How and how long should my hair be for this asian hairstyle?

My hair currently is short like Pitt here:
https://www.starblogs.net/archives/brad_pitt1121.jpg

I want to change my hairstyle to this guy:
ap_20060812013023416

How long should I keep my hair (in months) to be a suitable length for this style and what should I ask to a hairstylist?

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