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1. Sidewalk Sissy
A person who talks shit through the phone, email, or radio but aint shit in person.
Sidewalk Sissy on the phone: "I'll whoop your ass!"

Ass Whooper: "Good becaus I'm standing at your door"

Sidewalk Sissy (cowering in the house) "oh I aint mean it man, you want a beer?"
2. sidewalk sissy
gay male street whore
look at that sidewalk sissy standing there
by bo Apr 19, 2003 add a video
3. sidewalk sissy
a term used to demean fellow truck drivers or a way to call them a fag
swift get the fuck over you sidewalk sissy
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