Since the pic didn't have to be from today, I'll try this. As I've posted it before, I'll happily accept disqualification, but I thought it might be interesting to hear the comments from SW&D.
Deets for those who care: RayBan P Cockpit, Barbour coat, Drakes cashmere scarf, Cilento deerskin gloves in pocket, bespoke large gingham (white/navy) shirt, Canali knit, LVC 1947, Corneliani suede belt, C&J Chiltern suede chukkas, PAM 177
This is probably my favorite entry because it looks so natural and comfortable, not like you were forced to throw in other elements for a contest. It's also nice because it's a good take on casual with defaulting to some kind of sportcort + jeans combination. And as much as I hate to use the word "classic" to describe it, it's a very classic look that isn't dated and could work on someone who is 16 or 60.