Fashion is often about mixing and coordinating opposites, so it's no surprise that all summer long, fashion insiders have advocated wearing cutoff denim shorts with a blazer. I've seen this look in the pages of Lucky and Elle and on a whole host of style blogs. But what has irked me about this trend is that editors often try to make the shorts work with pieces that are too formal, dressy, or glitzy. Many of these publications showed cutoff shorts with a black blazer, but I think that's too predictable and too much contrast between formal and casual. I prefer more color in this look because denim shorts are the epitome of casual fun. I styled two denim cutoffs and blazer looks that will work when you're stepping out for playtime ... which in my adult world means cocktails, a date, or shopping.