I think its easy to get sentimental about old cars and think "classic".
Sure, magazines might talk about them like this and maybe if you are someone who can afford to collect cars and keep them warm, dry and polished ready for showing a couple of times a year...
But if you are talking about running a car as transport... old cars are bother. Also in terms of driving normally on the road, they very quickly age compared to modern cars which are quiet, economical and quite frankly, faster.
As much as my daughter keeps trying to persuade me to buy a VW Camper for her, I resist because I've had younger years of trying to run old cars as a daily... its not pleasant. If I had a tenner for every hour I spent waiting for the AA, I'd be a rich old man.