Not every time I put on underwear. Me putting on underwear depends on if I am going out, but anything short of that like I am at home and not going anywhere, I don't see the reason for me to be putting on underwear. And there are times I am even going out I don't put on underwear, especially if I am taking an even stroll wearing short knicker moving far away from my neighborhood.
But one thing is certain, I can't dress up with the intention of going far place without putting on underwear. It is something that has been part of me and I am so used to it that I can't see myself doing it. And another thing that would always warrant me to put on underwear is when I am wearing trouble. I can't put on trouser or three quarter without underwear. It will make me feel like I am naked.
And mind you guys don't often wear trousers unless they are going far place, which means that they don't always put on underwear until they are going far place that would make them to wear trouser.