Most Helpful Girl
If you ask how someone is doing or how their day went, it’s just taken as a sign of politeness and common courtesy. The person asking is most likely not interested in hearing a whole life story, but just a nice short answer to keep the conversation going
Most Helpful Guy
You're asking questions that can be satisfactorily answered with a short response. If you want someone to engage more, you have to ask more engaging questions. So, what did you do this weekend? Vs Did you do anything this weekend?