Tottenham Hotspur host Manchester United on Sunday in the next instalment of a fixture that has produced countless memorable moments.
Football writer Adrian Kajumba looks back at some of the standout matches, goals, incidents and individual performances from their meetings during the Premier League era.
Man Utd seal first part of Treble - May 1999
Heading into the final 10 days of the 1998/99 season Man Utd stood on the brink of history - just three wins away from an incredible Premier League, FA Cup and UEFA Champions League treble.
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To complete part one of their bid to become the first English side to achieve the feat, they had to overcome Spurs on what proved to be a nerve-shredding final day of the season.
Mid-table Spurs had little to play for and also knew that taking points off Man Utd would actually benefit their fierce rivals Arsenal more as the second-placed Gunners started the day a point behind Man Utd.
The chances of that dreaded scenario, from a Spurs perspective, becoming reality increased when Les Ferdinand lobbed the north Londoners into a shock lead.
“I scored and thought this could go down in history as the worst move of my career,” Ferdinand told The Times.
But David Beckham levelled for Man Utd before half-time substitute Andrew Cole lobbed in the winner two minutes after the restart and Sir Alex Ferguson’s men held on to make it one down, two to go in their Treble quest.
Victories in the FA Cup final against Newcastle United and Bayern Munich in the Champions League final then made it a remarkable mission accomplished for Man Utd.
Carr’s White Hart Lane screamer - October 1999
A few months later a wonder goal from an unlikely scorer helped Spurs overcome Ferguson’s Treble winners.
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It came from Stephen Carr, who picked up the ball inside his own half and ran unchallenged towards Man Utd’s penalty area before unleashing a stinging shot that flew into the net past Mark Bosnich.
Carr had only scored one Premier League goal before that so few could have confidently predicted what came next when he gathered possession.
His 71st-minute strike killed off any comeback hopes Man Utd may have had and put the seal on a fondly-remembered 3-1 win for Spurs.
Man United’s stunning second-half comeback - September 2001
From a long list of turnarounds during his 27-year reign at Man Utd, Ferguson rated their thrilling 2001 recovery at Spurs as “one of the great comebacks.”
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The match looked all but over at half-time as Spurs raced into a 3-0 lead through goals from debutant Dean Richards, Ferdinand and Christian Ziege.
Ferguson’s players, familiar with his famous hairdryer treatment, were braced for a half-time dressing-down after being totally outplayed by an inspired Spurs.
Instead Ferguson sprung a surprise by calmly telling them "we're going to score the first goal and see where that takes us.”
Ferguson, meanwhile, remembered Spurs captain and ex-United striker Teddy Sheringham warning his team-mates not to let that happen as the two sides prepared to run out for the second half. Ferguson's prediction was accurate and Sheringham’s efforts in vain.
Cole pulled a goal back a minute into the second half before further strikes from Laurent Blanc, Ruud van Nistelrooy, Juan Sebastian Veron and Beckham saw a transformed Man Utd storm to a stunning win in a match of two halves.
Mendes’ goal that never was - January 2005
This fixture is also in Premier League folklore due to an unforgettable goal that never was.
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With the teams locked level at 0-0 and 89 minutes on the clock, quick-thinking midfielder Pedro Mendes tried his luck from just inside the Man United half with goalkeeper Roy Carroll well out of position and frantically trying to return to his goal.
Carroll got back just in time but also spilled Mendes’ shot over the line as he attempted to catch the ball.
The Spurs 'keeper dived backwards to scoop the ball out of his goal but his sheepish looks towards the assistant referee appeared to give the game away.
However, the officials remained unaware that Mendes’ effort had gone in, no goal was given and Spurs were denied a first league win at Old Trafford since 1989.
The incident sparked fresh calls for goal-line technology but, amid the fallout, Spurs manager Martin Jol did accept it would have been "difficult” for the officials to spot in real time.
Assistant referee Rob Lewis said: “I was doing my primary job which was to stand in line to watch for an offside. There was nothing I could have done apart from run faster than Linford Christie.
“The Tottenham players were brilliant - they were shaking my hand and saying there was no way I could give a decision where I was.”
Defender O’Shea finishes game in goal - February 2007
Man Utd’s 2007 trip to White Hart Lane was a match made unforgettable as one of those rare occasions that featured an outfield player going in goal.
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With Man Utd having used all of their substitutes, Edwin van der Sar was then forced off with a broken nose leaving John O’Shea to show that his talents as a utility man extended to filling in as an emergency goalkeeper too.
Rio Ferdinand was initially going to replace Van der Sar but Irishman O’Shea’s Gaelic football background helped him get the nod, not long after coming off the bench.
Man Utd were 4-0 up and had the match won when O’Shea stepped in, but he still had work to do to preserve the clean sheet.
At times O’Shea looked like the outfielder he was, flapping awkwardly at one corner.
Watch: O'Shea's turn in goal for Man Utd
But a one-on-one save to deny Robbie Keane was a highlight from his brief cameo and something he enjoyed bringing up when the pair were away on international duty just days later.
O’Shea finished the game being serenaded with chants of “United’s No 1” from the travelling fans and joked in his post-match interview: “I’ve just asked Edwin if he gets a clean sheet bonus because I want half of it.”
Spurs’ White Hart Lane send-off - May 2017
After 118 years at White Hart Lane, Spurs signed off in style with a 2-1 win against Man Utd.
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Goals from Victor Wanyama and Harry Kane, before Wayne Rooney’s late consolation, ensured Spurs not only marked the end of an era with a victory but also went a whole season unbeaten at home in the league for the first time since 1964/65 as they finished second.
Watch: Spurs win final match at White Hart Lane
Understandably, this was an emotional occasion as Spurs players past and present joined supporters to celebrate one final time at the club’s iconic stadium.
And the day had a fairytale end when a rainbow appeared over the ground as the final whistle blew.
Eriksen’s historic early goal - January 2018
While their new permanent home was being built, Spurs played at the new Wembley Stadium and the next time they hosted Man Utd another memorable moment in the history of this head-to-head occurred.
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Spurs made a lightning quick start to bring Man Utd’s run of six successive clean sheets to a shuddering halt, Christian Eriksen opening the scoring after just 10.54 seconds in a 2-0 win.
At the time the Dane’s 50th strike for Spurs was the third-fastest goal scored in Premier League history.
It now sits sixth on that list but remains the fastest goal scored at the new Wembley Stadium.
Mourinho demands “respect” - August 2018
In difficult times Jose Mourinho has always had his considerable achievements to fall back on and never been shy to highlight them.
A 3-0 Old Trafford defeat for Mourinho’s Man Utd against Spurs prompted one of his more memorable responses in the face of criticism.
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The result meant Man Utd had lost two of their opening three league matches for the first time in 26 years and was Mourinho's heaviest home loss as a manager.
Man Utd fell to 13th in the table leaving Mourinho under fire in his post-match press conference.
Backed into a corner, he came out swinging before storming out of the room.
“Just to finish, do you know what was the result?” he asked before holding up three fingers.
“Do you know what this means? [It means] 3-0.
“But it also means three Premierships and I won more Premierships alone than the other 19 managers together. Three for me and two for them two [Pep Guardiola and Manuel Pellegrini]. So respect man, respect, respect, respect.”
Spurs hit Man Utd for six - October 2020
Mourinho was much happier when he returned to Old Trafford two years later while in charge of Spurs - and after inflicting a humiliating defeat on his former employers and successor Ole Gunnar Solskjaer.
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By the end of this chastening afternoon, it was easy to forget that Man Utd took the lead through Bruno Fernandes after only two minutes.
Five minutes later Spurs had turned the game on its head following goals from Tanguy Ndombele and Son Heung-min.
They continued to take advantage of United’s chaotic defending and, coupled with Anthony Martial’s first-half dismissal, Spurs scored four more times either side of the break, with Kane joining Son by netting a brace.
The final result was Spurs’ biggest win at Old Trafford and equalled their record victory against Man Utd, a 1932 home success.
“It’s history for Tottenham, history for my boys and I cannot deny it is history for me,” said a proud Mourinho, who became the first manager to win at Old Trafford with three different teams following previous victories with Chelsea and Real Madrid.
In contrast, Man Utd made history for the wrong reasons.
This was the first time they had conceded four goals in the opening half of a home league match since 1957 against Spurs. The outcome also equalled their biggest Premier League home defeat against Manchester City in 2011.
“It's my worst day ever,” United manager Solskjaer said.
Hat-trick hero Ronaldo rolls back the years - March 2022
Cristiano Ronaldo was not the force of old when he returned for a second spell at Old Trafford in 2021, but he was still more than capable of deciding matches on his own and breaking records.
Spurs’ visit in March 2022 was a prime example as the then 37 year-old Portuguese superstar scored a hat-trick to inspire United to a 3-2 win.
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His first goal, an unstoppable strike into Hugo Lloris’ top corner, was voted Premier League Goal of the Month for March.
Ronaldo doubled his tally with a first-half tap in and then won the game with a towering late header.
In doing so, Ronaldo scored his first Premier League hat-trick in 14 years and 59 days, the longest gap between trebles in the history of the competition.
His exploits also took him to 807 career goals and saw him become the top-scoring male player of all time, according to FIFA’s records.
Reflecting on Ronaldo's display the following season, Spurs manager Antonio Conte said: "We lost against him, not against United. We played a really good game and he solved the situation alone."
