All styling really consists of is pairing—knowing the best way to mix and match different pieces, figuring out what does and doesn’t go together, understanding the proper ways to blend timeless basics and in-the-moment trend pieces. The most successful fashion mavens are willing to push pairing boundaries, experimenting with new pattern and texture combinations to determine the next styling innovation.
Take it from Tiffany Hsu, daring enough to pair plaid over denim. Most of us have mastered denim-on-denim, and the brave few have tried plaid-on-plaid. And it’s clear that the ultimate trendsetters, are willing to go the extra step, going for that plaid-on-denim pairing.
So if you’re willing to take Tiffany’s cue and attempt the plaid-on-denim look, go for it fearlessly. Find a big plaid trench, preferably one with angled shoulders and a notch lapel that brings it a classic and statement-making appeal. Then go all-out denim under the trench: denim shirt with blue jeans. Then pick a cross body bag and a pair of loafers to finish your trendsetting look. Keep playing with patterns and texture until you find your perfect pairing.