Classic collectables seem to bought by old guys who are trying to reclaim their youth and can afford the cash to make the statement. My definition says the car has to sell for as much as it did originally taking into account inflation. I say this from watching Barret-Jackson and such auctions. So the 986 has to get to where 18-20 year-olds saw and lusted which to me says 35 years old or so. Then even that generation ages out but the number of good condition cars boosts the few even though there are fewer buyers.
Really good 914s are now climbing in price. $34.5k asking (see the 914world.com website and search "the restoration begins" by 993innc). Even a marginal one needing cosmetics will cost more than an early Boxster in the same condition. (
1973 Porsche 914)
Owned both. Loved both. If I had to have only one in pristine condition for the nice weather back roads, surprisingly it would be the 914 because it was the car immediately before family responsibility took effect. The 2 Boxsters were after family obligations were met and I drove them a lot less vigorously. The Boxster was a much better car, but the car of my relative youth ...