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Luffy has a pretty prominent scar under his Eye.

Its been a long time since I started watching One Piece, and I seem to recall that he stabbed himself to have Shanks take him onboard as a pirate. Recently, though I started rewatching the series (Oh... The nostalgia!!) but there was no such scene in the flashback.

When and how did he get the scar under his eye?

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He did get it the way you described. In Chapter One of the Manga he stab himself with a dagger in the eye to prove himself.

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It's the same story in the anime. Although as noted in the comments from Bálint its missing from every anime series except in the TV special titled "Episode of Luffy"

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