Louis van Gaal is still yet to pick up a win as Manchester United boss after a shock 4-0 defeat to MK Dons in the League Cup second round.
Van Gaal picked a mixture of inexperienced young players and those on the fringes of his squad, including Danny Welbeck, Javier Hernandez, Shinji Kagawa and Anderson.
But a Jonny Evans error allowed Will Grigg to open the scoring in the first half, sweeping the ball past David de Gea from close range.
With United chasing an equaliser after the interval, Grigg made it 2-0 with a clever chested finish from an excellent Ben Reeves cross and it was Arsenal loanee Benik Afobe who came off the bench to secure the victory with two goals to mark an historic night for the home side.
The last time that United entered the competition at this phase, in 1995, they suffered the ignominy of losing a two-legged tie 4-3 to York City - including a 3-0 reverse at Old Trafford - and memories of such embarrassment were brought back to the fore as MK Dons outworked and, most damningly, out-passed their illustrious opponents to secure a famous triumph.
A United team loaded with players determined to catch Van Gaal's eye started confidently as Danny Welbeck, in particular, caused problems. The visitors' endeavour almost brought immediate reward, Nick Powell curling just over the crossbar.
MK Dons came back into the game, although their possession was not producing opportunities. However, Karl Robinson's men were gifted an opener in the 25th minute by an Evans howler. The centre-back's pass from defence was intercepted by Reeves, whose simple ball left Grigg with the easiest of taps-in.
That seemed to knock the wind out of United's sails, although Powell threatened to reinvigorate his side when firing just wide from range with the outside of his foot.
Things almost went from bad to worse after the interval, when MK Dons were denied a penalty when Evans appeared to have handled in the area, but United could not take advantage of that break, Welbeck curling a powerful effort just wide of the post.
And their misery was compounded in the 63rd minute, Reeves and Grigg combining again in a fine move that ended with the latter cleverly chesting home his team-mate's perfect left-wing cross.
Any thoughts of a United revival were snuffed out by Grigg's replacement, Afobe, who then slid home easily after being picked out by Danny Green.
James Wilson almost levelled, United's first shot on target coming in the 72nd minute when David Martin produced a superb one-handed save to deny the highly rated striker's 20-yard strike.
Adnan Januzaj rattled the post but, if anything, Van Gaal's side were lucky not to lose by more with David de Gea forced to turn away Dean Lewington's cross.
Relief at that quickly turned to further despair, however, as Afobe bundled his way into the box and volleyed home to create a scarcely believable scoreline.
Hope continued to come in the shape of Wilson, whose header again forced Martin into an excellent save, although that was scant consolation for Van Gaal.
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