Although I’m not typically a fan of plaid shorts, I absolutely fell in love with these when I first saw them in NYC. They are Rachel by Rachel Roy, one of my favorite (reasonably-priced), designers. When wearing plaid, I always make sure to add something feminine, otherwise the masculine flair of plaid tends to overpower the look. Luckily, the shorts were designed with a lace trim at the bottom, so there wasn’t much left for me to do. For plaid tops I tend to wear skinny jeans, booties or heels, and several accessories to top off the style. Another look I love is leather with plaid. They are extremely different fabrics, and I think the mixing of styles creates an incredible contrast.