This is kinda cute. Definitely feels like it's much later in the timeline, as obviously they wouldn't be wearing those kinds of clothes in winter. Kinda get the impression this is them out on a proper date, so it must be after that event.
My biggest takeaway? I kinda feel like their styles are really starting to mix. what's that pattern on Kyo's shirt between the skull and the crossed bones? It almost feels like sparkles. Like, he's starting to be like a perky goth or such maybe, while she's her usual peppy self with a slight goth bent. She was already showing that in previous extras, but still.