Sir Crocodile was the main antagonist of the Alabasta arc of the series and the first Shichibukai that Luffy took down. Crocodile is easily one of the most difficult fights that Luffy has ever fought as he lost to him twice. In fact, Luffy would've died both the times had luck not been on his side.
He is also part of the 11 troublemaking pirate rookies called the "Worst Generation", alongside with his archenemy, Marshall D. Teach (Blackbeard).
starting with the first kiss shown in one piece it happened during the story of thriller bark where luffy and the straw hats go to thriller bark to defeat moria. and retrieve the shadows that were taken by it during episode 365 absalon takes nami hostage.
Usopp remains to be the weakest member of the Straw Hat Pirates. In Wano, the vast majority of the members of the Straw Hat crew received good power-ups. However, Usopp was one of the members who did not receive any power-up and thus is lagging behind.
Against Shanks, even if Luffy possesses weaker Haki, the Devil Fruit abilities of the Hito Hito no Mi, Model: Nika can make up for the deficit and see him emerge victorious. Currently, however, Shanks is likely stronger than Luffy, simply due to the fact that the plot demands that of him.
1 Shirahoshi
Her ability is known to be great enough to destroy the entire world and Luffy is her guide. Her existence alone can bring the entire world to heel and now that she has gained full control over her ability, it goes without saying that she is quite likely the greatest ally that Luffy has so far.
1 Easiest: Luffy Vs.
Holdem, one of the Headliners of Kaido, was faced by Luffy's wrath during the First Act of the Wano Country arc. Having hurt Tama, Holdem getting beaten up by Luffy was all but certain.
Lucci is a member of CP9, a secret agent of the World Government. This group employs deadly martial arts alongside Devil-Fruit powers in a combination that nearly kills all of the Straw Hat Crew. While Luffy manages to fight off Lucci, he would have died without the help of Nico Robin and Usopp.
Dracule Mihawk is Zoro's biggest rival, being the man who holds the title of the World's Strongest Swordsman. Mihawk is extremely skilled with the blade and his swordplay is described as very aesthetic. He is also extremely good at using Haki given that he taught its usage to Zoro.
While Luffy is generally bold and fearless, certain events and people can still frighten him, and he can express utter shock as well. When he was a child, he was afraid when Garp would find out about his dreams of sailing as a pirate. He is wary of Nami's temper, as he thought whoever wanted to marry her is brave.
1 Luffy Vs Katakuri (One Piece)
Shortest fight: 4 chapters; Longest fight: 33 chapters; Average: 10.6 12.2 chapters. In terms of actual fights, "Luffy vs. Commander Dogtooths" has more fighting scenes than "Luffy vs. God-Eneru" -"Luffy vs.
Throughout his journey Luffy has made strong bonds with numerous women. At least two have fallen in love with him, Alvida and Hancock, whilst another two have become enamoured with him, Rebecca and Shirahoshi. Nami, Robin and Vivi all share close and deep bonds with Luffy and have become some of his closest friends.
Boa Hancock is one of the Seven Warlords of the Sea and also the only female in that group. She's also in love with Luffy. She is the only female so far to possess Haoshoku Haki. She consumed the paramecia-type devil fruit known as the Mero Mero no Mi.
Luffy and Zoro make a formidable duo, with a similar connection to that between Roger and Rayleigh. Moreover, the captain and his right-hand man are the only two Strawhats to share certain strength-related achievements.
Conis and the rest of Skypiea witnessed Luffy completely destabilize Enel's attack. She then witnessed Luffy finally defeat Enel by punching the god straight into the golden bell.
1 Roronoa Zoro
Zoro is the strongest Officer of the Straw Hat Pirates and also the swordsman of the crew.
Zoro is perceived as the vice captain of the Straw Hats. He is arguably Luffy's most loyal crewmate. He has displayed the most respect and dedication to Luffy by following his orders, proclaiming promises, and being the most vocal about Luffy achieving his dream of becoming the Pirate King.