I'd guess that the khakis were turned up because it was raining outside, to wit his wet bucks.Holy cow that ⇧ is a sport coat with a full attitude of texture and pockets.
⇧ Don't know if he walked in with them or is trying them on from the bottom of a stack (how chinos used to be displayed), but great example of the rumpled-chino look. That typifies the wonderful casual attitude of Ivy style at its best for me.