True False Variable

Thing that you have missed is the when you create a Text Entry Field the Storyline automatically creates a variable that takes input from that field. That variable is called "TextEntry". But you haven't used that variable in your other triggers, you have used "Guesscity" instead. Those need to be the same for it to work.

Easiest way to fix that is change the variable in the Text Entry Field, so it reads:

Set Guesscity equal to the typed value

When Guesscity loses focus