Great stuff! Really fitting to make a game about AI relationships with AI :D The art looks really nice.

One thing that put me off playing the game is that the music exploded in weirdly couple of seconds after starting the game and I couldn't find the menu to turn it off, so there'd be an easy win there to have the menu be little more prominent. Also, if you were to continue development there could be other easy wins for readability, clarity and style by changing the font (not too much so the visual cohesion remains) when the narrator is speaking vs a character is speaking. 

Short and engaging story. I wasn't able to get a happy ending, if there is one.

This is great -- feels like a story in the Pygmalion lineage, but you gave it the element of fear we all have of AI.  Your images came out well and with consistent tone between the background scenes.   I'm also glad you made it browser-playable.  I'm very curious which lines were directly from the AI, so I have to make a guess:  maybe "Despite having such a nice date, you feel isolated and alone"?