Sissymale Caught & Secretly Photographed

Do you think the woman will use the picture to blackmail the sissy guy?

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Spank Him Until He Cries

Illutration from one of Scarlet Hill’s publications.

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Sissy Fag Cuckold

Barbara O’Toole’s work hardly needs captions. I really should post this but I’ve already uploaded it.

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Barb: Spanked Sissy

I’m surprised Barbara O’Toole didn’t do more feminization illustrations. Humiliation was one of her strengths and in a F/m context sissyfication seems to be mostly about humiliation.

Barb Sissy -Spanking

Originally posted 2012-04-29 09:17:03. Republished by Blog Post Promoter

Barbara O’Toole Femdom Art 3

Barbara O’Toole F/m Art Gallery Three of Four

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Originally posted 2012-04-30 03:59:09. Republished by Blog Post Promoter

Barbara O’Toole Femdom Art 2

Barbara O’Toole F/m Art Gallery Two of Four

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Originally posted 2012-04-29 12:29:24. Republished by Blog Post Promoter

Barbara O’Toole Femdom Art 1

Barbara O’Toole F/m Art Gallery One of Four

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Originally posted 2012-04-29 09:51:30. Republished by Blog Post Promoter

Barb: Strap-on Dildo

This illustration of a woman wearing a strap-on startled me the first time I saw it. It seemed very atypical for Barbara O’Toole who generally eschewed anything this explicitly kinky.

Barb Strap on Dildo

Originally posted 2012-04-29 09:22:47. Republished by Blog Post Promoter

Barbara O’Toole Femdom Art 4

Barbara O’Toole F/m Art Gallery Four of Four

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Originally posted 2012-05-01 07:07:06. Republished by Blog Post Promoter