
Today, I’m going to be talking about button-down collar rules.
“Antonio, we had a seminar on business etiquette last week and the discussion of wearing a button-down collar shirt with a suit came up. The speaker was very adamant that men should never wear a button-down collar shirt with a suit, only with a blazer. To a limited degree, I agree with her. However, if you’re in a working environment where suits are hardly ever worn, are you just happy just to see men making the effort and should we try to make them feel bad if they break this rule?”
Let me just go ahead and explain the rules of button-down collars and then I’ll talk about the bigger issue, which is what if you see someone violating the rule.
Button-down collars, they are casual. So normally, you wouldn’t see them worn with a suit because a suit, by its very nature, is more formal. So it’s like mixing water and oil. They just don’t go well together.
Why a Button-Down Reads Casual in the First Place

So why is a button-down casual to begin with? Here’s the deal — it goes back to the polo field. English polo players in the 1800s kept getting their collars flapping up into their faces mid-gallop, so they buttoned the points down to the shirt. That’s the whole origin. It’s a piece of sporting gear, and that DNA never left it.
Brooks Brothers spotted it over in England, brought it back to the States, and it became the shirt of the Ivy League crowd and anybody who wanted to look put-together without looking stuffy. So when you throw one on, you’re wearing a collar that started life on a horse. And that soft roll you get between the two buttons — that little curve — that’s the tell.
A suit wants a crisp collar that sits dead flat under the jacket. The button-down won’t do that. It rolls, it moves, it looks relaxed. That’s exactly why it sings with a sport coat and falls apart under a formal suit.
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| Button-Down CollarThe casual workhorse | Point CollarThe formal standard | |
|---|---|---|
| Formality | Casual to smart-casual | Smart-casual all the way to formal |
| Best worn with | Sport coats, odd trousers, chinos, or on its own | Suits, blazers, business dress |
| Under a suit? | Skip it — the roll reads too relaxed | Yes — this is the default |
| How the collar sits | Soft roll; the buttons hold the points to the shirt | Crisp points that lie flat under a jacket |
| Tie pairing | Casual ties — wool, knit, textured, a simple stripe | Anything, up to a formal silk |
| Bottom line | Your weekend-to-office-casual default. | Your suit-and-tie default. |
Rule of thumb: the button-down dresses an outfit down, the point collar dresses it up.
Let’s take it down a notch and as we know, right below a suit comes a blazer with a pair of dark trousers so it’s not truly a suit, and that’s where about as formal as I would recommend that a man wear a button-down collared shirt with this type of a setup.

With a sports jacket with a pair of odd trousers or even denim, it looks much better. It fits the very nature of the item and the clothing. And then when you’re wearing a dress shirt by itself — well, hopefully you have pants on.
If you’re wearing a shirt by itself or wearing a sports jacket, that’s when the button-down looks pretty good because it matches the casual nature of the outfit that you’re trying to pull off.
The One Button-Down Worth Owning First

Now, if you’re only going to buy one button-down, make it an oxford cloth button-down. Guys call it the OCBD, and there’s a reason it’s a wardrobe staple. Oxford cloth has a slightly rougher, basket-weave texture, and it reads casual on purpose. It’s tough, it takes a beating, and it actually looks better a little rumpled — you’re not standing at the ironing board fussing over it the way you would a fine poplin dress shirt.
Pair it with chinos and loafers, throw it under a navy sport coat, or wear it open at the collar on the weekend — it does all of that. What it won’t do is play formal, and that’s the point. A light blue OCBD and a white OCBD together cover about 80% of the casual situations you’ll run into. Start there.
Matching with Casual Ties

Matching it with a tie, ties are a bit more formal in nature, although there are many casual ties. So match it with a casual tie, it looks pretty good.
What do I mean by casual? Let’s go with something that’s made perhaps from a worsted wool or it’s got a bit of a napped surface to it, or even a silk tie that has a very casual pattern to it. I’m not talking novelty ties here. I’m talking ones that have repeat patterns. Probably about a striped tie is about as formal as I would want to go with the button-down.
What to Do When You See a Man Break the Rule

Those are in general the rules. However, whenever I see a man violating the rules, and I’ve broken these rules by the way.
I’m not going to mention it because a true gentleman never points it out unless you’ve got something hanging on your teeth, then you’re going to go tell somebody. But if it’s a small thing like that, you’re not going to correct them.
If somebody has their jacket unbuttoned, you don’t go up to them and button it up because it’s one of those things that you respect another man and the way he puts himself together.
You may want to offer guidance in a very gentle way. Perhaps it’s something that you may point out that, “Hey, I found this great website and they’ve got all this good information. You’ve got to check out this video. What do you think?”
That’s a much better way of pointing it out than actually trying to embarrass the guy in front of other people.
Because people are not going to remember what you say to them. People remember how you make them feel. Remember that. It’s pretty important, and you don’t want to ever make anyone feel small or inferior because really, what does it say about you as a person?

That’s my rule when it comes to dressing, is that I don’t overstep my boundaries and try to push something, and I never say never because I have seen some men pull things off, which I didn’t think could be done.
At the end of the day, my advice is don’t wear that combination, but if you see somebody who is or if you do, more power to you and best of luck, but someone should not overstep their boundaries and try to correct that.
The post Men’s Button Down Collar Guide – Men Style Tips appeared first on Real Men Real Style.