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I've had them both...but you really can't compare the two.
One is a sports car, the other is a luxury sports car.
The Porsche was a C4, so the road grip was obviously different.
The Porsche was really noisy being air cooled, and the engine is literally strapped to your back. (Very little sound proofing)
The Porsche is so much smaller, which makes it feel really nimble.
The Porsche had NO creature comforts. Zippo. Nada.
Long trips are hard on your back and lower spine in a Porsche.
The torque in the M5 "feels" very different because of the sheer weight of the car.
But there is nothing like going around a corner in 2nd, in a C4. It really feels like you're on rails!!!
Some days I really miss the raw growl of that engine.
If there's one thing I would bring to the M5, is the Porsche transmission. - The M5's is way too notchy for what it is.
I also think the 911 wins hands down on depreciation as well.
Just my $0.02
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