It's getting more fun for me. Actually, it ebbs and flows, mostly a net gain in fun though.
I missed commenting on the other thread, "what about the hobby interests you?" or something like that. For me, the games are only part of the story. I like revisiting the classics, but really don't spend too much time doing that. If I've got friends to play with, great; otherwise, I'll play once in a while when the mood strikes.
The killer part for me is growing electronics knowledge. Powerful micros are cheap now, and there are lots of places to discuss connecting new tech to old tech. Secondly, applying the lessons of old tech to new can be really rewarding in that thinking that way often takes the hardware somewhere not really anticipated, or will make a project fit either compute or resource wise, likely both!
I like old hardware, like floppies. I enjoy using them with the Apple, mostly because I have a working drive and a handful of disks. I don't like having to depend on them though. Labor intensive. Today, on most old computers, we've got options! We are getting way better at moving data from old machines to new and back again. I would not enjoy the computers as much without these tools. Love actually running the old stuff, but I don't love developing on them so much. That's really hard, and it highlights just how bad ass those programmers were back in the day.
With the emulators and various user tools, doing useful / fun things with old computers continues to progress. I like this trend and given the maker / hobby culture growth seen today, I can't imagine it won't continue for a while yet. Good times right now.
Currently, I'm working on a card for my Apple. It's taking a while, but I've got Eagle, some layout work done, and a lot of questions to answer. That's the last bit for me personally. As a kid, I would look at all this stuff and wonder:
"Can I pick the shapes on the screen?"
"Wish I had a card that would do this or that..."
Slowly, checking off the items on the list is happening, and it's just great. Sometimes I feel old now. I'm getting older now too. Sucks. But, younger people see this stuff and are entertained and it's still somewhat relevant to them, particularly when they can participate.
Finally, it's a great escape. Modern computing is something I do for a living, and the pace has been brutal. There are times I feel kind of burned out. Maybe I am. I'll take some kit with me on business trips, and setup to play. Feels fun again after a while.
IMHO, Apple 2 is in great shape right now! I'm glad I got back into it when I did. Funny how some time changes things. The Apple actually has a great charm, even though it's graphics and sound are limited compared to many other machines. So much was done for it! A person could spend years checking out all the cool stuff! (and a lot of $$$ too)
The other thing I'm doing right now is getting back into retro sounds. Composing music on real time synth is becoming somewhat of a lost art IMHO. Chip tunes are a lot of fun. Check off another "when I was a kid" item.