The short answer is that I keep the things I need readily available. But that doesn't explain much.
To be honest, lately nothing in my life has been well organized. I've hauled bags and baskets of my belongings from one house to the next for the last three months, and everything is a chaotic mess right now.
When I started out on this gypsy journey, my trunk was considerably more organized.
For anyone aspiring to live life as a gypsy, here's my recommendation for trunk organization.
Keep a duffle bag or suitcase full of clothes in the front alongside a toiletry bag. These are the two items you're going to take with you wherever you go. Anything else can live in the trunk on a more permanent basis.
Get a box or basket to corral your shoes. Place this box up front and ready to be switched out according to each day's attire.
Behind these daily necessities you'll have the non-essentials. A bag, suitcase or box for sweaters and jackets and scarfs depending on the weather. It's still easily accessible, but also contained and out of the way when you don't need these items.
I also recommend keeping a sleeping bag back here. I have had my sleeping bag in my trunk since I first moved across the country in 2005. You never know when you're going to need it, or when it'll come in handy. Even before my gypsy life, I was a road warrior who has spend many a night asleep in my car. And with winter weather on the way, it's just a good idea to have a blanket or sleeping bag in the car anyway.
You'll probably also have a number of miscellaneous items, whether it's books you think you might read, a football or other sports equipment, tools, or if you're anything like me, a box full of Sweet Baby Rays barbecue sauce. You may not ever find yourself in need of these items, but you also never know when you might want them. So be sure to leave some trunk space for the random items that make you feel at home.
Take it from me, gypsy life is a heck of a lot easier when everything has a place and you know where to find it.