My first job out of college was one of those elusive Real Jobs, the kind that required me to be somewhere from 9-to-5, with a one-hour lunch break, and paperwork and clunky computers with outdated operating systems. I interviewed for the role in my one and only suit: a houndstooth Michael Kors skirt suit purchased on deep discount at a Loehmann’s in San Francisco. The skirt had a slit in the back that came uncomfortably close to my butt, and the jacket was double-breasted, equipped with a fierce pair of shoulder pads. The shoes were suede, low-heeled, pinchy in the toes, leaving blisters on the back of my heels that hurt for days after the fact. Looking in the mirror, I told myself that this was what a professional wore. I It remains the most uncomfortable item of clothing I’ve worn to date.