What is planned after v0.5 is to release a small update just before Christmas (v0.5.1?) to fix some things related to the Winter event and add some features like updating Meredith's sprite to the new rig--things that were planned for v0.6. Then next year it's going to be all Meredith, possibly with v0.6 released in the Spring and then the next update after that will also be Meredith. The reason for focusing almost exclusively on Meredith next year is that this past year has been almost entirely about other characters (Irene, Jasmine, Brooke, Caydence, Nicole).
Meredith IS the main character. She has more Spank Bank scenes right now than all other characters combined.
As far as the other characters, I wouldn't work on any character that I thought wasn't interesting and didn't have her own appeal. Aunt Irene, Aunt Charlotte, and Brooke are all quite popular, although admittedly not as popular as Meredith. I personally really like both aunts a lot. I believe that Jasmine's stock will go up substantially now that she has actual content in v0.5, but the true test will be when you all get to experience her in all her glory.
Fortunately, the game is 100% free. I don't charge money on Itch.IO and my SubscribeStar model is basically "Throw me a few bucks if you like what I'm doing and get status posts twice a month with image/video spoilers and hi-rez versions of seasonal wallpapers. I don't think I've posted this in this thread, but here is the public "SFW" version of the Halloween wallpaper I made for Brooke.
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I won't rule out the possibility of making a "vanilla" version of the game after 1.0 (Season One) is completed to put on Steam. I imagine Steam would have a problem with the explicit Wincest content.
There are a couple of characters that should probably have their planned content scaled back dramatically, given my realistic bandwidth to work on the game, and Nicole is one of them... at least for "Season One."
I know this answer is annoying, but "Soon." I have one quest that needs to be finished and then I need to do testing and bug fixing, which takes time. v0.5 will have about 45 minutes of new gameplay (30 minutes if you are completely uninterested in impregnating Aunt Irene).