It's very close! His endings are being beta tested right now.
Currently the public release of Tailor Tales is on version 1.4, which has Dimitri's first 7 chapters.
The early access version - only available on my Patreon - is much farther ahead. It has Dimitri's chapters 1 - 23 (it will include chapters 24 & 25 for September). His route will be complete in October.
As for the public version however, that will be late December or sometime January, that's when there will be a new update you can all enjoy.
If you can't wait, then you can always become a Patron and get early access to the goods. Here's the Patreon: https://www.patreon.com/celianna