Name The musician/singer

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I wanna say that last guy is an old Boy George. But my guess is an old Joe Jackson?
Incorrect. You have the era right (for when he had mainstream popularity, anyway).



Incorrect. You have the era right (for when he had mainstream popularity, anyway).
The mid 80s hat was a give away! Gosh I'll have to think about it. But I bet I use to listen to his music though.



No clue on latest
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Since this was incorrectly identified as Little Richard, for the record that is
Percy Sledge

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She starred in one of the most famous movie musicals ever made.
That's the perky Jane Powell. Not sure which musical you're referring to, but I really liked her in Seven Brides for Seven Brothers. I loved that film as a kid!