moo I'd wear that in a heartbeat with some beat-up new standards an CP's for a casual deal. I probably wouldn't do camo on the bottom, but that's just me. I'm not sure I would tuck, either - next time, try lacing them tight up to the top, maybe. My Augustas flare out in a similar way when I leave them loose, and I don't really like what it does to the silhouette. I think you could probably wear that cardigan with those boots, though, if you changed the pants out for some looser trousers and didn't tuck. Maybe with a less conservative shirt?