This is a quote from me for another comment:
"I'm hesitant to post exact dates because, unfortunately, there's just a lot going on that can cause delays.
I'm still holding to 3rd Quarter next year at the earliest for the first six routes. Three routes (Reuben, Quill, and Yuu) were added during Kickstarter and will be added to the game after release as a free expansion - not as DLC. The routes are about 100,000 words each and four of the six are currently complete, one is in progress and one hasn't been started yet.
Writing is the most time consuming part so once I have the routes complete I'll probably be able to give a much clearer estimate on a release time frame and I work on the writing daily, trying to get it done. Each route is the equivalent on a fairly long novel so it just takes time!"
And you are right - Caleb definitely has a cute, soft side despite the outward grumpiness! 8D