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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Ivana (4)

just putting myself outhere, roast me,ignore or adore me, whatever you like XOXO

Jan 27, 2024

Caption Me! (2)

Cum on,need cock first time sissy caption

Jan 25, 2024

Pretty girl (2)

I love stockings and skirts

Jan 25, 2024

Bimbo Maid Bella (4)

I just like being pretty and feeling like a girl

Jan 24, 2024

naughty pics of me (26)

Just showing my sissy cock craving whore side of my personality

Jan 24, 2024

Go wild! (6)

I love bondage, panties, and being used and bred like a slut. Use your imagination!

Jan 23, 2024

Caption my slutty pics (4)

Please caption my pictures however you want. Willing to give my personal information to be added to the captions

Jan 22, 2024

Make me kinky sissy bimbo (191)

The kinkier and perverse the better

Jan 22, 2024

Humiliated cuckold (2)

I want to be raped by many cocks.

Jan 19, 2024

Sissy exposed to wife (4)

Humiliating and degrading

Jan 19, 2024

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