Reader Maddie sent me this request:
Something I think a lot about is how to balance “dressing for situations that require ‘appropriateness'” vs “dressing in a way that makes me feel awesome and cool.” Like you I’ve been trending much more edgy – cool recently, and it’s a balancing act to figure out how far to let that go when I’m on site with a customer at a big health system. For example, I’m not taking out my eight ear piercings, no sir, but should I balance that out by not wearing my pointy edgy heeled booties? Is a leather pencil skirt too much now that my hair is dyed dark and I’m not pairing it with a cheerful floral, but a dark blouse?
Originally posted 2016-02-01 06:36:04.
Kate e-mailed me with this question:
In about three weeks, I’ll be starting a new job, and while my brain is busy getting ready for the new challenges that go along with it, one little part of my brain is wondering “What am I going to wear?” I ask because I’ve been in my current job for about four years. When I started, I was in my mid-20s, straight out of grad school and I dressed quite conservatively: mostly suit separates with button downs and sweaters and blazers, in an attempt to look a little older and wiser amongst my older coworkers. As I started getting more comfortable and confident in my job and my work, I started to dress more to show my personality. I’m by no means outlandish and I still dress within the business casual dress code but now I find myself wearing more brightly colored clothing and I take a few more fashion risks.
Originally posted 2011-11-08 06:33:11.