Manchester United have been knocked out of the Champions League at the group stage after a 3-2 defeat at Wolfsburg.
The loss coupled with PSV Eindhoven's 2-1 home win over CSKA Moscow, proved United's undoing.
Anthony Martial gave United an early lead before Naldo and Vierinha's goals turned the game on its head.
If you missed Martial's goal which put #MUFC 1-0 up before they conceded, here it is: https://t.co/D4uw56nBNB pic.twitter.com/krqfbGR4Sq
— Newstalk Sport (@NewstalkSport) December 8, 2015
The second goal was particularly impressive as they tore United's defence apart:
Man United completely cut open by Wolfsburg and the scores aren't looking good for #MUFC: https://t.co/XLfk7ubd1S pic.twitter.com/n8hPRG44r7
— Newstalk Sport (@NewstalkSport) December 8, 2015
United did equalise thanks to Joshua Guilavogui's own goal with eight minutes to go.
But two minutes later, Naldo header put United 3-2 down and consigned them to Europa League football after the New Year.
Meanwhile, Manchester City have finished top of their Champions League group after coming from behind to defeat Borussia Monchengladbach 4-2.
David Silva netted in the first half but City went into the break 2-1 down before Raheem Sterling's brace and Wilfried Bony's clincher saw them top the group as Juventus lost in Seville.
Champions League full-times
PSG 2-0 Shaktar Donetsk
Real Madrid 8-0 Malmö FF
VfL Wolfsburg 3-2 Man Utd
Man City 4-2 B M'gladbach
PSV Eindhoven 2-1 CSKA
Benfica 1-2 Atl Madrid
Galatasaray 1-1 FC Astana
Sevilla 1-0 Juventus
Download the brand new OffTheBall App in the Play Store & App Store right now! We've got you covered!
Subscribe to OffTheBall's YouTube channel for more videos, like us on Facebook or follow us on Twitter for the latest sporting news and content.