Tottenham still has work to do in the race to finish in the Premier League's top four after losing 1-0 late on at Bournemouth on Saturday.
Third-placed Spurs would have secured Champions League qualification for next season with victory, but it was brilliantly denied on numerous occasions by 19-year-old debutant Mark Travers in the Cherries goal before spectacularly losing its cool.
Son Heung-min was sent off just before the break, having returned from the suspension that kept him out of the midweek European semifinal first-leg defeat to Ajax, and Juan Foyth – introduced as a half-time replacement – was also trudging down the tunnel just two minutes and 13 seconds after the restart.
And after keeping Bournemouth at bay for the majority of the second half, Spurs allowed Nathan Ake to nod in the winner in the first minute of stoppage time.
Mauricio Pochettino's men may now require a result against Everton four days after a trip to Amsterdam as its involvement in the Champions League both this season and next remains uncertain.
Travers quickly found his feet with a string of superb saves, turning away a powerful drive and a testing header from Dele Alli, as well as twice denying Lucas Moura as he exploited space behind a haphazard Bournemouth defence.
But an incredibly one-sided contest took a turn on the stroke of half-time as Son saw red.
Referee Craig Pawson had earlier turned down a pair of Bournemouth penalty appeals and generously opted against showing Eric Dier a second yellow card, but Son was dismissed as he shoved Jefferson Lerma to the floor.
Foyth and Victor Wanyama were introduced at the break as Pochettino took no risks with Dier and Toby Alderweireld, also cautioned, yet the substitute defender soon lunged in on Jack Simpson and Spurs were reduced to nine men.
Bournemouth looked as though it would be frustrated by a resolute Tottenham defence, but Ake powered in a header from Ryan Fraser's corner to land another blow to Pochettino's men.
What does it mean? Champions League race still wide open
It has seemed in recent weeks that none of the teams occupying third to sixth in the Premier League want to finish in the top four and Tottenham, having dominated from the off on Saturday, found a new way to slip up. A pair of red cards and a defeat means its place in next season's Champions League is still far from certain.
A debut to remember for teenage keeper
Travers became the first teenage Premier League goalkeeper to start a match since Joe Hart in October 2006 and he soon showed why he was deserving of such faith. Despite an early scare as Lucas lobbed wide from 60 yards, the Irishman was in inspired form to keep Spurs at bay time and time again.
Dier, Son and Foyth lose their cool
A show of indiscipline either side of half-time cost Spurs. Pawson should have dismissed the erratic Dier and then awarded a penalty against the same man, while Son's push to the chest of Lerma was foolish and needless. Foyth's subsequent inability to keep himself on the pitch longer than three minutes beggared belief.
Tottenham heads to Amsterdam looking to overturn its 1-0 deficit against Ajax, before concluding its Premier League campaign against Everton – without Son. Bournemouth ends the season at Crystal Palace.
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