This caught my eye when I scrolled through, I love the art style! I think you did a great job, I wish the words weren't misspelled, it made it too difficult for me as I'm a sloppy typist. Great job!
I genuinely think this could be a successful game if polished and released, you could add things like events and a overarching storyline that progresses with each date.
I think having some vocal responses to what you're typing to accompany the face changes, as well as responses to what you are saying, and some café background sounds and BGM would have been awesome.