Based on a quick doodle I made during a D&D session when the rest of the party were having a conversation in Dwarven with an NPC. I find it easier to roleplay and avoid meta-gaming when I'm not aware of things my character isn't supposed to know, so I try to distract myself when conversations happen in a language she doesn't understand.
This started out as a speed painting attempt in Krita, but I ended up spending too much time getting the face to look decent. I also had way too much fun fiddling with refractions and caustics. Total time spent on this was 3-4 evenings and half a Saturday.
I tried to go for a friendly-happy-kinda-drunk smile. A large part of that involved not making the smile look super creepy or malicious, which was extra difficult due to the angle and sharp teeth. Lots of dog references were used!
This time around I relied on the default distort brushes that comes with Krita. They provide similar functionality to the liquify tool in Photoshop, and were super useful in tweaking facial features during the early stages, as well as creating the refraction and caustics effect. Much easier to control than using the transform tool directly!
The recently released version 4.1 also has a new reference images tool that allows you to rotate and place multiple reference images in the viewport for quicker access. While I didn't use it a lot this time, having your reference images next to the drawing itself is useful, and saves a bit of time between sessions as the references and their positions can be stored in the .kra file itself! I'll probably end up using it a lot more in the future.
I'm a bit intimidated by how clean the line art of some artists' "doodles" are, so I figured I'd show how horrible mine can be in comparison. Maybe it's indictive of how little I practice, though for the purpose of "snapshotting" ideas and concepts they're still plenty useful! It doesn't really matter how bad they are, as long as they help you remember an idea later on.
This is what I started out with, which is something I scribbled down in a minute or two: