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Sissy Caption Stories
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My friend asked me for a favour
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Sissy Caption Stories
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Born to be a sissy
Sissy Caption Stories
It always starts with just the tip
Sissy Caption Stories
✨ This is what you are ✨
Sissy Caption Stories
You and your landlord have an "agreement"
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Sister threatens to kick me out of the apartment
Sissy Caption Stories
Mistaken For a Girl
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You shouldn't skip any good meal sissy
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It's not your fault
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A sissy is always trying for her next master
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Now Halloween is so much more fun
JamieSissyCaption
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Sissy Caption Stories
I Had No Choice! Part 1
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Sissy fucked by bbc
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You try to deny that this is why you always invite him over, yet it happens every single time.
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Harmless prank
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Help me please
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Cosplay is for everyone...right?
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Can't believe I was a boy
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Just can't resist that girth...
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Could you handle another giant like that?
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I love playing video games and sucking big cocks
Sissy Caption Stories
Please help me
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Banging Bar Bet!
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Don't worry you're still straight
Sissy Caption Stories
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BBC in a Rich Hole Sissy Story
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Not so straight with male strippers
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Goddam bro really put on her gym outfit for yoga with the blonde wig…aaand wore black lace panties underneath
Sissy Caption Stories
Changing For Him! Part 1
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Your Buddy Needs A Sissy (Part 1)
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My bully thinks I hate him pt1
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I would do anything for a good score
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Omg didn’t expect bro to look even better than her when he put on my ex’s pink panties…had to drill that perfect pink bubble butt bussy
Sissy Caption Stories
When in doubt..
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I need more
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Supportive girlfriends are the best
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Probably time to stop playing poker, unless you like it?
GOONED
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Wake Up
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Valentine’s Day preparations
Sissy Caption Stories
Sissy Captions
The best date ever!
JamieSissyCaption
Sissy Caption Stories
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Lost Keys
Sissy Caption Stories
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One more free drink 🍹
Sissy Caption Stories
Captionanyone?
Sissy Caption Stories
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