Quote:
Originally Posted by
Bounder 
1) No french cuffs with odd jackets.
2) No capes with office pants.
3) Odd jacket and no tie always requires a button down collar.
4) No black shoes with khaki pants.
Some of these, especially the cape one, may be too restrictive so feel free to suggest amendments.
Quote:
Originally Posted by
Manton 
many of these are honest to god RULES rules, like no black shoes with khakis, come on, that's ironclad.
But of course. The colors are just awful in combination.
Quote:
Originally Posted by
edmorel 
I actually like black, wingtip gunboats with khakis

See above. It's a bad look, and whenever I see it, I think, 'random IT guy who only owns one pair of "dress" shoes'. I've never before seen someone who knows how to dress try that one, and there's a pretty good reason for that.
Quote:
Originally Posted by
Bounder 
Well, I suppose I should have added another personal rule.
5) A suit always requires a tie.
But I think that this is an actual rule even though it is regularly violated by style icons like Ahmadinejad.
It's debatable these days. Most of the objection seems to be based on social convention about formality rather than any sort of aesthetic judgement, which I pretty much always defer to. Conventions change, and the people whining about rules of formality tend to just be objecting since those particular conventions have already changed, just in a way they don't like. I still stick to that one though, just because most suits these days are so incredibly boring that when you remove the tie, the entire ensemble just becomes incredibly uninteresting. Try it with a loud shirt, and it can work, or do it in some other way that adds visual interest, but it seems like most who try just use their standard plain white or blue office shirts, but omit the tie in order to achieve a lower level of formality. The fact that they look bad doing it isn't really considered.
I go tieless often, but with a sportcoat. The contrast between jacket and trousers, if nothing else (like a pattern on shirt and sportcoat), adds something else for the eye to ponder.
As for other personal rules? I don't wear plain captoes. Punchcap, yes. Medallion? Sure. But I find that captoes are just incredibly boring, and there are other alternatives that suit any level of formality, short of black tie, more than well enough.
I don't wear long sleeved shirts without either the sleeves rolled up, or some additional layer, unless I've removed my jacket temporarily. If it's hot enough and informal enough where I don't need a sweater or jacket, I roll the sleeves up or switch to a polo, and either option, to me, looks better than the plain dress shirt.
I don't wear solid ties, apart from a green knit I have. Probably just my fear of boring again. I occasionally do three pattern combinations, but usually two or one, and the solid is always either the jacket or the shirt. Very different from most here in that regard, I suspect.
I try to pick a pen out that goes with my outfit each morning. I'm sure absolutely nobody ever notices, especially since I don't own any gaudy pens (a category I put most of the stuff pen collectors freak over in), but it amuses me.