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Cool Cars for Cool Guys (2025)
Nine cars at wildly different price points, each scored on the house formula: cool = style + uniqueness + popularity + function.
900 (Classic, 1st gen)
“A lot of people have called it an architect car or a professor car, both of which I think are very accurate. Nowadays I think it's like a car for a really good DJ.”
E39 M5
“These things are like bad guy cars. If you were going to do a bank heist in Europe, this is what car you drive.”
E39 540i
“It's about 80% of the E39 M5 for about 28% of the money.”
E39 528i
“Dead reliable, pretty fun six cylinder.”
F-150 (9th gen)
“This is the white T-shirt with jeans of cars. Everyone wants a boxy truck, this is the one to get.”
Land Cruiser 80 Series
“Whatever you buy one for right now, it's like sitting on a bank.”
LX 450
“If you need more luxury you can also get the first generation Lexus LX450, which is basically the same thing.”
Mustang Fox Body Notchback 5.0
“It's got a V8, it isn't fast but it sounds incredibly fast. The interior is tweed like a sport coat and the notchback looks like you handed a 4-year-old a crayon and said draw car.”
Lancer Evolution VIII / IX
“There's literally nothing more intimidating than a guy driving an Evo with really nice tires on it and nothing else. Subaru wishes.”
F80 M3
“This car comes with one caveat: if you modify it like a stooge, it's no longer cool.”
AMG E63 Wagon (S212)
“This thing is so classy that you can afford to be a little trashy with it.”
GTV (105 Series)
“I'm calling it right now: Alfa Romeos are the new cool second weekend car for the well-dressed, well-off, well-to-do guy.”
Giulia (105 Series)
“If you can't afford a GTV, may I suggest a Giulia of the same vintage — cheaper, boxier, cuter, not quite as badass, but still very very cool.”