Hi!
Nice to see a Singaporean here. I am a Malaysian, live in Germany since 2001.
My son, he si going to 6's old and goes for his haircut at a Türkish hairstudio in Höchst. He used to scare for haircut but he goes everytime with my huband after 3rd times offer from my husband to go for haicut with him. Before it, he will accompany my husband to hairstudio and looking at it. They are very friendly and serve my son also water or juice or sweets when he scare for haircut.
Maybe, you should have a try that your son go together with papa for haircut and they will have some "Father and Son Break". At the sametime, you may go for a coffee or short shopping for 30 minutes.
Cendy