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.

Add/Edit "Caption Me!" Gallery | Return To Pics

PrettyPink (3)

Ummmm....something sexy hehe~

May 28, 2016

Me (3)

Love wearing tight sissy outfits and having my bottom spanked

May 26, 2016

Sissy Faggot Robyn (13)

Expose me to everyone as a sissy cocksucker and faggot bottom

May 18, 2016

Spank my Sissy Bottom (1)

Anything dirty

May 17, 2016

Petticoat princess (4)

Bad boy to good girl/petticoat punishment etc

May 16, 2016

sissy chubby bear (4)

DISLIKE: toilet, baby, diaper, extreme violence LIKE: dick,cock,cum,me being stretched out, cum slut

May 15, 2016

I suck cock in lingerie (2)

Degrade me

May 13, 2016

My lovely cock (3)

No limits

May 13, 2016

Becky girl (40)

Various photos of sissy called Becky .... Caption any way you like xxx

May 11, 2016

sissy slut nikki (4)

caption me and humiliate me

May 11, 2016


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