Have to say my favorite is the 'cheap' one: 1964 Jaguar E-Type
No way. The 1964 Aston Martin DB5 is an icon and even though I've seen one a hundred times, I spend more time staring at that car than any other at car shows featuring brand new cars I've never even seen before.
If you had to go cheap you'll appreciate driving the 1963 Chevrolet Corvette Split-Window way more than that Jag, but I see the attraction to the Jag too. The split window was just so cool though.