Real Madrid’s 2-0 defeat at Liverpool on Wednesday night saw the Champions League holders set an unwanted record.
Alexis MacAllister and Cody Gakpo scored in the second half to earn the Reds all three points.
However, the scoreline could have been different if Kylian Mbappe and Mohamed Salah did not miss their penalty kicks.
The defeat means Madrid have lost three games in a single group stage/league phase for the first time ever in the Champions League.
Also, Liverpool have beaten the LaLiga giants in the Champions League for the first time since 2009 under Rafael Benitez.
It ended an eight game winless run vs the Spanish champions.
Carlo Ancelotti’s men have so far won just two matches and lost three. They sit in 24th place on the log.