Also bought a pair of Redwings for everyday wear almost two years ago, but I went with Iron Rangers since they're easy to pass off as (really, really nice) women's granny boots (that can take a beating). They look great with skater skirts and knee high socks/leg warmers! Which is the core of my usual uniform. I adore them.
Except mine DEFINITELY look a little aged on account of all the daily romps in the woods I do, lots of mud and wet grass. Most other shoes would've been long destroyed by now, though (looking at you, Doc Martens "fashion" boots).