I always overpack. ALWAYS. Three day trip to Nashville? Six dresses. Week-long trip to Chicago? Eight pairs of jeans. Weekend at the beach? Three pairs of boots. It’s a problem. And for someone who loves planning so much, you would think that I would do a better job of it when it comes to packing. I think what it is for me, though, is that my propensity for planning is far outweighed by my crippling fear of not having enough options, so I throw everything I can possibly fit into the suitcase… juuuuuust in case. This is stupid for many reasons, the main one being that once I get back home I have to then unpack all this shit that I didn’t even/was never going to wear, and unpacking is the piiiiiiiitts.