I'm quite surprised at how well I can get into most earlier KotH episodes, barring season 1 for some reason, I kind of like some of the stories in them, like the time Hank got Bobby addicted to smoking. I think my problem is that the animation and the art direction in season 1 makes me cringe. I'm glad that the designs were updated past season 2. Sure, the show may seem dated with references to celebrities of our time, along with certain issues as well, but at least unlike other show, the celebrities don't play a big part in a majority of episodes.
I say that the scripts, the quality of the animation, and the voice acting quality also play a big role in making most of the DA show have a timeless feel to them. I know it's an old saying and one that reeks of nostalgia, but they really don't make them like they used to, or at least, animation wise. But yeah, I remember even when shows like Timon & Pumba, and Quack Pack were on, I didn't like them. I really also need to get on to own the rest of Ducktales, & Darkwing Duck, along with getting the volumes of Gummi Bears, Chip & Dale, Gargoyles, and Talespin to add to my collection. Who knows, maybe Disney will finally give us the rest of the DVDs to complete the set. With that said, I think if I have kids, I might try to make them watch these shows.