This list contains spoilers for One Piece.
Monkey D. Luffy is one of the strongest characters that fans have seen One Piece through the years. He is a powerful pirate who has gone from strength to strength and has currently achieved the status of a Yonko. Even though Luffy is nearly unbeatable at this point, it certainly doesn't mean he hasn't been defeated before.
In fact, in his journey as a pirate, many other powerful pirates have encountered him and actually proceeded to defeat him in battle. Although these pirates are very rare and quite special in their own ways, they have certainly done a number on the Straw Hat pirate.
Sir Crocodile
Crocodile is one of the first pirates to actually defeat Luffy. Crocodile was the first real enemy that Luffy faced in the Grand Line, and you can safely say that he lived up to expectations. Until then, all of Luffy's enemies were easy for him to beat. Crocodile broke tradition and left Luffy for dead not once but twice. The first time they fought in a desert was when Crocodile showed off the massive bay of his skills to the Straw Hat Pirate.
He ended up defeating Luffy effortlessly before the time allotted for the battle ran out. Later, Crocodile once again proceeded to defeat Luffy, this time by sucking all the moisture from his body. Luffy survived by sheer luck and went on to defeat him in their third fight. But in two rounds in a row, Crocodile defeated Luffy again and again.
Bartholomew Kuma
In the Sabaody Archipelago arc, the straw hat pirates were absolutely decimatedand much of it was due to Bartholomew Kuma. Fans know that he is an incredibly powerful pirate who was actually strong enough to take out the entire Straw Hat crew back then. Kuma harnessed the power of his Nikyu Nikyu no Mi to separate the straw hats. Although he tried to save them, this was clearly a defeat for the Straw Hats at his hands, and something that continued to traumatize them for quite some time.
Big Mom's Enraged Army
Throughout the Cake Island arc of One Piecefans got to see Luffy loses to an army of powerful fighters. Big Mom's Enraged Army were called into action after Charlotte Cracker's defeat, and they showed Luffy no mercy. Obviously, this was not a fair fight by any means. Luffy fought 10,000 pirates on his ownall of which had incredibly high bounties.
At the same time, at this time, Luffy couldn't fight or defeat them on his own since he was exhausted. But he still fought as best he could. Eventually, however, he was crushed by the army and locked in the book prison of Mont d'Or.
Big mom
In the Whole Cake Island arc of One Piece, Luffy and Big Mom didn't get to fight properlyand all they had was a skirmish. This skirmish was enough for the Yonko to win. Luffy jumped on the Yonko in an attempt to collide with her, and as he did, Big Mom effortlessly blocked his attacks with her arm and continued to overwhelm him.
Luffy lost all his gas and needed to be carried by Sanji. Of course, this is not a clear and proper defeat for the Straw Hat pirate, but it is certainly one of his minor defeats. Luffy basically lost all power here. If Sanji hadn't been there, he would have died right there. Unfortunately, Luffy and Big Mom never got to have a proper fight and fans would have absolutely enjoyed this showdown in the series. Hopefully, if Big Mom is alive, these two may have a rematch later.
Kaido
Of course, the pirate who gave Luffy his worst defeat in One Piece is that Kaido. The first time they fought in Kuri saw Luffy is completely outclassed and was destroyed in battle. A single swing from Kaido was enough to knock him out completely. After Luffy's many power-upsthey fought again on the roof of Onigashima, and Luffy lost to him twice moreknocked out in both meetings.
Eventually, Luffy triumphed over Kaidobut this victory came only after learning from his many defeats. Kaido has defeated Luffy the most times in One Piece so far. The first time he did it, he used Raimei Hakke to beat him. Kaido used Raganaraku to knock him out the second time. The third time, he was knocked down from the roof of Onigashima and rescued from the sea by the Heart Pirates. In fact, Luffy then proceeded to lose again to Kaido, and this time he actually lost his life as well in the process. But after he fell, he essentially gained more power which he then used to defeat the Yonko.
- Release date
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October 20, 1999
- Network
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Fuji TV
- Directors
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Hiroaki Miyamoto, Konosuke Uda, Junji Shimizu, Satoshi Itō, Munehisa Sakai, Katsumi Tokoro, Yutaka Nakajima, Yoshihiro Ueda, Kenichi Takeshita, Yoko Ikeda, Ryota Nakamura, Hiroyuki Kakudou, Takahiro Imamura, Toshihiro Ma Shihi Endo, Toshihiro Ma Shihi Endo, Kadota, Sumio Watanabe, Harume Kosaka, Yasuhiro Tanabe, Yukihiko Nakao, Keisuke Onishi, Junichi Fujise, Hiroyuki Satou
- Author
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Jin Tanaka, Akiko Inoue, Junki Takegami, Shinzo Fujita, Shouji Yonemura, Yoshiyuki Suga, Atsuhiro Tomioka, Hirohiko Uesaka, Michiru Shimada, Isao Murayama, Takuya Masumoto, Yoichi Takahashi, Momoka Toyoda
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Mayumi Tanaka
Monkey D. Luffy (voice)
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Kazuya Nakai
Roronoa Zoro (voice)