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Honestly, it really depends on the person who's drawing the character. I mean, for me, TenTen is the easiest character to draw, but for someone else, perhaps Rock Lee is the easiest to draw. It really depends on the person.
But if you're not goo at drawing characters with anime eyes, maybe a character such as Rock Lee, Kankuro, Kakashi,Shikamaru or even Gaara may be easy for you to draw. Or if you are good and enjoy drawing characters with those big, chibi eyes, you can try to draw Naruto or Sakura.
But if you're talking about clothing styles and hair and such, I know fora fact that the writer/artist of Naruto had a difficult time drawing the Sand Siblings (Temari, Kankuro and Gaara). For me, I think the easiest costume designs to draw are probably Lee and Naruto, since they're wearing jumpsuits and all. And Lee's hair style is pretty easy to master and draw.
I know this isn't really a definite answer, but I hope it helped. :D
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