Where You Hear It

Context as a listener, how much does it matter when you first hear something?
Like maybe your a-hole older brother was always going on about how great Otis Redding is, so now when you hear it, all you hear is that braying jackass of a deadbeat and you feel a slight sting in your charley horse?

Or maybe your sweet old mom loves the Beatles, and you grew up with that playing alongside Mother Goose or whatever, so now, Sgt. Pepper's is little more than kidfare.