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1.
An exclamation of joy popular with cowboys in the the mid 19th century US West.
Im An Old Cowhand
Artist: Frank Sinatra

I'm an old cowhand from the Rio Grande
But my legs ain't bowed
And my cheeks ain't tanned
I'm a cowboy who never saw a cow
Never roped a steer 'cause I don't know how
And I sure ain't fixin' to start in now
Yippie-yi-yo-ki-yay
Yippie-yi-yo-ki-yay

I'm an old cowhand from the Rio Grande
And I learned to ride
'fore I learned to stand
I'm a ridin' fool who is up to date
I know every trail in the Lone Star state
'cause I ride the range in a Ford V8
Yippie-yi-yo-ki-yay
Yippie-yi-yo-ki-yay

I know all the songs that the cowboys know
'bout the big corral where the dogies go
'cause I learned them all on the rad-ee-o
Hey, yippie-yi-yo-ki-yay
Yippie-yi-yo-ki-yay
by Urban Cowboy April 11, 2004
 
2.
Bruce Willis' signature phrase from Die Hard.
Yippie Ki-Yay motherfucker!
by Gumba Gumba March 01, 2004