The Art of Saying "What if.." instead of "Should have"

This is actually a result of a small quick experiment on how I started to do "Costume Play" again. At first, I felt that I "should have" wear more costume because I already commissioned people. I should have worn those wigs. etc. As result, I did not start at all because it ended up being a shame loop. But then, last week I tried to change the way I talk to myself, in really small steps: "What if…