"While brown lightweight brogues are not exactly swagger city, you need to respect the man who is wearing a shoe that looks like this on a date. This is probably his day-to-day work shoe (totally acceptable for most jobs), or maybe he wanted to put in some effort for your special night. Either way, his 10% extra effort is a huge improvement over what most other men parade around in. Off to a good start."
ASOS Brogue with Leather Sole, $82.85, available at ASOS.