Sissy Apprentice

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harvey kinklegaystudsbeffardoblanket scarfdope-trill-n-free

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LIVE

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

Something I really wish someone would say to me… xx

I really do xx

I love this picture.. I just couldn’t decide what to caption so it took me so long..

Can this be me tonight..?

I wouldn’t refuse..Got a submission you think should have a caption? Just message me!

Just wait until his chastity starts.. he’ll do anything I want.Got a submission you think shou

I’ve experienced this moment.. and I loved it. x

You’re not shy any more sissy.apprentice-sissy.tumblr.com

Face it Sissy, you belong to all real women.

I’m going to enjoy treating you like my school slut.

enjoy yourself and give in to temptation..

I want to reach that level of confidence.. x

I need a really slutty one! Anyone want to buy me one? xx

You have no idea x

I won’t complain.. I need it xx

Picture I had to caption of @handcrankedsweetcream , she looks so vulnerable! 

apprentice-sissy:You’re not shy any more sissy.apprentice-sissy.tumblr.com

sissychloe: apprentice-sissy: I love captioning photos of Sissies.. And @sissychloe​ is no exception

itshypnoworkssissythings:apprentice-sissy:I need a sissy best friend :( xxxI NEED THAT!!!!!!!!!All s

apprentice-sissy:I need a sissy best friend :( xxx ❤️❤️

sissychloe: apprentice-sissy: I love captioning photos of Sissies.. And @sissychloe​ is no exception

sissyslut1992: apprentice-sissy: Then you can have your belly button piercing in every day. xx ❤️❤️

apprentice-sissy: I need a sissy best friend :( xxx

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