Intriguing thread BiGJake. Being raised in the UK there are several cars that caught my fancy but I trust many I spotted before most of you were borne.
The following I spotted in the 1950's:
Bristol (----?)
Early MG's td, tf etc.
Austin (Supermarine?)
I rode in Austin A30, A35
Sunbeam Talbot
Ford Zephyr, Ford Zodiac
Morris Minor
1960's
Jensen Interceptor - I liked the way it looked and I think it had a big Chrysler engine.
VW bugs.I owned 3
Lotus Super 7. Never had a ride in.
Owned a Triumph TR3 and an MGB
Austin Healy 3000 - test drove a used one but too rusty and too much $$$
I enjoyed looking at or riding in or owning at the time because I was young. I liked all things mechanical but to own any of them now would be a nightmare - rust issues, parts etc.
Happy with the Boxster but would like a newer Cayman with a warranty. Well I can always dream!
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