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So I drew Annie in this pose (the second picture) and asked on Twitter how she should be dressed.  She didn't have a bust yet because the outfit would impact the shape and position of her bust.

I haven't completely decided yet- but one suggestion was for a swimsuit, and that seemed like a swimsuit pose.  Some of the suggestions were for a costume, and I worried that you wouldn't see enough of any costume the way she's sitting.

Another one that stood out to me was the suggestion for a goth Annie.  I thought it would be an experiment, and there's two starts in that direction, but I wasn't sure how it was turning out.

I also experimented with coloring my sketch on the Android tablet.  I don't think it's bad, but I don't think I had the best method.

...still not quite which way to go yet... one of my weaknesses, when I ask for suggestions, too many options make it hard to choose.

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TF Commando

You could go completely opposite of goth and have a "beach bunny Annie" with a deep tan and her hair lightened by the sun in the blonde direction. Or, as a nod to Jungle Girl, "savage land" Annie where a normal outfit has been reduced to tatters and shreds and tied together into a tube top and loincloth, ala Rogue's time there.