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around the block 

A term created by the current world record holder for the most passes around "the block" in terms of sexually aggressive women.
Max: i can just smell it through Jen's myspace.
Max: that girl has been around the block
Max: infact she invented the block
Max: and is now receiving royalties
Xinoxide: Jen is the world record holder
Max: "the block" is her nickname
Xinoxide: for her block and the rest of them.
around the block by Xinoxide March 31, 2007

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"

trip around the block 

An event or occurrence that broadens a person's view on life. Something that helps a person have a better scope of reality or become less naive and ignorant.
Being in the war was a trip around the block for my grandfather.

been around the block 

a person who has had sexual intercourse numerous times before

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
been around the block by Killa Cam February 17, 2005

one more time around the block 

When you're at the bar and you want to order one more round of drinks.
Bartender: "Would you like around round?"
Brittany: "Yes, one more time around the block!"