I like the overlooked era of the mid-to-late 30's up to 1941, then 1947-1954 for the design more than anything: A lot of people find them boring but I like the styles, especially convertibles from those times. And Chevy's golden years of 55-57, of course. Plus various others.
Having said that, any "Worst Of" list that doesn't include the "Smart Car" is not a list I want to see.
That car makes cry, and not joyful tears. In fact calling it a "car" shouldn't be allowed. Anyway....