I agree with the other comments - you have to do what makes you happy. But I totally understand your apprehension too. I took me a very long time to get the courage to shave my head. I really worried what people would think, particularly as I have a full head of hair. Would they think I was weird? How would it fit with working for quite a conservative organisation? The first couple of times I shaved (usually when on vacation) I let my hair grow back after a few days, despite wanting to stay bald. To be honest, I was pretty annoyed with myself for giving in to worrying what others might think or conforming to perceived norms. But that's where I ended up.
I finally shaved my head again in April this year and have now been bald for 5 months. I decided I really should do what I want. Yes, some people remarked at the beginning and my mum in particular doesn't really like me bald. I still get the odd comment now, particularly from people I haven't seen for a while. But I can't tell you have much more confident I feel too. I really like having a shaved head and I think it looks pretty good. I enjoy shaving and having a totally smooth, clean head with a contrasting beard. I now wish I'd got the courage to stay bald sooner. All my old worries seem rather ridiculous, although they felt very real at the time.
You look great bald too.