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I never have, and never will, look good in those fruity little striped polos or logo/printed tees. Or maybe it's that I'd look fine clad in such, but dearly hate imagining myself in such clothing. I'll give some concession that some of the $50 jeans you can find at the Hollister-esque stores look pretty nice, but are hardly worth a doubled price tag.
When it comes to the threads, there are approximately three things I use: Old Navy cargos/plain t-shirts, a few solid pairs of Levis, and whatever the hell (mainly button up shirts and sweaters) that I can find discounted at Kohls or JC Penny. Frugality has yet to fail me in 17 years of living.
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I know what you mean. Not to mention Kohls carries some really nice clothing, I buy a lot of levi jeans there and button up or nice shirts to wear not to mention compared to all these brand name stores the prices at Kohls are great.