1998 Land Rover Discovery II
Cars built in Britain are known for being iconic. However, there are exceptions to every rule. The Land Rover Discovery II is one of them. Aside from its many electrical problems, its box-like design looks like it should be in a safari rather than on the streets in a city.
1990 Oldsmobile Cutlass Supreme Convertible
This convertible was designed terribly, as you can probably tell from just a glance at it. The Tupperware box-shaped car had such a bulky B-pillar that it made you want to keep the top up permanently.