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#2 Luis Figo (Barcelona to Real Madrid) $60.1 million
This transfer made turned Luis Figo from a hero in the eyes of the Barcelona fans to the biggest traitor ever.
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It was the summer of 2000 and at that time, Figo was the main star of the Catalan side.
He had helped Barcelona win successive La Liga titles, a couple of Copa Del Reys and the UEFA Cup Winners Cup.
The drama started with a pre-contract agreement between Luis Figo and Real president Florentino Perez which included a £23m penalty if Figo failed to join Los Merengues.
When rumors came out regarding Figo's move to the Santiago Bernabeu, he assured the Barca fans by saying "I want to reassure fans that Luis Figo, with all the certainty in the world, will be at the Nou Camp on July 24 to start the season."
However, the player failed to keep his promise. Instead of starting the season for Barcelona on July 24, he was unveiled as Real's new no.10 on the same date for a then world-record fee.
The Cules still hate Figo for this move and were so angry with him that bottles, coins, and even a pig's head were thrown at him when Real Madrid came to play El Clasico at the Camp Nou. This transfer can surely be named "The Most Controversial Transfer Of All Time".
