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Sometimes 'expensive' clothing is worth it, if you know what brands to look out for you can see the value in them. Occasionally my friends are like "Why would you pay $100+ for a polo shirt" and I just usually say "Why would you pay $4,000 for a Turbocharger on a street car?"
That said, I'm a sucker for fine shirts. Nothing is worse than wearing something uncomfortable all day.
"expensive" clothing is worth it if it's actually men's clothing and not knockaround streetwear or polos, etc.
I miss the Cellini store that used to be in the mall here. I got all these free ties and buy-one get-one wool pants. Should've bought more colors of pants. It's too bad I'm not my grandpa's size because he has a huge closet full of awesome threads.