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Awesome phrase, said to be WWE Wrestler Chris Jericho's favourite sentence. Every match he applies a submission hold and shouts it every 5 seconds. He even did it once when it wasn't a match and there was no ref in sight.
Jericho applies the Walls of Jericho
Chris Jericho: ASK HIM!

Oppoent doesn't submit
Chris Jericho: C'mon Ref, ASK HIM!

Jericho apllies the Walls to John Cena when it is not a match
Chris Jericho: Whos the Hero Cena? ASK HIM!

Chris tries to submit R-Truth
Chris Jericho: ASK HIM What's Up!
Ask Him by R2JBL November 5, 2009
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Ask him out 

Ask ur boy crush out and confess love to him so u can get together and they have to say yes no matter what
Me:look ask him out
😍:umm u like me
Me:yeah but u can't say no
😍:sure

will you please ask him to send me the link for the presentation. it would be greatly appreciated 

will you please ask him to send me the link for the presentation. it would be greatly appreciated. It makes me hard

i wanna ask him out

I person that has feelings for someone, but will never tell that person.
I have a fat ass crush on this guy
“i wanna ask him out”

but he only likes white girls 😭

shoot him an ask 

To ask somebody something. It doesn't have to be a guy, "shoot her an ask" is totally legit too.
"Is Tom coming to the party? I don't know, let me shoot him an ask."
shoot him an ask by Ezomz January 5, 2009