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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Jizzybelle Harlot (1)

TRAP BLACKMAILSLAVE BITCH WHORE EXPOSE GOODTIME CALL 936-666-1028 GANGBANG LIVESTREAM/VIDEO all cocks

Jan 28, 2026

Caption Mandy! (12)

Sissy, Feminization, Caged, Anal, Creampies are my kinks, but feel free ;)

Jan 27, 2026

Caption me (4)

You can caption whatever you want it hehehe

Jan 26, 2026

Caption me (3)

Caption me

Jan 25, 2026

Lucy Clarke - Caption Me! (1)

Love humiliation and degradation based on SPH or failed masculinity

Jan 25, 2026

Ambers Captions (4)

Anyway you like

Jan 25, 2026

sissy penny (4)

surprise me!!

Jan 24, 2026

Pls Make me a subtitle (4)

I would like to be surprised.

Jan 24, 2026

Caption Me (4)

Likes: HORMONES, BNWO, Blacked, Sissification, Feminization, Small Penis

Jan 22, 2026

Caption Me! (25)

Ask me ANYthing to add to captions...

Jan 17, 2026


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