PS. I added some more comments to my previous post re my own experiences and the 'benefits' of NOT having a safety-net back up plan
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But as I said before, you wouldn't have to walk around with a shaved head.
You could grow your hair back underneath a system.

If you can achieve that good a result with concealers in a few minutes, then you have built up an excellent skill level that will stand you in VERY good stead when it comes to wearing a system.

I believe that hair (if you want it to be) is one of the best ways to express yourself and how you feel.
Therefore, if you want crazy colours, there is absolutely NOTHING ridiculous about it.
Why not?
Pleasing yourself & others is what life should be all about!