Cadillac Cimarron

Wikimedia/IFCAR

Cadillac Cimarron

Introduced: 1982

The Cimarron went a long way in killing Cadillac's reputation. It was basically a Chevy Cavalier with few extra pieces of chrome and a heftier price tag. The front end is far too busy, housing blocky headlights, a grille that resembles a sewer grate, and a couple of cringe-worthy orange parking lights.