Boston Red Sox: Generations, or alts as slightly alternate history

A while back, maybe a year or two ago, I got to thinking about alt history concepts.  They've been done, but not that often, but somehow, someway I wound up in that exact territory, wondering what alts I could come up with for various time periods.  In every case, the images said it all.  These were originally posted at CCSLC in 2011.

Chicago Cubs

I know one thing, if I were a betting man, I'd always put money on being able to spot someone in a given Wrigley Field crowd wearing a cap like this (hell, likely every third or fourth fan):

courtesy strictlyfitteds.com