Men's Guide to Getting Dressed

Fellas, here's your primer for dressing yourself confidently. If you want a more advanced lesson, follow the links on the Style Resources for Men or go to the specific articles of clothing in the Clothing for Men directory.

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There are three main axes along which you will need to dress yourself. The first is non-negotiable and the second is very important and the third is what separates the boys from the men.

Cleanliness

  • Wash your clothes regularly -- with soap. Remember clothing comes with washing directions on their tags--read them or suffer the consequences.
  • If it says "Dry Clean Only," take it to the dry cleaners. Find a reputable cleaner in your area (ask a well-groomed neighbor or friend) and invest in proper care of your garments.
  • Are you a messy eater? Science Daily has a guide on how to remove 250 types of stains from your clothes.

Fit

  • Clothing will either have a numerical measure or be on the small to x-large scale.
  • Pants  are measured with your waist circumference and inseam length in inches. Run a flexible tape measure around you waist and up your inner leg to get these numbers.
  • If pants drags, they don't fit. Hem them or buy another pair.
  • Jackets ' shoulders should be exactly as wide as yours -- No more, no less. A tailor cannot take in shoulders or lapels, but everything else on a jacket can be altered.
  • Dress shirts are generally labeled by neck size and sleeve length. Measure both on you and buy accordingly.
  • Ties  should hit your belt, no more, no less. Buy a length that does that.
  • If it hurts, binds or pinches, it doesn't fit.
  • If ankles and wrists are popping out when you cross your arms and legs, it doesn't fit. Find a good tailor to adjust your wardrobe.
  • If better-dressed friends offer to take you shopping when you're wearing a particular article of clothing, it doesn't fit--toss it.
  • Remember, a tailor can make anything smaller, but very few people can make something bigger.
  • Sizes differ from brand to brand. It's more important to find something that fits well, than something that conforms to the number you think you are.
  • Reevaluate (in the mirror) every few months to see if you look too skinny or fat for your clothing.

Style

  • Colors you should not combine:
    • Black and navy.
    • Light grey and light khaki.
    • Brown and black is a negotiable pairing. Black shoes do not belong with a brown outfit and vice versa.
  • Prints of the same general "weight" (e.g., thick stripes with thick checks, tiny polka dots with pinstripes) should not be mixed.
  • Prints of different "weights" (e.g., pinstripes with big diagonal stripes) can be mixed.
  • Pleated pants are the mark of a man who hasn't bought new pants in six years.
  • Ditto for woven belts, cargo pants, and acid-washed, tapered, carpenter, and black jeans.
  • Socks should match your pants.
  • If not monochrome, socks should be darker than your pants and lighter than your shoes.
  • Belts  should match your shoes.
  • Short sleeve shirts never get ties.
  • Suspenders and belts are mutually exclusive. Do not combine them.
  • Never button the bottom button of a suit or blazer.
  • Your shirtsleeve and shirt collar should extend past your jacket sleeve and collar by just a bit.
  • Pocket squares, in the breastpocket of a suit, should accent your tie.
  • Once you graduate to upper tiers of fashionability, you can break any number of these rules

Stuff that Never Goes Out of Style

Jeans  and a white T-shirt Don't know why, but it's damn sexy.

A soft sweater  and flat-front khakis Women love a man who's strong and soft.

Simple boxer briefs  and a smile.

External Links

  • GQ-- The bible of men's style.

This guide is a perfect 101 for any guy, whether a refresher for a Wall St. banker or a caveman that just walked out of a timewarp.Disagree with the pleated pants. It looks fine depending on your body shape.I agree with the pleated pants being a no no... maybe I'm not "worldly" enough but I've never understood why anyone would like them; simply looks awful to me.I can't stand the way flat front pants look on me. You can still find well made pleated pants in even the most trendy modern men's store.[thewoody1] comment on the pleated front thing, I for one look better in pleated pants and I have seen several friends that look horrible in front flat pants and they acknowledge it. Generally the flat front looks less stylish appears cheaper but is a big no no on men over 40. Maybe on younger men with less bulge but a consensus here of about 15 guys is 9 pleated and 6 flat and it separates nicely by age or weight.