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Roronoa Zoro, one of the main characters from the anime/manga series One Piece.

http://img2.wikia.nocookie.net/__cb20130113031037/one-piece-pirate-warriors/images/thumb/4/42/Oppw-zoro-roronoa.jpg/277px-Oppw-zoro-roronoa.jpg

vs.

Date Masamune, one of the main characters from the video game series Sengoku Basara

http://img4.wikia.nocookie.net/__cb20091103173952/capcomdatabase/images/1/1a/SB3AzureDragon.png

Master of the Three Swords vs. Master of the Six Swords! Who would win?

Also, anime can be used for both characters.

The only leg Date has to stand on in this fight is his insane durability and similar speed, this is only for his anime feats though. Still more than likely loses though.

Just found out that they got the same Japanese voice actor. Interesting!