Songs that use the word hip, cool, fly etc.

[LuvOrlando]

 

[Dan Murphy]

Fly Like An Eagle - - Steve Miller Band

 

[Dan Murphy]

Fly Me to the Moon--Sinatra

 

[Dan Murphy]

Learning To Fly--Petty and the HB's

Live

 

[Dan Murphy]

Flying--Beatles

 

[Dan Murphy]

Cool Change--Little River Band

 

[theluckyrabbit]

"Cool," from West Side Story

 

[theluckyrabbit]

"The Nicest Kids in Town," from Hairspray
You'll never get to college
But you'll sure look cool
Don't need a cap and a gown
When you're the nicest kids in town...

 

[theluckyrabbit]

"Hip To Be Square," Huey Lewis & The News

 

[theluckyrabbit]

"Crazy Cool," Paula Abdul

 

[theluckyrabbit]

"Cool Jerk," The Capitols

And the GoGos:

 

[Kitty 34]

 

[LoveSpringsteen]

Hippy Hippy Shakes by The Georgia Satellites

 

[JLong06]

 

[Colleen27]

 

[Sinder]

 

[Sinder]

And one for the context you were looking for OP

 

[Skywalker3]

I don't wanna be hip and cool
I don't wanna play by the rules
Not under the thumb of the cynical few


Howard Jones - New Song - YouTube

 

[SarahM1987]

Echosmith - Cool Kids

 

[SarahM1987]

Digable Planets - Rebirth Of Slick (Cool Like Dat)