Collared Deep Throat Challenge
His cock is massive. It’s going to be a real deep-throat challenge. But the shiny chrome-steel collar argues that this woman is going to have to find a way…
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His cock is massive. It’s going to be a real deep-throat challenge. But the shiny chrome-steel collar argues that this woman is going to have to find a way…
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You wouldn’t think an eager new bride would need to be chained to the headboard of the brass bed, but maybe she tried to play the old “not on the honeymoon, dear, I need time to adjust to the idea of sex” routine on him and he was not having any:

Notice how the brass is dark and tarnished everywhere except where the chains go, which is bright and shiny as if from frequent use as a bondage attachment. Perhaps his new bride simply didn’t realize that the perv she married had very specific notions of what a fun evening of sex should look like!
Artwork is from the cover of Bride For Bondage (Bondage House 1979, BH8064).
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This woman has had a rough day. How many sets of stun gun marks can you spot on her body? And now the loss of her anal virginity is being streamed live for the world to see:

Artist is Harris Hero.
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The July 1963 issue of Hi Life, a men’s magazine that sold for fifty cents, included a “Men’s Humor” feature by cartoonist Don Oreheck. Titled The Keys To The Kingdom, the feature included ten different cartoon gags about chastity belts. As the editors introduced them:
In days of old, the knights were bold… in more ways than one. While some knights were off waging war in the Holy Land, the rest were home, storming other bastions. As a matter of fact, for all parties concerned, the very success or failure of the Crusades depended on a tiny key… and the treasures it did, or did not, guard. Here, Cartoonist Don Orehek presents his version of the real battle of the Crusades… the battle for the Keys to the Kingdom.










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When you’ve got too many girls to play with and not enough playroom space, what do you do? Well, I suppose you could hang them upside down along the walls to keep the center of the room clear:

I think this photo may be from a defunct paysite called South Bound Erotica.
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What’s the first task you would give this graceful amateur slavegirl with the good kneeling posture?

I can’t speak for others. But one way you can tell I might be getting old, is that the first thing I’d make her do is clean up that cluttered coffee table!
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The hood to hide his features tells us he plans to turn his unfortunate bondage sex captive loose when he’s done with her. But the heavy steel shackles and padlocks? They suggest he plans to take plenty of time with her first:
Artwork is by Naw89.
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