Getting Dressed Is Half the Fun

Getting Dressed Is Half the Fun

Some afternoons begin long before you leave the house. Usually with a good outfit and a minor disagreement about shoes.

Woman in a red dress climbing an outdoor staircase.

The invitation says nothing about dressing up. It doesn’t need to. You’ve already pulled the interesting jacket out of the closet, and now the earrings you thought would work suddenly seem a little too well-behaved.

There are plans that are perfectly enjoyable in whatever happens to be clean. There are also plans that practically ask for a look. A Saturday antique fair. A matinee in a theater with a gorgeous lobby. The sort of afternoon that could involve one stop or four, depending on how cooperative the day feels. The outfit starts making suggestions before you’ve even decided where to park.

This part is easy to dismiss as getting ready. But getting ready can be its own pleasure. The time spent deciding whether the trousers need a sharper shoe, whether a scarf makes the whole thing better, whether that particular shade of lipstick deserves to be brought out of retirement. An outfit is an arrangement of opinions. Some mornings, yours are especially strong.

Every closet has its characters.

There’s the piece that behaves beautifully in pictures but requires a little negotiation in real life. The dress that gets called too much, although nobody can quite explain for what. The bag that holds approximately a phone, a card and optimism. And the reliable favorite that never becomes boring because it always looks like you.

The interesting thing about dressing for pleasure is that it isn’t necessarily about something new. Often it’s the opposite. You remember why you bought a certain coat in the first place. You rediscover the earrings you wore constantly one summer. You build an entire look around shoes that have earned another outing.

That familiarity is part of the fun. Your clothes have histories, even when they’re not vintage. You know which ones can handle a long walk and which are best suited to an afternoon with an actual chair.

An excellent outfit should be allowed to participate.

A woman fastens a gold high-heeled shoe indoors.

If the plan includes a neighborhood of uneven sidewalks, shoes matter. If you’re going to spend an hour leaning over tables at a market, a sleeve that trails into every display becomes less charming. And if the afternoon might grow into dinner, there’s a satisfaction in wearing something that can make that transition without an emergency trip home.

None of this requires dressing conservatively. There are wonderfully impractical things worth wearing for the right occasion. The trick is knowing which inconvenience you’re willing to accept. A slightly fussy cuff? Fine. Shoes that turn every block into a personal challenge? Perhaps not.

There’s also the small matter of being overdressed, a charge that’s always seemed difficult to prove. Overdressed compared with whom? The people who were planning to run an errand and accidentally wound up at the same concert?

Personal style gets much more interesting when it stops trying to win universal approval. Some women have a genius for one perfect gold necklace and pressed cotton. Others are committed to volume, color, print, jewelry with movement. The pleasure is in recognizing the look as yours, rather than assembling an outfit that could belong to anyone.

The best part arrives when the decisions are done. The coat is on. The bag is packed. You’ve checked the mirror one last time, not to find something wrong but because the whole thing came together rather nicely.

A woman in plaid outerwear walks across an illuminated city street at night.

And then the outfit goes out into the world, where it may be admired, ignored, complimented or completely overshadowed by whatever you discover that afternoon. All acceptable outcomes. Clothes don’t need applause to be enjoyable.

They do, occasionally, deserve somewhere to go.

The afternoon may end up being about a remarkable performance, a beautiful street or the object you didn’t buy. Getting dressed was simply its excellent opening scene.


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