I think this game has an excellent concept! I love the idea and meaning behind it, it is a work of art. I enjoyed going from one place to another trying to find love and fame (friendship?), but I think there needs to be more to spice up this gameplay as it can get monotonous after a while. I know it is designed this way to convey the same feeling one gets from the real world, but I think it still needs variety as part of game design. I understand that there wasn’t enough time for the jam, but in future, perhaps we can use different modes of transport, or have short dialogue (via images/icons), or some change in setting like going into a coffee shop. The art also needs some spicing up.
There was once a date wander off quite far out of the city, and the GPS signal points me towards outside the city. I’m not sure if it was a bug, but I did managed to find this person, and got my love/fame just fine, then I have to go back into the city. I think this could actually be turned into a cool encounter/event.
I quite enjoyed playing it, and got all the endings. The moments leading to the secret ending is quite symbolic. I think you should really work on this into a full game. I’m definitely interested in seeing it turn into something greater! Keep it up!