Checking the Time - I'm sure Dumbledore's supposed to have some sort of fancy silver pocketwatch with magical gewgaws on it, but somehow it seemed fitting to give him one of those clunky sports watches with all the special features no one ever uses.
Harry Eavesdrops - on the conversation Snape is trying to have with Dumbledore.
Mission Accomplished - Harry and Hermione report back to Dumbledore after having freed Buckbeak and Sirius.
Downcast - Dumbledore comes to talk to Harry after Lupin leaves.
Looking Dangerous - Here I tried to show the other side of Dumbledore: the wizard that Voldemort would fear. No twinkly eyes here.
Unlocked - Dumbledore figures out what went wrong with Harry's head in Book 5.

In Conference - Snape tries to have a discussion with Dumbledore but Percy won't go away.
With a Brim - I hoped that adding a brim to his hat would make him look a little less like Merlin.
Twinkle - Trying to capture Dumbedore's singular spark.
The Headmaster - The first drawing with which I was at all pleased.