I am of the mindset that less is more. I would rather buy just a few key pieces that I’ll wear all season long (and keep for years to come) than a bunch of trendy pieces that I probably won’t hang on to for very long. I thought long and hard on this one, and in my mind, these are the five things you need this season. They're like a good S.O. — they'll go the distance and make getting dressed every day a lot easier.