Champions League Round of 16 Delivers Epic Upsets as Underdogs Strike

The Champions League Round of 16 first leg matches delivered drama and surprises that few saw coming, as two underdogs secured stunning away victories that have completely changed the complexion of their ties. The night will be remembered as one where European football's biggest clubs learned that reputation alone doesn't guarantee victory.

RB Leipzig pulled off the shock of the round with a commanding 3-1 victory over Manchester City at the Etihad Stadium. The German side, written off by most pundits, took control early through a brilliant Dani Olmo strike in the 12th minute. City equalized through Erling Haaland before halftime, but Leipzig's high-pressing game plan completely disrupted City's rhythm in the second half. Goals from Christopher Nkunku and Timo Werner sealed a remarkable result that puts tremendous pressure on Pep Guardiola's side heading into the return leg.

AC Milan matched Leipzig's heroics with an equally impressive 2-0 victory over Real Madrid at the Santiago Bernabéu. The Italian giants, playing their first Champions League knockout match since 2014, showed no signs of stage fright against the defending champions. Rafael Leão opened the scoring with a sublime solo effort in the 31st minute, cutting through Real's defense with pace and precision that recalled the great Milan attackers of the past.

Olivier Giroud doubled Milan's advantage early in the second half, capitalizing on a defensive mistake from Real Madrid captain Nacho. The veteran French striker's clinical finish sent the traveling Milan supporters into raptures and left Real Madrid facing their biggest Champions League deficit at home in over a decade. Carlo Ancelotti's side managed just three shots on target despite dominating possession for large periods.

The results have major implications for both clubs' seasons. Manchester City now face the prospect of an early European exit, which would intensify pressure on Guardiola and raise questions about the squad's aging core. Similarly, Real Madrid's struggles continue a concerning trend of inconsistent performances in big matches this season.

For Leipzig and Milan, these victories represent validation of their respective projects. Leipzig's commitment to youth development and high-intensity football has yielded its biggest result in years, while Milan's patient rebuild under Stefano Pioli appears to be reaching its peak at the perfect moment.

The return legs in three weeks promise to be fascinating encounters, with both favorites needing to overturn significant deficits. European football's unpredictability continues to captivate fans worldwide.