutesissycaptions

Your only thoughts should be about cock

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by GoonerAudioLabs from Cutesissycaptions

The deeper he pumps, the better it feels!

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by TeachMeToBounce from Cutesissycaptions

Don't act gay, just play it cool!

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by Low-Analyst-5064 from Cutesissycaptions

Looks like you win…again!

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by BoringKate from Cutesissycaptions

I love using my hole

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by GoonerAudioLabs from Cutesissycaptions

What's your best investment so far?

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by BoringKate from Cutesissycaptions

I love being stretched out

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by thomas_the_tame from Cutesissycaptions

What do you remember?

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by BoringKate from Cutesissycaptions

Be a good girl for me

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by BoringKate from Cutesissycaptions

Be a good little empty headed cock slut

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by thomas_the_tame from Cutesissycaptions

Feminization Experiment 3

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by thomas_the_tame from Cutesissycaptions

It's true, sissy, and you know it.

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by thomas_the_tame from Cutesissycaptions

What do you remember?

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by freebirdlit2 from Cutesissycaptions

Slippery slope by freebirdlit

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by BoringKate from Cutesissycaptions

No more thinking

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by candycreatescaps from Cutesissycaptions

Lost in the Woods

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by BoringKate from Cutesissycaptions

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

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by iLoveBlowjobstoo from Cutesissycaptions

can I?

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by thomas_the_tame from Cutesissycaptions

If you're nerd-girl, hold your head up high...

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by Front_Natural_1785 from Cutesissycaptions

This Is What You Really Want Out Of Life 🥰🥰🥰

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by BoringKate from Cutesissycaptions

No more thinking

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by BoringKate from Cutesissycaptions

I love turning myself into porn for you

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by BoringKate from Cutesissycaptions

I love stretching you out!

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by Sissybottomlucyxoxo from Cutesissycaptions

Bored slut alert 🚨

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by freebirdlit2 from Cutesissycaptions

Roomate trickery by freebirdlit

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by BoringKate from Cutesissycaptions

I love being head empty

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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 thomas_the_tame from Cutesissycaptions

For how many of you is this all just a fantasy?

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by thomas_the_tame from Cutesissycaptions

What price would you pay, sissy?

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by thomas_the_tame from Cutesissycaptions

Do you already know what it's like? Tell me!

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by BoringKate from Cutesissycaptions

Soft and curvy and locked in a hard cage

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by GoonerAudioLabs from Cutesissycaptions

What if your Bully could see you now?

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by Azyz57 from Cutesissycaptions

Make sure to swallow

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by thomas_the_tame from Cutesissycaptions

What are you doing to yourself, sissy? lol

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by PersonalityOk592 from Cutesissycaptions

No Apologies

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by 1980Sissy from Cutesissycaptions

Ummmmm yes hehe, I would adore online dating. 42 sissy M Indianapolis.

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by thomas_the_tame from Cutesissycaptions

Sometimes we just need a refresher, right?

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by No-Recognition2551 from Cutesissycaptions

His cock will tell you..

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by BoringKate from Cutesissycaptions

You'll learn to love it even more than stroking that little clit!

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by BoringKate from Cutesissycaptions

I wanna be a good girl

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by BoringKate from Cutesissycaptions

Be a good girl for daddy

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by Realistic_Audience92 from Cutesissycaptions

Be a good girl

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by Humble-Tax-2382 from Cutesissycaptions

Don't you Sissy!

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by Nearby-Complaint4223 from Cutesissycaptions

Sissy life

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