If it doesn't affect me being called, then I don't mind being called
The difference is that I correct everyone about my gender when I met them, but when they win my confidence, they can call me as they please, because they already know (:
Oh, you are complicated person~
I wonder how would we interact.
Any tips from my personal trainer aka my husbando aka NU01 darling? 
Depends on where you running. When I was running (now I prefer walking, because... meh, I'm runnig floors to not get late at uni xD) I prefered run in parks. People use headphones, but it's street, and I'm prefered to be aware of everything around, so I don't use them. I started with runing for half an our or 45 minutes, not every day. So just your legs would get used to. Buy you already had expirience, so just be safe and watch street when crossing roads 