What is Chicago Backhander?
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Similiar to the "stranger," the act of masturbating with your opposite hand, backwards after sitting on it (so it goes numb) to simulate someone else jerking you off. Usually done in the dark so you don't realize its yourself.
"I gave myself a Chicago backhander last night since my girl was not available. It was like somebody else was doing it."
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girl who is goody-two shoes, always does right.
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