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[Opinions] just to clarify ...
How old are these characters? I mean, someone that's fifty years old in the sixties would likely have a different name from someone born in the sixties.Before you criticize a man, walk a mile in his shoes. That way, when you criticize him, you're a mile away and you have his shoes!
Steve Martin

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Good point…the characters are going to be around 16-21. For now I’m just trying to pick names that were popular in each decade and from there I’ll figure out which character gets which name (for example, Chester peaked in the late 10s/early 20s so maybe the character set in the 40s will be named that…idk, I’ll figure it out lol.
okay, I'll give it a try ...1890s:
Mary and Charles1900s:
Anna and Virgil1910s:Elsie and Lloyd1920s:Dorothy and Earl1930s:Ruth and George1940s:Shirley and Joe1950s:Betty and Frank1960s:Susan and Michael1970s:Lisa and Brian1980s:Jennifer and Matthew1990s:Ashley and Justin