The Trouser Dilemma

I admit it. Workplace fashion finally has me stumped. As Americans have migrated from business attire to business-casual-to-the-point-of-PJ’s, I find myself standing in retail stores — and in my closet — with more questions than answers.

The line may be fuzzy for men, but it’s all but invisible for women. I think we can all agree that t-shirts and sweats probably cross the line, but what do the rest of our choices say about us?

For me, it all boils down to one sticking point: pants or skirts? Millions of women before me fought for the right to wear pants to work. But should we? Does wearing pants say that we’re practical and down to earth, that we didn’t bother shaving our legs this week, or, worst of all, that we’re holdovers from the ’90s? Does wearing a skirt tell the world that we want to be perceived as feminine, or just that we have a date after work?

Fashion magazines are no help. There has been a resurgence in the popularity of dresses, but how do I know when to wear one to the office? The last time I “dressed up,” my coworkers asked me where I was interviewing. Speaking of which, are pants ever OK for an interview? Does wearing a skirt suit make you overdressed?

Where do you stand? Do you want to “wear the pants” in the workplace or skirt the issue?