Great thread!
I also use the Eagle Creek Pack It System. I love it! My clothes stayed very neat and it was easy to separate my dbf's clothes from mine since we used the same suitcase. We usually take our Eddie Bauer matching duffel bags and one suitcase.
I take a purse and my EB duffel bag on the plane and my dbf takes a backpack. I check his EB duffel and my suitcase. We put most of our clothes in the suitcase. In his duffel bag we put shoes and remaining items that didn't fit in the suitcase, and next time we might put our new matching Mickey robes (yes, we are as dorky as this sounds!)

In my duffel bag we have our bathing suits, our toiletries and at least one outfit and one extra change of socks and undies for both of us.
In his backpack we put things like books, magazines, ipods, etc. that we will want on the plane. This way we never have to get in the over head compartment to get at my duffel, yet the items are there so we have what we need for at least one day in case our luggage has an identity crisis.
I plan our outfits for each day. I generally plan on getting 2-3 wears out of items like jeans, pajamas or bras. I also pack extra t shirts, socks and undies. I make a detailed packing list before I go and eliminate as many unneccessary items as possible, esp. shoes, which is always hard to do! I always plan outfits before I go. This is the only way to avoid overpacking! This sounds bizarre but I never pack pink and red in the same trip. These colors clash so terribly. I pack clothes that are greens, blues, neutrals, etc. no matter what, but I make sure that whatever clothes, purse, backpack, shoes, jewelry, nail polish, etc. I take is either one of those "neutrals" or all pinks or all reds. This way I never have red nails and a pink outfit or a purse with a pink pattern and a red dress. Choosing either pink or red limits overpacking too. Another thing I do is to squeeze the extra air out of tubes and bottles and keep each one individually in a zip lock bag so if one leaks, I'm not screwed. (like the time a bottle of aromatherapy oil in my makeup case leaked all over. The toothbrushes inside (in cases, even) tasted awful when we used them! Ick!!! Had to buy new!)
I also always take an extra 200 emergency dollars and put them somewhere bizarrely safe in case I lose my purse or something like that. Example. I once rolled up the money and slipped it inside a (new!!!) tampon applicator (I just threw the tampon away) and put it back in the wrapper (the kind that seals itself) I kept this one separate from all the others and inside the zippered part of my suitcase.
I always take 2 extra pairs of contacts, copies of my documents and airline tickets and my doctor's business card.
I sell Avon and I love to take perfume samples, mini lipsticks, face wash samples, etc. to eliminate packing large containers when possible.
I guess the key is to be organized and take what you KNOW you will use! Great tips, guys!! Thanks!
