3. Sweatpants
I can only speak for myself, but trying to get dressed on a travel day is like a raging war between my id and my superego. On the one hand, I tell myself,
flying sucks bad enough as it is, and halfway through a 6 hour flight, you'd much rather be comfortable than stylish. On the other hand, I think, I don't want to be one of those sad people at the airport that looks like they've just completely thrown in the towel on being a composed human being. Unfortunately, only one of those attitudes is correct, and it's the one that likes elastic waistbands.
Economy air travel, even in the best of circumstances, is best experienced in a coma-like state, and thus,
it is highly recommended that you throw your ego to the wind and dress like a coma patient. This will help ease your journey through the wonderland that is modern airport security, as there aren't too many sweatpants that require belts, and you'll be infinitely more comfortable in mid-air than the fancy-man who just had to go with the khakis.
Besides,
let's not kid ourselves about just how nice your outfit is going to look after suffering through the same multi-hour slog as the rest of us. Ever see businessmen getting off a plane in their rumpled suits with their frazzled comb-overs? They don't exactly project the same power and dignity as they might in the boardroom. And ladies, I don't care how many Sandra Bullock movies it happened in, you're not going to meet Mr. Right in row 27. If anything, he's just going to accidentally spill coffee on you and try to look at your boobs when you go to sleep. So when you think about it, wearing that heavy sweatshirt actually solves two of your problems.