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Good Job, even with very stylized art you can kind of guess the characters personalities even before talking to them a testament to a Character design well executed.
I also like the concept, a mix of Sim date and that thing when you see some people while commuting and can't help but wonder what's their story and who they are (or it's just me?)

the controls are a bit difficult and on the browser version it looks like that selecting an answer with [ E + arrow keys ] returns an empty dialogue box and breaks the dialogue tree.

Still a fun little game