To start a conversation use an interactive story with 3 options like this
Lets say you live in Helsinki then start with three famous places to visit something like this
A) Helsinki Zoo
B) Helsinki Garden
C) Helsinki Museum
Then write a story for each option and so on... You don't need a whole new set of options for every single choice just be creative. When I send this interactive story to a girl they always respond. If you don't want to start the story with three places to visit in your region, then come up with something else.