After getting a haircut that has made my head look like a Spalding ball i find an uncanny sense of "liberation" in walking around ugly.. it's like there's no need to care so much about yourself because no one really is paying attention to you seriously anyway . it feels really good to just walk around with a feeling of "This is me la di da di da" ... just a thought
I don't know if it is necessarily being ugly per se. It may be about not having options as to what to do with your hair, and so it is just one less thing to worry about. In general you need to be happy with yourself. If you aren't you can't blame others for not being happy with you.
I totally understand! I actually shaved my head a year and a half ago to raise money for kids with cancer (at http://www.stbaldricks.org/ ) and at the time, I just thought I was doing a good deed, but afterwards, it was so liberating. I didn't have to care about what I did with my hair, and I didn't care about what people thought of me. It was just "this is me, take it or leave it."