Another dating bug, and this one seems to be related to the one with Randy (this is from downloading the game four hours ago);
Attempted to date Randy, he said he'd be ready to go, but it didn't trigger the date. I attempted to date Hazel, and it did trigger a date... with Randy. Attempts at dating Randy afterwards went smoothly. Dated Arulan after, then had the pond date with Heric no issues.
However, the truly odd thing is that when I had a pub date with Heric... it triggered the date with Hazel. I think that the Randy date bug is causing this, rather than it being a bug with Hazel's date.