Leisure: Blue jeans or khakis, the occasional corduroy pants. Shorts as necessary. T-shirts with something silly on them, knit button-ups, or polo shirts. White socks. $30 sneakers (you know, the ones that aren't butt-ugly), sandals, or Doc Martens. Black leather wallet that's 8 years old. Usually, I shop at a discount store because the latest fashion or brands don't mean squat to me. And forget anything with a big logo on it.
Work: A uniform company (thankfully!) washes my white shirt and black pants. I wear these with Rockport sneakers and black socks. Black leather belt. Plastic name tag. Pen. ID-card badge.
Lawn work: Tattered versions of leisure clothing, with old, beat-up shoes that have now turned green.