been around the block

A person who has learned from relevant experiences in the world
- Street smarts
- wisdom
- real-world experience
- seen a thing or two

"If your not sure how to run this business, ask Old Man Dave. He's been around the block a few times"
"Could tell Mayor Hudson to fix the schools?" "No. Ask Shelly she's been around the block with her before"

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been around the block

a person who has had sexual intercourse numerous times before

Jill sure has been around the block

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been around the block

A boy or girl, usually a girl, who has had sex with seemingly every person on the block

Guy 1: Yo i heard you was getting pussy cuz... any truth to that?
Guy 2: Yeah word up cuz
Guy 1: Yo who u gettin it from?
Guy 2: Ommmm... Suzy...
Guy 1: DAMN CUZ!! aint that bitch who was caught sucking the whole football teams dicks after the game friday night??
Guy 2: Ommm... i dont know...
Guy 1: Man that bitch been around the block

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