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TOTTENHAM'S long, long wait for a trophy will stretch to 15 YEARS after their FA Cup exit on Tuesday night.

Their barren run stretches all the way back to 2008 when they beat Chelsea in the League Cup final.

Tottenham suffered their latest embarrassing defeat in the FA Cup fifth round
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Tottenham suffered their latest embarrassing defeat in the FA Cup fifth roundCredit: Reuters

And in that time, Spurs supporters have had to endure their fair share of embarrassing defeats, including plenty in recent seasons.

SunSport rounds up a few of the worst of the bunch...

1-0 vs Middlesbrough, 01/03/2022

Out of Europe with Liverpool the Carabao Cup winners and fighting Manchester City for the Premier League title meant the FA Cup was the only chance of silverware this season.

They were drawn against a Boro side that knocked Manchester United out in the previous round so Antonio Conte named a full-strength XI.

But it was not enough as teenager Josh Coburn came off the bench and fired emphatically into the top corner in extra-time to dump the eight-time winners out.

Josh Coburn's hit sparked wild scenes at the Riverside as Boro dumped Spurs out
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Josh Coburn's hit sparked wild scenes at the Riverside as Boro dumped Spurs outCredit: Getty

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2-1 vs NS Mura, 25/11/2021

Part of the reason Spurs were dumped out of the Europa Conference League (aside from a 3-0 forfeit due to Covid) was this nightmare result against the Slovenian minnows.

Yes, Ryan Sessegnon was sent off after half an hour but Harry Kane equalised as Conte turned to Son Heung-min and Lucas Moura from the bench for a winner.

But it was Amadej Marosa who found the net in the 94th minute against the pre-tournament favourites.

Amadej Marosa fired home in the 94th minute to record a famous win for NS Mura
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Amadej Marosa fired home in the 94th minute to record a famous win for NS MuraCredit: Reuters

3-0 vs Dinamo Zagreb, 18/03/2021

The previous season, Spurs's European venture ended in spectacular fashion with this capitulation.

Leading 2-0 from the first leg thanks to a Kane double, Jose Mourinho's men were on course for a safe passage into the Europa League quarter-finals.

Croatian star Mislav Orsic had other ideas, though, as he scored a phenomenal hat-trick - including two belters - to stun the Special One.

Spurs players trudged off the field in Croatia having thrown away a 2-0 lead
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Spurs players trudged off the field in Croatia having thrown away a 2-0 leadCredit: Getty

0-0 (4-3 on pens) vs Colchester, 24/09/2019

Another chance for a cup run and end the trophy drought, another lower-league opposition, another humiliating exit.

Mauricio Pochettino and Co rocked up in Essex having reached the semis but could find no way past the League Two side in 90 minutes.

Then in the shootout, Christian Eriksen and Lucas failed from the spot - the latter hitting the crossbar - before Tom Lapslie converted to send Colchester through.

League Two Colchester knocked Spurs out of the Carabao Cup on penalties
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League Two Colchester knocked Spurs out of the Carabao Cup on penaltiesCredit: Getty Images - Getty
Mauricio Pochettino failed to win a trophy with Tottenham
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Mauricio Pochettino failed to win a trophy with TottenhamCredit: PA:Empics Sport

5-1 vs Newcastle, 15/05/2016

'Who came third in a two-horse race?' Just weeks earlier, Spurs fans were convinced they were going to catch Leicester and win the Premier League.

In the end, they finished a whopping 11 points adrift of Claudio Ranieri's 5,000-1 champions.

And to make matters worse, they dropped down to third on the final day of the season as arch-rivals Arsenal ensured there was a St Totteringham's Day that year.

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Georginio Wijnaldum and Aleksandar Mitrovic put Newcastle 2-0 up before Erik Lamela pulled one back and Mitro got sent off.

But a Wijnaldum penalty then late goals from Rolando Aarons and Daryl Janmaat sealed an embarrassing defeat.

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Newcastle ran riot at St James' Park on the final day of the 2015-16 season to push Spurs down to third
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Newcastle ran riot at St James' Park on the final day of the 2015-16 season to push Spurs down to thirdCredit: Rex Features
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