It wasn’t Luffy’s victories but his bitter defeats that truly fueled his growth on the path to becoming the Pirate King. Each fall forced the Straw Hat captain to push beyond his limits, gaining strength both physically and mentally.
After the shocking events in chapter 1188, where Gear 5 was still completely overwhelmed by Imu, fans once again witnessed this familiar cycle.
Crocodile – The First Opponent Who Left Luffy Helpless

In Alabasta, Crocodile was the first to show Luffy that sheer willpower wasn’t enough to win. His Logia powers rendered Luffy’s attacks useless, even burying the Straw Hat captain alive in the desert.
Only after discovering Crocodile’s weakness to water and blood did Luffy find a way to fight back. This was the first time he learned that victory requires not just strength but also exploiting an opponent’s vulnerabilities.
Aokiji Revealed the Gap Between Pirates and Legends

After Skypiea, the encounter with Admiral Aokiji made the Straw Hats realize how small they still were. With just a few moves, Aokiji froze Robin, defeated the entire crew, and easily took down Luffy.
This battle couldn’t be won with determination alone. It was the first wake-up call about the power of those at the top of the One Piece world.
Rob Lucci Shattered the Straw Hats’ Confidence

The Water 7 arc plunged the Straw Hats into crisis as Usopp left the crew, the Going Merry neared the end of its journey, and Robin disappeared.
While trying to stop CP9, Luffy and Zoro were easily defeated by Rob Lucci and Kaku. This loss motivated Luffy to develop Gear 2 and Gear 3, paving the way for Robin’s rescue at Enies Lobby.
Sabaody – The First Time Luffy Lost Everything

If Water 7 tested Luffy’s will, the Sabaody Archipelago completely broke him. Kizaru and Bartholomew Kuma crushed the Straw Hats, with each member being scattered by Kuma right before Luffy’s eyes.
The moment Luffy helplessly watched his crew disappear remains one of the most emotional scenes in One Piece. This defeat led him to pause the journey so the crew could train separately for two years under Rayleigh’s guidance.
Magellan and Marineford Shattered Luffy’s Spirit

At Impel Down, Luffy nearly died from Magellan’s poison, surviving only thanks to Ivankov.
But the biggest shock came at Marineford. After battling countless enemies to rescue Ace, Luffy witnessed his brother’s sacrifice to protect him from Akainu’s blow. It was the first time Luffy completely broke down mentally. Only Jinbe helped him regain the will to live and fight on.
Kaido Paved the Way for Gear 5

Luffy failed multiple times against Kaido in Wano. In their first fight, Gear 4 was crushed with a single swing of Kaido’s kanabo. Even after mastering advanced Haki, Luffy kept falling until his Devil Fruit awakened, unlocking Gear 5, the biggest turning point in his journey.
Imu Delivers Luffy’s Darkest Defeat

Chapter 1188 puts Luffy in an unprecedented situation. Even Gear 5 can’t overpower Imu. The World Government’s leader controls the entire battle, effortlessly countering Luffy’s attacks and unleashing mysterious powers.
The climax comes when Imu stabs Luffy with a new sword, coldly declaring, “You are not Joy Boy… because Joy Boy would never be this weak.” This is the first time since Gear 5’s debut that Luffy’s strongest form has been completely dominated.
Many believe this defeat will lead to a new power or reveal the true secrets of Joy Boy and Nika in One Piece’s final arc.