I'm currently drawing a(nother) pic of Larry Underwood and this time update was troublesome in some aspects.
He is described to sound as a black singer. A manager is dying (and actually died, I suppose) to have him cover "Hang on, Sloopy" (I would really like to hear that, actually). He is described as having long hair.
All of that, in 1980, would make me think of the Rock 'n Roll 1960s.
But in 1990, I guess I could think of the 1960s, too, but I have other images in my head, both from the 1970s and 1980s. So I don't have as clear an image (sound?) of Larry in my mind as I would if things happened 10 years earlier.