Shoot Your Shot
You should go for it
Example
You still haven't asked her to the dance? When are you gonna shoot your shot?!?
Shoot your shot definition by Slang.net - The Slang Dictionary
This page explains what the slang term "Shoot your shot" means. The definition, example, and related terms listed above have been manually compiled and written by the Slang.net team.
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Baseball Slang Quiz: Can you bat 1.000?
Shoot your shot is a phrase similar to the "go for it" phrase, which is when you take matters into your own hands. It can be used to refer to finally standing up to a bully, talking to a crush, asking for a raise, etc.
The "shoot your shot" phrase involves gathering up the confidence to do something that you are normally too scared to do. The phrase comes from sports, like in basketball when you have an open shot at the basket, you have to take it.