How to Dress Like a Cocktail Waitress

You start thinking to yourself «Man, I wish I looked like one of those fine cocktail waitresses» and sigh, dreaming. NO need to dream any longer!

Steps

Understand that it's still going to be the same old you, only with a new twist. You must also be aware that it is not such a big deal, not much of a secret, that cocktail waitress style.
Observe waitresses at cocktail parties and possibly strike up a conversation with one. Watch how their uniforms (if any) look and think how can you mimic that style with items you already own. If you are looking for the style outside the bar, it'll be much more difficult, as each waitress is a complex individual like you with different styles and tastes.
Think about what is the image you wish to portray, how is you "cocktail waitress stereotype" achieving that and how can you copy her.
Go back to the basics as cocktail waitresses are generally very busy girls. The little black dress, in the picture above, is a good example of that: it can be dressed up or down in thousands of ways and styles, it is a versatile and practical item. A white button-down shirt would also be a good choice as would be a pair of plain black pumps.
Groom simply as a waitress should be a nice touch to a party but never should outshine any of the guests. Pull your hair back in a ponytail or bun, or leave it down but nothing more complex that that. Keep clean and don't wear to much makeup: foundation and mascara are enough.
Keep good posture and smile. Enough said: move gracefully, be gentle, kind and polite like a waitress from any other sector. It'll be good for your tips.

If you're thinking of the flirtatious bartender of an off-road biker bar or stripper joint, this is not the article for you. This is aimed at high end cocktail bars, otherwise please check the articles more suited for your intentions