When starting a conversation do I just go with the usual "Hey, how was your day?" before building up to what I actually want to talk about or is it better to go straight to the big questions, so to speak?
Most Helpful Guy
Depends on the situation. If you're not really close yet, the "How was your day?" or "What are you up to?" approach is great... Just don't pester him.
Once you've got more of a friendship / relationship going on and are spending more time together you can go more of the direct way.1