Late March and early April can be a tough season to figure out sartorially—blooms are popping, but it's still chilly, maybe it's sunny today, but there's a chance of snow tomorrow. Leave it to style juggernaut Ann Mashburn to simply and soundly solve the early spring stumper by suggesting a pair of white jeans with some winter plaid. Done.

Ann Mashburn Boyfriend shirt in Stewart blue tartan ($175); Ann Mashburn popover shirt in Gordon dress plaid ($175).