I have a Porsche 911. We are both ex-sportsbikes riders and have always been into performance vehicles and have done long trips in Asia and the odd track day. We couldn't afford a car in Singapore -- they cost three times as much. So, when we had to come back to the UK with our baby we sold our bikes, pooled our resources (I paid next to no tax there) and bought a second hand 911.
We used to always have cheap (but expensive to run) knackered classics, Lotuses, Jeeps, that sort of thing.
I'd never buy a brand new car. Who wants to buy into hefty depreciation? We researched where to buy and what to look for and got a fantastic deal (height of the credit crunch, Porsche and Astons were going cheap). It has low mileage, it's actually fairly economical (much more than many non sports cars) it can fit maxi-cosi seats.
It's not about looking rich. Actually the Porsche's image is bad. The car of successful estate agents, owners-of-a-chain-of-hair-salons. I love it for its racing heritage, for it's plainness (boring, non-luxurious interior) and it's incredible driving. It drives like a pussycat at under 5k revs and is incredibly planted and you feel that you are actually driving on the road, not wafting above it. So it is focused, responsive, amazing brakes. It's not about going fast I have a baby its about the steering, braking, acceleration.
Also, we only use the car to visit my inlaws who live in the middle of the country (no trains or buses) and the occasional supermarket trip (people have a go when they see me park in P&C and then scratch their heads when I get my DD out and do a back wrap in the Didymos) Every daily trip in London I take trains and buses.
We're both journalists, we don't earn alot, but in Singapore where I worked I didn't pay mcuh tax so I managed to save a bit. I think it's easy to see a posh or rare car and make all sorts of assumptions. There are people with Audi R8s who live in council housing, and people with knackered Land Rovers who are stinking rich. I know a man who has to pay for his Aston on finance because he couldn't afford it by the time it was built.