26. 1990 Chevrolet 454 SS
For the majority of the pickup truck world, the 454 SS is a sort of legend. The first GM performance truck had a lot to offer, including a big engine that was crammed into a lightweight body. But once you got past the obvious power advantage the truck didn’t offer all that much in terms of design. The 454 SS nowadays is nothing more than an overpriced GM relic that only came in a single cab configuration.
Sure, the truck was fast, but it only came in one color and with one interior combo. Not to mention the fact that there were not a whole lot of these trucks made. The 454 SS has held its value for the most part over the year. But for the price tag, you can get a much better truck that you’ll be happier with in the long run.