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This was the first drawing I started during my most recent Picarto stream.  The theme of that night was pirates in celebration of International Talk Like a Pirate Day. Link  Tempest Shadow's character design and personality make her natural in my mind for being a pirate or privateer.  

      I wanted Tempest to be standing on the gunwale of a modest sized sailing ship in the middle of a gun battle and boarding action. However I really did want to spend hours and hours drawing it. So instead I decided to use looser lines and shading suggest the setting instead actually rendering all of it. Swathing the background in the swirling, billowing smoke of gunfire. Only Tempest is rendered in a tight, finished form. 

     

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Ayumi Silverfox

I could see them easily being captured as a pirate and, due to their talents, easily serving the crown as a privateer than I ever could as them as a pirate. But that's really my own personal take since I really enjoyed seeing them in the movie and how things wrapped up. I peeked in a couple of times (and I'm dreading/looking forward to a certain princess to be posted) and let out a happy squeal when I saw this was the first one. I still really like her character a LOT (and Sunset Shimmer for that matter) and really had hoped to see more of them before the series ended (have not watched all of it yet need to watch past season 3 or 4 I believe). Certainly would've been awesome to see your original idea for the picture for sure but this one is plenty nice on it's own. :)

BaronEngel

Well I really didn't have an idea what I was going to do here so I had to make this piece up as I going along. That partially why I used the very loose style of background. It's a method I've used for B/W interior illustrations over the decades.

Ayumi Silverfox

Ahhhh! That is probably why I got the impression you had a goal in mind. Still turned out pretty sharp and looks like something out of an old novel written in the early 1900's :)

BaronEngel

That is a period of illustration that I love and have studied quite a bit.