RAGS is definitely a weird engine, being a text-adventure engine for the most part. It's also getting more annoying to run on modern systems, so while I have some nostalgia for it, I doubt I'd ever work on a full project with it ever again (maybe something small could still happen, though).
I have been working on TOTDC2 for a while now, but I am working very slowly on it. Part of it is not wanting to slow down Caliross, and the other was that I had some trouble along the way (I had to change artist, and afterward it took me a while to search for a new one, before finally settling with my current Caliross artist, but using a different style). I started early because I am new to Ren'py, and because I don't want to have a 2-3 months gap after finishing Caliross with no games.
There are a few options on the table on how to handle the transition (perhaps releasing updates for each game every other month).
I'd like to have a 1.0 for Caliross by the end of the year, but I might also go for 1.1-1.2 versions afterward if people want more, I'll keep an open mind (still, I am trying to work toward wrapping things up, since the development has been going on for a while now). There is so much to do, I probably shouldn't have been as ambitious in certain aspects, but I am not trying to cut too many corners either, so if I can't get the 1.0 before december I am not going to be majorly upset.