This cute animated .gif was created from an Alazar drawing:
Our helpless lady cannot escape the wheel of implacable feathers!
I don’t know who made the animation, but here’s the source image they were working from:
It originally appeared in Alazar’s Book Of Bondage Volume I.
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This scene of actress Femi Benussi wracked on the rack is from the 1965 Italian horror movie Bloody Pit Of Horror (also marketed in various cuts and releases under the titles The Scarlet Hangman, The Crimson Executioner, Il boia scarlatto, and Io…il Marchese de Sade:
At least one version of the movie is in the public domain and thus available via the Internet Archive.
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This artwork by Alazar has been colorized by an enthusiastic fan, I do believe:
The original as it appeared in Alazar’s Book Of Bondage Volume II was less colorful:
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This comes from a long-deleted porn tumblr:
Lucky for her, her fellow is a gentleman, and spread their coats to protect her from poison ivy before he put her on her knees for a pounding!
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There is a nice composition of Supergirl tied up and helpless on the bottom of the front cover of Adventure Comics #414:
The whole cover, such as it is:
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What would bondage chains look like if you let a costume designer for a 1960s Italian sci-fi sex movie design them? I have that answer for you right here:
This is a scene from the 1968 movie La matriarca, released as The Libertine in English-speaking markets.
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ErosBlog found a fun short clip from the turn-of-the-century Cartoon Network show Johnny Bravo, in which the titular hero gets captured by a domme who has some automated trick bondage furniture:
Our Johnny is right where he wants to be!
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