First:

Iron your shirts when damp, but not soaked. Either let them hang dry for a while after washing or let them spend 10 minutes tumbling in the dryer on low heat. Or, if they're dry, get out the spray bottle.

Next:

We find the following order reduces do-overs to an absolute minimum:

Collar --> yoke (the fabric covering your shoulders) --> back --> left cuff and sleeve (front then back) --> right cuff and sleeve --> left shirt front --> right shirt front (left or right is inconsequential the trick is to alternate sleeves and then fronts).

Last:

Letting your shirts rest on a hangers for 30 minutes before wearing. This will help keep the shirts from wrinkling as soon as you put them on. The fabric needs to rest.

Whatever hardware you use and whenever you choose to iron, a few more tips will serve you well:

A spray bottle with water works wonders.

Starch is tricky. A little can go a long way, but too much can shorten your shirt's lifespan. Caveat emptor.Stitching puckers in the wash.

Stretching the seams at the collar, cuffs, sleeves, sides, and front placket will help restore your shirt's proportions before ironing.

Iron your shirts when damp, but not soaked. Either let them hang dry for a while after washing or let them spend 10 minutes tumbling in the dryer on low heat. Or, if they're dry, get out the spray bottle.

For ironed shirts, you don't plan to wear, hang and button the top, middle, and bottom buttons. Good hangers also help.

Press the collar and cuffs from the ends toward the middle, first from the underside and then flip over to iron the outsides.

Spend a disproportionate amount of time on the collar – it's the part of the shirt closest to your face, and thus the part people are most likely to notice.

Press the collar and cuffs from the ends toward the middle, first from the underside and then flip over to iron the outsides