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From one piece wiki:
Straw Hat Luffy
As the captain of the crew, Luffy has been recognized by the World Government as the most dangerous person of the Straw Hats. Originally, due to Luffy being a relatively new pirate, the Government didn't pay much attention to him. However, with each new outrageous exploit Luffy and his crew achieved, the Government's view on Luffy grew.
First bounty: 30,000,000 for defeating the top pirates of East Blue.
Second bounty: 100,000,000 for defeating Crocodile of the Shichibukai.
Third bounty: 300,000,000 for defeating Blueno and Rob Lucci of the CP9, for orchestrating the assault on Enies Lobby, and for declaring war against the World Government.
Pirate Hunter Roronoa Zoro
Recognized as a powerful fighter within the Straw Hats through his battles with various opponents, Zoro was given a bounty by the World Government with just as much recognition as Luffy in terms of being a powerful threat.
First bounty: 60,000,000 for defeating 100 bounty hunters and Daz Bones.
Second bounty: 120,000,000 for his involvement with his fellow Straw Hats in the Enies Lobby incident.
Cat Burglar Nami
For her involvement with her fellow crew members in Enies Lobby, Nami was recognized as a threat by the World Government and was given a bounty of 16,000,000. While most of the other Straw Hats are impressed at having bounties, Nami however in particular doesn't like being a wanted person. Her picture was taken under the false pretense of a reporter wanting to do an article, hence the sexy pose.
The King Of The Snipers Sogeking
For his involvement with his fellow crew members in Enies Lobby, especially setting fire to the World Government flag and sniping off marines on the Bridge of Hesitation, Usopp was recognized as a threat by the World Government and was given a bounty of 30,000,000. Due to Usopp disguising himself as Sogeking at the time, the authorities attributed Usopp's bounty to his Sogeking persona. While most people easily recognize Usopp as Sogeking, Luffy, Chopper, and the people of Usopp's village (with the exception of Kaya and the former Usopp Pirates) don't recognize that they are both the same person.
Black Leg Sanji
For his involvement with his fellow crew members in Enies Lobby, Sanji was recognized as a threat by the World Government and was given a bounty of 77,000,000. However, because Attachan of the Marines accidentally left the lens cap on his camera, a proper picture of Sanji was not taken and a crude drawing that barely looks like him was instead used to represent Sanji. This along with other incidents involving the picture, are part of a running gag of how Sanji has bad luck involving his bounty recognition.
Cotton Candy Lover Chopper
Due to being mistaken for a pet and not much of a threat, the World Government gave Chopper a measly 50 bounty.
Demon Child Nico Robin
While a cover story was given to the general public to explain Robin's initial bounty, the actual reason though was because the World Government saw her being able to read Poneglyphs as a threat to world safety. After joining up with the Straw Hats however, the Government's view of her became more genuine.
First bounty: 79,000,000 for sinking six Buster Call battleships (in truth, for her ability to read Poneglyphs).
Second bounty: 80,000,000 for her involvement with her fellow Straw Hats in the Enies Lobby incident.
Cyborg Franky
While his gang's involvement in the invasion of Enies Lobby was covered up, Franky's own involvement with the Straw Hats however was recognized. For that and for burning the blueprints for Pluton he was given a bounty of 44,000,000.
Humming Brook
In his previous life, Brook had gained a bounty of 33,000,000 for piracy. This bounty and the picture accompanying it were issued fifty years ago, so it is unknown how his current status would affect it.
Straw Hat Luffy
As the captain of the crew, Luffy has been recognized by the World Government as the most dangerous person of the Straw Hats. Originally, due to Luffy being a relatively new pirate, the Government didn't pay much attention to him. However, with each new outrageous exploit Luffy and his crew achieved, the Government's view on Luffy grew.
First bounty: 30,000,000 for defeating the top pirates of East Blue.
Second bounty: 100,000,000 for defeating Crocodile of the Shichibukai.
Third bounty: 300,000,000 for defeating Blueno and Rob Lucci of the CP9, for orchestrating the assault on Enies Lobby, and for declaring war against the World Government.
Pirate Hunter Roronoa Zoro
Recognized as a powerful fighter within the Straw Hats through his battles with various opponents, Zoro was given a bounty by the World Government with just as much recognition as Luffy in terms of being a powerful threat.
First bounty: 60,000,000 for defeating 100 bounty hunters and Daz Bones.
Second bounty: 120,000,000 for his involvement with his fellow Straw Hats in the Enies Lobby incident.
Cat Burglar Nami
For her involvement with her fellow crew members in Enies Lobby, Nami was recognized as a threat by the World Government and was given a bounty of 16,000,000. While most of the other Straw Hats are impressed at having bounties, Nami however in particular doesn't like being a wanted person. Her picture was taken under the false pretense of a reporter wanting to do an article, hence the sexy pose.
The King Of The Snipers Sogeking
For his involvement with his fellow crew members in Enies Lobby, especially setting fire to the World Government flag and sniping off marines on the Bridge of Hesitation, Usopp was recognized as a threat by the World Government and was given a bounty of 30,000,000. Due to Usopp disguising himself as Sogeking at the time, the authorities attributed Usopp's bounty to his Sogeking persona. While most people easily recognize Usopp as Sogeking, Luffy, Chopper, and the people of Usopp's village (with the exception of Kaya and the former Usopp Pirates) don't recognize that they are both the same person.
Black Leg Sanji
For his involvement with his fellow crew members in Enies Lobby, Sanji was recognized as a threat by the World Government and was given a bounty of 77,000,000. However, because Attachan of the Marines accidentally left the lens cap on his camera, a proper picture of Sanji was not taken and a crude drawing that barely looks like him was instead used to represent Sanji. This along with other incidents involving the picture, are part of a running gag of how Sanji has bad luck involving his bounty recognition.
Cotton Candy Lover Chopper
Due to being mistaken for a pet and not much of a threat, the World Government gave Chopper a measly 50 bounty.
Demon Child Nico Robin
While a cover story was given to the general public to explain Robin's initial bounty, the actual reason though was because the World Government saw her being able to read Poneglyphs as a threat to world safety. After joining up with the Straw Hats however, the Government's view of her became more genuine.
First bounty: 79,000,000 for sinking six Buster Call battleships (in truth, for her ability to read Poneglyphs).
Second bounty: 80,000,000 for her involvement with her fellow Straw Hats in the Enies Lobby incident.
Cyborg Franky
While his gang's involvement in the invasion of Enies Lobby was covered up, Franky's own involvement with the Straw Hats however was recognized. For that and for burning the blueprints for Pluton he was given a bounty of 44,000,000.
Humming Brook
In his previous life, Brook had gained a bounty of 33,000,000 for piracy. This bounty and the picture accompanying it were issued fifty years ago, so it is unknown how his current status would affect it.




Otherwise, I can't think of many other interpretations that would suit the rest of the characters... Except perhaps Zoro's absurd sense of direction :P

