A little background. My sim had proposed to his girlfriend on Harvestfest and she rejected him. The friendship bar was about half full and the romance bar was all the way full. A week later on Wint...
I tried again today and took them on a 'vacation' to Oasis Springs and had her propose to him instead of vice versa and it worked! <3 Perhaps the patch fixed it although I don't remember anything about this in the notes.