I’ve had a think about this, and come to the conclusion that there really isn’t anything worthwhile I can share here in terms of ‘real’ outlines. My method (ha ha) is, frankly, a complete mess. But at the end of it all you have is a long narrative style outline, which isn’t exactly earth-shattering.
I start with a scene, a phrase, a ‘dramatic question’, whatever. Then I just grab a notepad and start scribbling ideas that come to mind from it. I keep doing this, writing out multiple branching possibilities, until I can’t think of any more ideas, or until one particular branch is so strong that it’s obviously the way to go. I prefer to do this in one big long session where possible, over multiple days if necessary, so that I can keep it all in my head. (I rarely work on anything for more than a week uninterrupted, so this is the only chance I have to get it all “in the brains” and keep it there. On reflection, this might be why I’m such a stalwart outliner in the first place.)
Then I take those notes and use them as reference to draft a narrative outline. This outline itself is altered, changed, revised and filled with placeholders as I go along. When I reach the end, I go right back to the start and amend it all over again. And again, and again, generally making it longer each time, until I have an almost-full outline.
I then put it away somewhere and don’t think about it for a while. If any ideas, whether for the placeholders or revisions to the main story, come to mind in this period, I note them down and append them to the outline document.
Eventually, I have a full outline. Sometimes it’ll still have placeholders, but only for small events.
Then (assuming I’ve already pitched it successfully somewhere) I start writing.
(At this point, now that I use Scriv, I make a copy of the narrative outline document and split it into multiple documents as appropriate, normally one per scene, and use them as my index card base while drafting the actual story.)
The one thing to remember when using an outline, even detailed ones like mine, is that it’s a guide, not a bible. If one of your characters does something that changes a future event, a scene plays out differently to how you expected, or even if you just suddenly get a better idea, then make the changes and deal with the consequences later. I haven’t written a single story where the finished product was exactly the same as the original outline, and they’re all better for it.