@MiketheIllustrator thanks for linking to the video. I did hide your post as the video contains potentially private information and you might not want to have that publicly available.
Your video shows that the dropdown does not populate when there already is a description in the field. The date of creation doesn't matter here - only what value already is in the description text field. The logic here is that the dropdown acts as an "auto-complete". One of your descriptions is "Animating". If you would have nother description, e.g. called "Animating xy", then this other description would be shown in the dropdown, because "Animating xy" is an auto-complete suggestion for "Animating". You can simply erase the field to get all available descriptions in the dropdown back.
I will think about if it's possible to improve the behavior - e.g. show all available options if otherwise the dropdown was blank. Or to show all available options if the text field is not focused