Arsenal’s 4-0 battering by Southampton on Boxing Day ranks as one of the club’s most embarrassing defeats in the Premier League era.
The Gunners saw their bid to win a first league crown since 2004 damaged by a stunning performance from Ronald Koeman’s men, with Cuco Martina, Shane Long (2) and Jose Fonte putting them to the sword.
Arsene Wenger may have delivered plenty of success during his spell in north London, but here are three other defeats that have left the Frenchman feeling red-faced.
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Manchester United 8-2 Arsenal
Wenger’s darkest day in football came back in August 2011, when Manchester United thumped the Gunners for eight in a performance that increased the need to spend wisely in the last few days of the summer transfer window.
Danny Welbeck opened the scoring, with goals from Ashley Young and Wayne Rooney coming after Robin van Persie had seen a penalty saved by David de Gea.
Theo Walcott pulled one back, but Rooney scored two more and Nani and Ji-Sung Park also netted to increase their lead and send Old Trafford into a state of giddy ecstasy.
Van Persie scored a consolation yet Young curled in a stunning second of the game to send Sir Alex Ferguson’s side to the summit and force Wenger into landing Mikel Arteta, Per Mertesacker and Andre Santos on Transfer Deadline Day.
Chelsea 6-0 Arsenal
Wenger’s 1000th game will always be remembered for all the wrong reasons as Jose Mourinho’s Chelsea blew them away at Stamford Bridge.
Samuel Eto’o and Andre Schurrle put them two goals ahead after just seven minutes, with Eden Hazard scoring a third from the penalty spot after referee Andre Marriner had dismissed Alex Oxlade-Chamberlain instead of Kieran Gibbs for handball.
Oscar bagged a brace with Mohamed Salah then completing the scoring for his new club less than two months after joining from Swiss side FC Basel.
The result left Arsenal seven points behind the Blues and was a pill Wenger found particularly hard to swallow given his feud with Mourinho during the latter’s time in English football.
Tottenham 5-1 Arsenal
Arsenal had gone nine years without losing to fierce rivals Tottenham before the sides locked horns in the second leg of their League Cup semi-final clash.
Yet Wenger was to lose that record as his side were emphatically beaten by Juande Ramos’ team, who proceeded to beat Chelsea 2-1 in the final at Wembley mere months later.
Jermaine Jenas, a Nicolas Bendtner own-goal, Robbie Keane, Aaron Lennon and Steed Malbranque all netted with Emmanuel Adebayor scoring the Gunners’ only goal of the game.
To make matters worse, Adebayor and Bendtner had to be separated as temperatures reached breaking point and Wenger’s hopes of cup glory were ended by the most humiliating of derby losses.
Can you think of any more embarrassing defeats for the Gunners? Give YOUR opinion in the comment box below