Annie - The Skater Girl

 

Any youngsters (i.e. folk more than a few years younger than me) mat be confused by the unusual footwear that lil Annie is wearing. 

Well, children, before the invention of in-line skates, the Roller skate allowed kids in everyday footwear to enjoy some badly fitting fun.

Bonus - Dumb and Dumber?

Bonus 2 - Cities with population over 100K