I kind of got the feeling the deja vu loop was somewhat intentional. However, I wasn't totally sure. However as a straight poor guy I've experienced something similar. Aka, I go to roughly the same places daily and talk to the same people. Sometimes the familiarity is comforting but other times it feels like a prison without any bars. It's also awkward when some dude in his car shouts obscenities at me just because I'm a pedestrian and he knows there's no chance of me beating the crap out of him when he's snug & safe in his fast moving automobile.
Should I try to make a game on that though? Hmmmm. Tough to say. Would you really have fun navigating me across the street to buy some snacks at the corner-store while dealing with rude (somewhat homicidal) drivers? Maybe if you ever loved playing Frogger!