Would you like to see your picture captioned and posted in a ClubSissy Captions Gallery? Post your pics here to be captioned, and let the artists work their magic!

Photos posted here will retain their original size, up to 1600x1600 pixels, for benefit of captioning. By posting your photo in this gallery, you grant permission for your photo to be modified and/or captioned and posted in the ClubSissy Captions Gallery. You still retain full rights to your photo, and captioned works based on your photo may not be posted outside of ClubSissy without your express permission.

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Maddi (5)

I love the idea or being caught or loosing a bet and being forced into becoming a sissy

Jul 15, 2016

Chinese cd Nydia (4)

Chinese cd Nydia

Jul 15, 2016

Sandysissy (2)

However

Jul 14, 2016

army fem sissy (5)

expose her for a pnp whore

Jul 12, 2016

sissy whore (5)

forced hooker, anal slut,

Jul 12, 2016

Caption & Magazine Slut (22)

Likes: Degradation,humiliation, being made fun of for crossdressing, cock,oral,anal,rimming, incest,ageplay,mommy, daddy, sister,cousin,dirtytalk,panties,stockings,lingerie,exhibition,cuckold

Jul 11, 2016

sissy pansy wimp cuck (3)

p p please comment and h humiliate this sissybaby wimp cuckold to my Asian hotwife

Jul 10, 2016

Aspirations of Becoming (1)

Seeking honesty with a healthy mix of fun.

Jul 06, 2016

Caption this sissy (4)

Please subject me to some humiliating captions.

Jul 05, 2016

yes please (1)

any

Jul 05, 2016


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