And how should a 40-year-old dress? I'm nearly 40 (goddammit), and I have pink hair and usually wear t-shirts, jeans and DMs. Age is somewhat subjective, and the older you get the more you'll realize that you may not feel like dressing like a matronly older woman (or conservative older man, take your pick) just because you've been alive on this planet for 40 years. I still feel like a teenager most of the time (unfortunate, I know), and as long I'm comfortable in my own skin I don't see why anyone else has the right to judge me for what I'm wearing or what colour my hair is. Although I realize that they do, even if the majority of people think I'm a good 10 years younger than I am.
I personally like his style - seems pretty straight-forward to me. Jeans and t-shirts, what's not to like?
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