Yes, even if you do take care of them. My 89 has Ttops and they leak like a sieve in the rain or if I wash the car. They weren't taken care of at all, maybe one day I will decide to put on new rubber to make them seal properly. Its a lot of work to do though and I never drive the car in the rain anyway. Maybe if I ever get the car fully repainted as it could definitely use a paint job.
As for the original car, great find, the 5 speed 3.8 V6 was a pretty rare combo to say the least. Almost all the 3.8 V6s were autos as it seemed like the factory didn't think anyone would want a V6 with a stick for some reason.