2. Chrysler PT Loser
Chrysler’s retro-themed PT Cruiser was something of a sensation during the early 2000s. Stylish, space efficient and relatively thrifty it struck a chord with American consumers. People were eager to dress theirs with aftermarket grilles and fake-wood body cladding that was tackier than swimming trunks made from flypaper.
Capitalizing on their success, Chrysler engineers offered buyers even more choice several years later when they introduced a turbocharged GT model and even a convertible.
But affordability and practicality be damned, enthusiasts had a field day lampooning this cutesy, Dodge Neon-based vehicle. The PT Loser soon became synonymous with un-cool things like elastic-waist jeans and the band Nickelback.