When something is cool and awesome but in a dorky or cheesy manner. Such as pee wee herman, the fraggles, or watching the clouds pass overhead as you listen to owl city and sip on tea.
Coolio (pronounced Cool-ee-oh)
the peak of all that is cool. used as one word usually, and has that same basic meaning as the word 'cool' but said with an ittalian accent. doesnt have anything to do with cheerios.