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How do I actually dress better as a guy without spending a fortune?

I'm 27 and still wearing graphic tees and cargo shorts everywhere. I want to look more put together but every fashion advice seems to involve $200 shirts or tells me to "find my style" which is useless. What are the actual basics I need? Budget of maybe $500 total.

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Finally, a realistic budget and honest ask. Here's how to actually do this:

The basics that transform your wardrobe:

Tops ($150):

  • 3 solid color t-shirts (black, white, navy) - Uniqlo, $15 each

  • 2 casual button-down shirts (one white, one light blue) - Target/H&M, $30 each

  • 1 crewneck sweater (neutral color) - $40
  • Bottoms ($150):

  • 2 pairs dark jeans (different washes) - Levi's 511/512, $50-60 each

  • 1 pair chinos (khaki or olive) - $40

  • No more cargo shorts. Get regular shorts in solid colors.
  • Shoes ($150):

  • White leather sneakers (absolute game changer) - Stan Smiths or similar, $80

  • One pair versatile boots (brown or tan) - Thursday Boots, $150, or cheaper alternative $70
  • Accessories ($50):

  • Brown leather belt - $30

  • Basic watch - Timex/Casio, $20-50
  • Rules that work:

    1. Fit is everything - A $30 shirt that fits beats a $200 shirt that doesn't

    2. Neutral colors - Black, white, navy, gray, olive, brown. Hard to screw up.

    3. No logos - Skip the graphic tees and branded stuff

    4. Keep it simple - 2-3 colors max per outfit

    5. Pants should break slightly at shoes - Not pooling, not high-water


    Brands that won't break the bank:

  • Uniqlo (best basics)

  • Target's Goodfellow line

  • H&M (some things)

  • Levi's for jeans

  • Banana Republic during sales


The real secret:

Cleanliness and fit matter more than brand or cost. Iron your shirts. Keep shoes clean. Make sure nothing is too baggy or too tight.

$500 for a complete wardrobe upgrade is very doable. Start with the basics and build from there.

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Asked By
Brandon Harris
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Fashion & Style

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