Also, it's good for loafers to be tight to start with - I've made the mistake of getting a size that feels OK in the beginning and after a while they get too saggy. Because they are more open and less structured, they will mould to your foot a lot more than oxfords. My blue tassels were very tight to begin with; after a few wears they're starting to feel like they were made for me. Another pair I have were comfortable from day one but now feel a size too big and are on my list for home-made adjustments. Lesson learned.
1. Don't buy socks with nylon in them. You won't get static from cotton.
2. But depending on the relative textures of your socks and trousers, they still might catch just a little when you've been sitting, if your trousers are narrow. Soft wool catches the least, heavier fil d'Ecosse more, and anything with a mix including artificial fibres e.g. Marciolani, Pantharella, sticks like a motherfucker.
3. And it's still worth it. Ankle socks are for girls. (OK, or jeans).
Your suit action is just off the charts. The texture of this one is awesome, and I love the way it looks like the pattern is designed around the crease - an optical illusion I think, but super awesome! I have just ordered commissioned some new trousers and suits with two inch turn-ups just because of what you've laid down in this thread.
I've never much liked this style of boot. But there is something about whiskey shell that seems to make anything awesome. I might just have to.