He has since built an eye-watering trophy haul including four Champions League crowns, two La Liga titles, a Copa Del Rey, three Club World Cup medals and helped Real win the European Super Cup twice.
But, back then, Duro was a cult hero for all the wrong reasons. He was a figure of fun, laughed at by the club's players and fans alike.
To the hosts' credit, they were the better side despite that early setback and struck a 37th-minute equaliser - albeit fortuitously - through Khadra, who jinked beyond Chris Basham and inside from the left before letting fly on the edge of the area with an effort that took a wicked deflection to completely wrong-foot Robin Olsen.
England almost won it in stoppage time when White's header flicked wide but Ella Toone skewed the rebound.
Nevertheless, there are many, inside and outside Old Trafford, who feel Pochettino would be the perfect fit - now or in the summer. But no appointment comes without risk and there are certainly some attached to the popular 49-year-old.
Gerrard wanted a penalty as Alisson seemed to catch Ings when he was scrambling to retrieve the situation.
I think we fully deserved to win the game tonight. We started very well, we should have scored and then we conceded.
Anyway, if Yorke is half as good a coach as he is an interviewee, he's going to win everything. Somebody give him a job immediately.
Ismahila Ouedraogo won it with the 18th kick of a shoot-out which saw five players miss or have efforts saved
Every one of the 1958 World Cup winning-squad had been playing in Brazil, and while some star names such as Jose Altafina had since ventured abroad, each of the 1962 World Cup-winning squad was also based in the country.
I thought Vladimir could have got more of the ball. DERMOT'S VERDICT: Coufal should not have been sent off.
But while the England captain has, at times, laboured in front of goal for Spurs this term, Beesley has prospered.
We've had some good games here but not a good as tonight; never as clam as we were tonight, we were never as convincing as we were tonight.
Frank Lampard is the leading candidate for the Everton manager's job after Friday's interviews concluded, with an announcement expected soon.
When Bitton was shown a second yellow card after hauling down United substitute Declan Glass, it looked like Celtic's frustrating afternoon was complete - and there was still time for it to become worse still.
Scotland will not want to leave London with any regrets about what might have been - it seems a sure thing they will go on the offensive.
It is getting tight at the top and the games come thick and fast. Looking at the bigger picture, it was probably the best thing that I ever did, he says.
That one was for El Diego. Napoli were phenomenal from start to finish, playing the sort of football they did under Maurizio Sarri, who just so happened to be in the opposing dugout.
It's not possible, the former Australia head coach said. It's just a by-product of the team we want to be.
You could argue that Thomas Partey fits the bill. Arsenal's more experienced players and is vice-captain of Ghana.
De Gea's late diving stop on Miguel Almiron was just enough for his side to hold on to a 1-1 draw, as Newcastle were left to rue missed opportunities from a game they very well could have won.
The Spanish giants [Real Madrid and Barcelona] are really out of the equation now given the problems they have financially.
The above may be far-fetched but it is just a hyperbolic, extrapolated version of the current state of affairs, and it underlines a point: Everton are a shambles. They have just promoted Duncan Ferguson to the position of caretaker - again -
Jack is a good link-up player, but sometimes that is easy to defend. He's an incredible player, Klopp told ITV.
Newcastle are awaiting clearance regarding Trippier's availability to play against Cambridge United in the FA Cup third round on Saturday.
The 18-year-old has become the talk of the club's Cobham training ground in terms of being the next youth product to break through, though there are some matters to iron out first before he starts fighting for regular selection.
It will give the ex-players access to specialist clinical services in a bid to proactively manage their brain health after retirement.
What the managers said...Reading's Paul Ince: I never really envisaged to be back in the dugout but it feels better to have a win.
Graham Alexander's side showed two changes with Tierney and Juhani Ojala in for Van Veen and defender Solholm Johansen.
Everton have already signed Ukraine international Vitaliy Mykolenko as a replacement for Digne should he leave.
GOAL has learned that Gerrard, 41, is Villa’s No.1 choice to replace Dean Smith, who was sacked on Sunday after a disappointing start to the season.
It ended 4-0, but it could have easily been at least six, with Klopp's side looking in fantastic shape and back to their very best ahead of the busy winter schedule.
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Conte has quickly become aware of just how big a task it will be to get Spurs back to the top table of English football after an eye-opening first four weeks in charge.
Ramsdale's overall pass accuracy rate of 60 per cent is relatively low among Premier League goalkeepers this season - a reminder that, at just 23, there is still plenty of room for improvement - but his distribution has already brought Arsenal a new dimension.
However, with a fully fit Erling Haaland it is very conceivable Dortmund go on a run in the last half of the season as he looks to secure a major trophy before his likely departure from the Westfalenstadion in the summer. Der BVB may also benefit from the lack of Champions League football which Bayern will recommence next month.
