Ahoy! Here be the The Merry Minstrel. I actually painted this character 1 year ago and wanted to do it again. I haven't come up with a name or story yet, I just like the idea of a pirate playing accordion with rum on the ocean blue. The “merry life” is from a quote I like and have posted on here before.
“In an honest service there is thin commons, low wages, and hard labour. In this, plenty and satiety, pleasure and ease, liberty and power; and who would not balance creditor on this side, when all the hazard that is run for it, at worst is only a sour look or two at choking? No, a merry life and a short one shall be my motto.” - Bartholomew Roberts aka “Black Bart”
Hope you like it
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Looks great and the girl here definitely conveys the idea of a merry pirate minstrel with that pretty smile! Her owl companion should take her example and be more cheerful, maybe he needs some more rum...
I'm sure you'll come up with a good name for her for yourself, but I just wanted to share this: first time I read the description I misread "Here be The Merry Minstrel" and actually thought you wrote "Here be Terry The Minstrel"... So maybe you could call her "Terry" or alternatively "Therese" if that sounds more pirate-ish.