As much as I love a good skinny cut, I find loose-fitted pants far more appealing.  Said pants has been of heavy rotation in my wardrobe for as long as I can remember.  From the days of tapered denim (and bowl haircuts) to my years in a more "corporate" surrounding with more refined fabrics, this relaxed silhouette never seems to lose its appeal.

More recently, I've been pairing them down with these loafers and a variation of textures -- an outfit casual enough for running errands or writing at a coffee shop, yet still polished for meetings with creative counterparts throughout the day, and easily transitioned into an evening of drinks with girlfriends at a local bar.