Neat dating game! I like the variety of character sprites! I also dig the score system and multiple variations of endings you can achieve!
Some feedback: I did feel like the questions got a little repetitive too fast. Sometimes the same question would be included in the choices, it would have been nice if each question was always different.
I did run into a softlock: When time runs out, if you select "Turn" while your date is walking away, the game will be stuck on a black screen. (See 10:23 mark in the video)
Regardless, this is a neat game given the time constraints of the game jam! Great work on this!