They weren't always the fastest or the most expensive. The sexiest or best designed or engineered. The most radical, iconic, famous, desired, or most outrageous. But they're the coolest. It's hard to define cool, but you know it when you see (or drive) it. As we kick off Motor Trend's 60th Anniversary celebration, here's a look-in random order-at 60 of the coolest, illist, chillist machines to roll earth's highway during our watch, 1949-2009.
01. 1962-1969 AC SHELBY COBRA
If you could grab the $100 bill taped to the windshield of one owner's when he floored his 427, you could keep the money. The owner never lost his Benjamin.
02. 1963 AUSTIN MINI COOPER S
Grand Prix engineering shoehorned into the Gucci loafer of micro cars.
03. 1955-1963 MERCEDES-BENZ 300SL GULLWING
Before Jim Morrison, these were the Doors. The direct-injection Gullwing was the fastest, most advanced production automobile of its time.
04. 2002-2004 FERRARI ENZO
For the very rich, simply the V-12 supercar to crash. Of just 400 built, at least 14 have been destroyed and many more mangled spectacularly (see also YouTube: Eddie Griffin).
05. 1963-1965 ASTON MARTIN DB5
Famous for its ejector seat. And for helping 007 find Pussy Galore.
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