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Caption 80

Caption 80

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Games 01

Games 01

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caption 06

caption 06

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Caption 84

Caption 84

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caption 25

caption 25

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Caption 96

Caption 96

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SMILE

SMILE

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Being the Girl is More Fun

Being the Girl is More Fun

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YouCut 20200402 173633394

YouCut 20200402 173633394

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Before the lockdown, you had resented your roommate a bit, as he was always bringing

Before the lockdown, you had resented your roommate a bit, as he was always bringing home new girls to sate his endless appetite.. Well, now

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Caption 118

Caption 118

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caption 07

caption 07

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Caption 35

Caption 35

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Caption 49

Caption 49

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Caption 100

Caption 100

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Caption 60

Caption 60

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Caption 125

Caption 125

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Caption 105

Caption 105

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caption 29

caption 29

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Caption 50

Caption 50

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Caption 120

Caption 120

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Caption 51

Caption 51

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Caption 41

Caption 41

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Caption 62

Caption 62

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final 5e71f36aade24d00169fe8b6 806898

final 5e71f36aade24d00169fe8b6 806898

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Twitter: SissyCap

Twitter: SissyCap

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Desktop 2019.06.11 - 00.45.34.02

Desktop 2019.06.11 - 00.45.34.02

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Prank backfired!

Prank backfired!

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Il mio video

Il mio video

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IMG 0997

IMG 0997

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Twitter: SissyCap

Twitter: SissyCap

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Twitter: SissyCap

Twitter: SissyCap

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Making the Rounds at the Con

Making the Rounds at the Con

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You Won't Care

You Won't Care

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She's "Totally" Laughing With You

She's "Totally" Laughing With You

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It's too late to stop

It's too late to stop

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Doctor's Orders

Doctor's Orders

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Learn what it means to be a man

Learn what it means to be a man

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professorial

professorial

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Daddy is looking for a new sissy, interested? PM me

Daddy is looking for a new sissy, interested? PM me

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show your respect

show your respect

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Still the best job you've ever had!

Still the best job you've ever had!

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into the black

into the black

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confessional

confessional

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A sissies first threesome

A sissies first threesome

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You should've known your friends would push things too far like that... Not that

You should've known your friends would push things too far like that... Not that it matters now though. That dildo did it's damage to your masculinity. Sissygasms are all you need now, cutie!

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Always be open to new opportunities!

Always be open to new opportunities!

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Sissy workout plan

Sissy workout plan

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It's good to feel normal with all this going on

It's good to feel normal with all this going on

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Turns out your friend is always right

Turns out your friend is always right

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You are never too old for truth or dare

You are never too old for truth or dare

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Ensure you have read the r/sissycaptions rules before you post! ?

Ensure you have read the r/sissycaptions rules before you post! ?

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Aren't you glad you found him?

Aren't you glad you found him?

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Maybe he will watch a movie with you...

Maybe he will watch a movie with you...

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Quarantine, Part 4 | Previous parts in comments

Quarantine, Part 4 | Previous parts in comments

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Today is the day... looks like tomorrow is too

Today is the day... looks like tomorrow is too

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Practice makes perfect!

Practice makes perfect!

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Fap the right way.

Fap the right way.

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Change is inevitable.

Change is inevitable.

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No need to lie

No need to lie

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