2. Oldsmobile 98 Convertible (1966)

Total Price: $6,800
The Set-up: Things get tense with the Russians
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Complex Says: If you were a pimp, playa', or gangster in the '70s, you probably, sat behind the wheel of an Oldsmobile 98. It didn't break the bank, and it had a trunk that was big enough to hide a load of cash and weapons.