Vox made a good video about the history of the Cooper Black typeface, created in 1919 and still in common use today.
There's a typeface that has made a resurgence in the last couple of years. It's appeared on hip hop album covers, food packaging, and advertising. Perhaps you know it from the Garfield comics, Tootsie Roll logo, or the Pet Sounds album cover by the Beach Boys. It's called Cooper Black, and its popularity and ubiquity has never waned in the hundred years since it was first designed.
In the video above, Steven Heller and Bethany Heck tell the story of Cooper Black and deconstruct all the reasons it's been pop culture's favorite font for so long.