I always find packing to be a challenge, simply because I am an indecisive human being. I never know what to bring, because I dont know what I'll want to wear until that day (it's a girl thing). But it's also a complicated thing because you can't bring all your clothes, but you want options- it's like choosing which child to leave behind (but not that dramatic).
I'm the worlds worst packer, and probably the only person capable of over packing for a weekend trip.
Considering I'm in the big apple for 10 days, I've surprised myself. My suitcase is under weight, I DID NOT over pack (and I'm not just saying that), and I have tons of room for shopping!!!
To make sure I wasn't over packing, I tried on all my outfits, and made sure each piece I was bringing could be paired with multiple other pieces, giving me lots of variety.