I really don’t know or understand mens fashion or what motivates men to wear what they wear (unless they’re Italian or there’s some formality that goes with their attire i.e. military, business suits, tuxedos, etc.) I look at him and I think he’s long and skinny with nice hair and nice jeans. His shoes look well lived-in and a bit too comfy for the workplace; for that matter so does his shirt. His sweater and his sweater cap look neat and if he cares somewhat how he appears. Overall, wouldn’t give him a 2nd look b/c he’s a little TOO casual.