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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

Bobbi Satin's Fanny (17)

Just another trans love machine seeking men.

Aug 28, 2017

Sissy Brianna (11)

Please caption me anyway you like.

Aug 25, 2017

stella rimmington (4)

Would love to hear how badly and dirty you want to use me.

Aug 23, 2017

Jenna (18)

Caption however you please. I'd love to see what you create.

Aug 22, 2017

Caption LIsa (15)

Please caption me. I love cuckold, BBC, big cock, I have a small penis, gayboy. crossdresser sissy, humiliation. Thanks

Aug 20, 2017

lacey (4)

up to you

Aug 14, 2017

Sissy Christina (4)

Something slutty and sissy please 😘

Aug 13, 2017

Have any Ideas ? (4)

If i were Your sub describe a day in the life as Your sissy

Aug 13, 2017

Make me kinky sissy bimbo (127)

The kinkier and perverse the better

Aug 13, 2017

TsTeenCharlotte (4)

Anything sissy goes really

Aug 12, 2017


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