Crossdressing Captions

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LIVE

Sissy Caption - One Man’s Dream…

Teasing can be fun… but only because you know what he’ll do when he catches you&

I need to look like this. xx

apprentice-sissy: I won’t complain.. I need it xx

I hope not x

of course! xx

Yes please! x

I’ll forget my gym clothes more often x

I can’t wait xx

I love overwatch and hope to cosplay like this one day xx

And then my top… xx

I wish a dominant could see me in my chastity now.. xx

Carrying on my obsession with Faye Reagan, I’ll let you imagine what would happen xx

Make sure you’re locked up at midnight like me! xxx

A simple Rule for Sissies xx

It’s such an important rule! xx

I love captioning photos of Sissies.. And @sissychloe​ is no exception! 

Something I really wish someone would say to me… xx

Crossdressing Caption - Between Friends

Reblog so everyone know you wanna be a BIMBO Ask me anything! sissynikkipriss2.tumblr.com/ask

sissyforhose: This is the start of a little coercive sissy dialogue I wrote. If you message me I&rsq

Time to wear diapers to school

#sissy #feminization #transgender #captions #sissification #crossdressing #boytogirl

Captions I did for a very sexy girl on Xhamster!

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