All I've had go wrong in the 8,000 miles I've owned the car is that the coolant level seems to drop now and then and I have to add a little.
Unfortunately that is probably a bad sign, since this is a Toyota Supra. So... Bring on the Head Gasket.) :
The rest of the car is cherry. It is 14+ years old and under 50,000 original miles. The body and paint and interior has held up with 14+ years of life.
If you are going to buy a Supra, and you want to keep it for a while. Check the Head Gasket either BEFORE you buy it or soon after because that is what will go wrong, if anything, with your car.
I have no idea how Toyota has gotten away with out making it a priority for a recall. Ah well.
Still the Supra is the greatest performance sports car in the last 25 years. Almost hands down. (In this fella's opinion).
In short, Supras of any year are outstanding. Any true Toyota lover will agree to that.