Tough, tough question. Why is that? The difficulty with choosing a shirt is that there is so much choice even in our own closet but it's frustratingly difficult to get it working with the whole outfit or occasion.
We'd like to make a suggestion: Get sorted with nice fabric, simple design and slim-medium fit (you can't be wearing a shirt that hangs like a tent). But before we look at some options let us clue you in to some of the multiples that factor in:
1) Collars

2) Cuffs
3) Pockets

All these options are not out there to intimidate, they are actually very useful in helping us decide what shirt we really need for the occasion. Here's the check list to help you decide:
1) Am I wearing a tie?
1a) Yes, what kind of tie? If it's a big fatty - go with a wider spread. If it's slimmer (popular right now) then go for medium spread but we would steer away from narrow and/or button down collar unless you want your neck to look thinner.
In terms of pockets, keep it simple, only 1 pocket (or none looks good).
If you are really smart you just can't beat cufflinks - pure class. Otherwise, whatever you like, just don't go too long in the sleeve - that can ruin an otherwise great look.
1b) No - move to 2!
2) The no-tie, causual options are endless (which can be part of the problem).
Collar style wants to be pretty open (wide) because your top button or two will be undone. You don't really want a thin spread with a collar that's wide by default. We have a problem with button down collars - who knows why...maybe because they are pointless and rarely look good.
In terms of pockets, be symetrical - either 0 or 2.
Cuffs: Single button and no nonsense. You might want to roll up the sleeves and some French cuff design could drive you crazy. Casual shirts will be single button most of the time anyhow.
3) Will I tuck in or leave out? This isn't really a biggy, you just want to try the shirt for length and cut (straight or waiver) if you'll leave it out. Too long could be an issue.
4) Logos. Try your best to let your shirt makers' shirt speak for itself. Logos should be kept on the inside of the garment for the most part.
5) Since you're leaving the collar open-neck, make sure you know where the buttons lie. If that last button is too high you can look all 'buttoned up' and if it's too low you can end up with half your chest hanging out. We find this check to be a real deal maker of breaker more than anything.
What's out there?
THOMAS PINK pound for pound probably make the best shirts you can buy off the shelf. Prices are high but not totally crazy. Check out their 'White Collection' - stunning.
We all know these guys but don't let familiarity breed contempt. Always good, often great and shirts are fabulous.
Calvin is a winner here because they offer plenty of style with many plain, solid, clean options
Reiss make stunning clothing particularly on the smart/casual segment: http://www.reissonline.com/us/




