Club Monaco Tartan Twill Trouser
Buy It Now at Club Monaco, $150 

If you wanna absolutely stunt, go with a pair of tartan trousers. This is tricky territory to navigate however, since there is a thin line between pulling these off and looking like a golfer. Balance it out with solid colors up top, like an oxford shirt and cashmere cardigan. For shoes, you can rock a great pair of plain toe oxfords or understated sneakers like Common Projects. Thankfully, this particular tartan from Club Monaco dials down the colors a bit to make them a bit more wearable.