When I was younger (age 5-6 when I first started writing) I just opened up a blank Microsoft Word document and started typing out work without bothering with outlines at all, or collected a fresh sheet of paper and scribbled with some highlighters!
The only novel I finished back then (but that was age 9-10) without outlines was a short 128 paged one, handwritten (how did I ever manage this) in a blue notebook. It had tons of storylines and plot holes and god knows what.
Some stories (and years) later, I decided I needed to fill those plot holes or someone would fall in them, so I planned on some paper. I wrote all the names and descriptions of the characters, but the story still went no where. I had no idea of the plot.
Then, I wrote a whole outline of the book I'm waiting for a rejection letter for (because I have a feeling I included every cliche and skipped the edit stage O_O). It turned out okayish.
After that I planned on my iPad, but the story was so dry and Hunger Games influenced I laughed at myself the next few days before leaving it to rot in some forgotten folder.
Now, I'm writing another novel and I'm proud to say it's going really, really well (and part of that is because I joined AW and no longer have only my mum to critique things)! I got out a notebook (an exact copy of the one younger me wrote the 128 paged story in) and just planned my heart out. I planned the main character so much, he probably lays in bed every night, wondering what else I know about him.
I used coloring pencils, felt tips, stickers, EVERYTHING. Now, using a plan doesn't seem like a chore for me.
However, I can never outline a whole book. My characters always take it some place else or laugh at my choice of scenery. So now I just dig in without an outline. It keeps me guessing and interested, because I don't have the whole story ruined for me due to knowing every single detail.
So there's my loooong explanation on how I outline. *cracks knuckles*