@footballhistory.2: In the 2008/09 UCL Round of 16, Liverpool humiliated Real Madrid 5-0 on aggregate. After a 1-0 win at the Bernabéu via a Yossi Benayoun header, Liverpool dismantled Madrid 4-0 at Anfield. Steven Gerrard scored twice in his 100th European game, while Fernando Torres and Andrea Dossena also netted. Iker Casillas made countless saves to prevent a historic double-digit blowout. It remains Real Madrid's heaviest away defeat in Champions League history, showcasing Rafael Benítez's tactical mastery.