I wasn't using old saves and downloaded the game again, but still encounter the issue. Just clicking the clock to fast forward the day though does result in the ruby TF if I'm not talking to anyone I think?
Playing the new Patreon build the issue is gone.
Also at least for Hypno Dom Rattlesnake, transformation it is easier to gain before it wouldn't trigger for me on mingle phase 3 now it does, before I couldn't get it until phase 4, I didn't report this issue as I was unsure if this was some mistake on choice selection on my end.