I've mentioned once or twice that I'm Type A with a dash of OCD.
Yeah you're reading that right. The title of my Excel sheet is "Life." If you could see the worksheets, you'd flip your shit. Samples: "Budget," "Backup Budget," "Salary," "Backup Salary," "Outfit Planning," "Wishlist," and "Sewing Projects." If you can name it, I can make it a spreadsheet.
30x30 was an obvious choice for a spreadsheet. Part of the reason I chose November is because it has exactly thirty days (I am NOT joking about the OCD). On one half, the items I chose, and on the other half, the days in November divided into weeks, with a note describing whatever it is I have to do that day. And as much as I love me some Excel, for whatever reason I find it easier to be creative when I'm writing it out old school pen and paper style, so I usually end up writing it all out first and then transferring it to the spreadsheet. Nerd alert!

I hope you're ready for the big guns.
If you want a
closet like Cher's in Clueless, download the
Wardrobe Assistant app. Awesome hats and twinsets not included. For a mere $15
(I know, but stay with me) you can organize your entire closet AND create special separate closets in the event that you, I don't know, decide to wear only thirty pieces of clothing for an entire month. The $15 is for the full-blown unlimited app - for $5 or so, you can get a version that allows fewer closets/pieces, depending on your needs. I've been searching for something like this app for my whole life, so $15 was a bargain.
I started by taking pictures of my clothes against the back of my bedroom door - but if that sounds too time consuming, you can shortcut the process by using a Google image search to find pieces that are close enough. Once you load in all the images, you can sort them into categories.
The best part? Being able to play in your closet almost anywhere. In class? Irresponsible, but sure. In the car? Please don't. At the dentist? I guess, but please don't actually wear what the Novocaine says is a good idea.

All of the looks you create can be sorted into different folders. I made one folder for outfit ideas and one as an "official" folder, where I name the outfits by day I want to wear them. It makes getting dressed in the morning a super snap. Also, looks are fully searchable by items (tag them as you go!) so if you wake up bound and determined to wear your pink skirt, you can search for all the outfits you've come up with that include that skirt.
BTdubs - this is
not a sponsored post, I just stumbled across this app and think it's about the coolest thing ever. I've tried a lot
(not to be confused with the Alot - we miss you Allie) of closet organization apps, and this one takes the cake by a mile. Have you tried any apps like this? Type A'ers - how do
you plan your outfits?