Go for something elegant and timeless in a brown suit and a black sweater vest. Add a pair of beige suede tassel loafers to the equation to make a traditional getup feel suddenly edgier. So as you can see, it's very easy to look awesome and stay warm when chillier weather hits, all thanks to outfits like this one. As you're moving through your late 20s, you want to start dressing in a dressier manner. That's when combos like this are a never-failing option.