Someone is really pushing their luck, they already did something amazing and now they're trying to do something equally amazing.
"Gary just got a promotion and now he wants to take the day off?" " Damn gary's trying to meet the mayor twice."
by A.rush-jussila September 28, 2019
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Possibly the most unfortunate and gayest name EVER
Peasant 1 - Why Good Day Mayor Pussyface

Mayor Pussyface - Good day commoner

Peasant 2 - My, my, dont you have a terribly unfortunate name Mayor Fanny Gaylord Bumhead Pussyface of Shaftingtonsville

Mayor Pussyface - Why indeed i do, thank you for bringing this to my attention
by Mr Connor September 13, 2007
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An official event held by the mayor's office of a city to measure the weight of the mayor in the presence of the press gallery while sometimes metaphorically 'weighing-in' on current city issues. The practice originated in Toronto, Ontario, Canada.
"At this week's mayoral weigh-in, the mayor lost one pound, and answered questions about the budget."
by Tonian May 28, 2012
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When a woman holds a man's penis inside of her vagina with force causing him to ejaculate inside of her.
Aw man! I just got mayor trapped by my ex girlfriend! Now I have to pay child support.
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