Top Definition
Gentleman's Umbrella is when a man who is uncircumcised attaches his penis to a man with a circumcised penis by pulling the foreskin over both the penises.

Normally used in the homosexual community. But to do it the person doesn't have to be gay.
Hey Tom did you hear there was a chance of rain, would you like a Gentleman's Umbrella?

It sure is windy, would you like to use my Gentleman's Umbrella?
by dong tickler April 20, 2010

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