Here's a couple of sad songs from 1959 and 1961, each of which was only a hit in the midwest. Cathy Carroll hit the Billboard Hot 100, barely, in 1962, with something called "Poor Little Puppet". But one year earlier, while missing the national charts completely, she barely missed the top ten on the legendary WLS in Chicago, with the tale of "Jimmy Love". I came across this one by accident, and felt as if I'd stumbled across something that was meant to stay hidden. If Cathy sounds a little sad for someone who is singing on her wedding day, just wait 'til you hear the whole story. It's not nice to fool with Mother Nature.
Two years earlier, while taking part on the ill-fated midwest tour which claimed the life of Buddy Holly et al, Frankie Sardo managed to popularize his song "Fake Out", enough that it climbed the charts on several midwest radio stations, including WJJD in Chicago, early in 1959. As opposed to "Jimmy Love", which I enjoy only in a sort of ironic, detatched way, there is something about "Fake Out" that I genuinely enjoy, enough that I actually went to my local vinyl hideaway and sought a copy, which was procured for a few dollars. It's not nearly as tragic as the former song, but rather, well, "that's too bad" about sums it up.