I do this with DS sometimes Keike. It's hit and miss. Sometimes it helps. Sometimes not. (mostly because he's four and has some strange perspectives sometimes).
Apparently anxiety about clothing is reasonably common. My DS has been wearing the same 3 pairs of pants for the last year and not much better for tops. He only wants to wear the clothes he is ''used to''. He is worried about what people would say if he wears something different. We have had a lady in who took some photos of him with his old and new clothes and she is going to make a social story for him about wearing the new ones. I wouldn't push it except that he starts school in 3 months and has to wear a uniform. I have tried the logic thing many times but it hasn't worked for us.
Your DS does sound very sensitive though. My suggestion would be to get him the blue shirt, perhaps at this stage he just needs to fit in. He is only little, still plenty of time to find that inner beat to march to.
Our DD is an extremely sensitive child, and she has shown signs of this being part of her personality from a very young age. It does make things difficult for her at times but on the flipside it also makes her a beautiful child capable of great empathy and compassion for others. I try to resist the urge to try and 'fix' or change it and just accept her for who she is, but it is hard for me as a parent to watch her struggle at times. We just try and reassure her as much as we can, she responds really well when we explain everything to her in great detail. We communicate with her in a way (giving her lots of information & detail about things) that is probably beyond most children in her age group but it seems to be what she needs. I'm sure with your support he will find his way
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