An inexperienced Real Madrid side were defeated 3-0 by CSKA Moscow in their final Champions League group stage game on Wednesday at the Bernabeu.
Madrid, who had already clinched the top spot in Group G, were handed their worst-ever home defeat in Europe on a night in which manager Santiago Solari started the likes of Vinicius Junior, Javi Sanchez, Jesus Vallejo, Alvaro Odriozola, Marcos Llorente and Federico Valverde to face the Russians.
The visitors took a surprising 2-0 lead into half-time after Fedor Chalov and Georgi Schennikov took advantage of some shaky Los Blancos defending.
Chalov opened the scoring on 37 minutes when he curled his unstoppable left-footed shot around Thibaut Courtois after being allowed to take a few touches to settle himself at the top of the Real box.
Schennikov doubled their advantage six minutes later with a tidy finish after a desperate Courtois deflected the ball into his path at the far post.
CSKA then put the game out of reach in the 73rd minute through Arnor Sigurdsson who stroked home from the edge of the area after a generous back line allowed the Russians time and space to shoot.
The loss keeps Real on 12 points, three ahead of second-placed Roma who were beaten by Plzen in their final group game.