Older men, on the other hand, enjoy a solid starting baseline: they've got a good twenty or thirty years of accumulated clothes to work with. Get some of the old clothes back into rotation, with a trip to the tailor for adjustments if you need them.
A certain level of refinement goes well with gray hairs — and there are a few classic items worth having in your wardrobe no matter what your personal style leans toward. Blazer jackets, Sports jackets, Fitted sweaters, Gray slacks, Wool overcoats, Dapper hats, Wristwatches
Not all men need a business suit for work. These days, the majority doesn’t, although the percentage of middle-aged men who need one is higher than the percentage of younger men. As you rise in the ranks, a higher dress standard is only natural.
Now that we've covered the highest standard, let's look at what most men end up wearing to work these days: the broad, nebulous category known as “business casual.”
The more dressed-down and sloppy you look, the more younger people are going to think “depressed retiree.” Stay clear of work-out clothes and gym shoes, and sharpen up your look with some non-work dress clothes:
How dressy you look in the evening depends a lot on where you're going. Broadly speaking, be thinking darker colors rather than light, suits and blazers rather than sports jackets, and open collars rather than neckties unless you're somewhere very formal.