Horses for courses. As a previous owner of various Porsche GT cars and having driven many of the air-cooled predecessors, I would also prefer to drive a 993 on the street as it fits that purpose much better. Driving a super capable car at street legal speeds is boring at best... The 993 feels more alive, mechanical and communicative at anything resembling street sane driving. Better yet a nice condition 964 would be my personal choice of a fun car, which feels even more mechanical and connected to the road with all of its quirky old school charm.
When I had a chance to drive a Carrera GT with its silly (for the street) $15k ceramic composite clutch (replacement cost of unit) which had to be computer assisted for street driving, I was once again reminded why people are willing to pay the crazy premiums for such cars. Of course the other thought was why anyone would want to drive a car such as the Carrera GT on the street at normal speeds is beyond me. Pushing a car like the Carrera GT on the other hand, even in the experienced hands, has led to tragic outcomes for quite a few owners... RIP Paul Walker...
Can't go wrong with a rare Porsche, Ferrari, etc if you can afford it. Corvettes are nice and their day will also come in the decades ahead. Anyone holding on to a manual Z06 at this point would be wise to keep holding... All the manual collector grade cars will be worth more
Yep, a 964 is a fun part of history of a 911 and a great street car.