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Good Looking Out 

The act of watching out for someone in their best interest.
Dude 1: Hey man, I saw you weren't in class today. I took notes for you.
Dude 2: Thanks man. Good looking out!

looking out 

hey I bought you Starbucks
Thanks for looking out
looking out by kacfenhsuhrdbxbsh November 27, 2015

monkey looking out of a bear's arsehole 

An ugly woman with long frizzy hair
Winsome was the spitting image of a monkey looking out of a bear's arsehole.

Struck Out Looking 

When a person is too nervous to speak to the person they are attracted to.
Kevin: Did Marcus go home with that girl last night?
Ed: No. we were there for three hours and he struck out looking.

Out here looking stupid 

When someone you like alot, doesn't like you back, and know you look stupid for trying too hard.
Damn girl, he got me out here looking stupid.

fall out of bed good looking 

A female who has extreme natural beauty that it as though she woke up without having to fix herself up. It takes her no effort to look fine.
Man, Stephanie is sooo hot! She is just fall out of bed good looking.