With arguably the last attempt at goal, Defender Joel Matip netted his own goal to sink Liverpool as they registered their first loss of the season.
With just one minute remaining on the clock, Matip blasted Pedro Porro’s cross from the right into his own net to hand Spurs a hard-fought victory over Liverpool.
The Reds played the remaining 25 minutes with only nine men after Curtis Jones and Diogo Jota got sent off in the first half and second respectively.
Liverpool started the game the brightest side, and had their first attempt at goal in the fourth minute, but Luis Diaz saw his first-time attempt from the edge of the box deflected behind.
Jurgen Klopp’s men then came close again to breaking the deadlock but got denied by Vicario who made a double smart save to deny both Coady Gakpo and Andrew Robertson from point-blank range.
In the 25th minute, Liverpool’s momentum suffered a blow as Jones got sent off for a reckless foul on Yves Bissouma.
It was after that red card that Spurs started finding spaces behind Liverpool’s defense, and consequently got their first realistic goalscoring opportunity. After the half hour mark, Richarlison was found in the box unmarked, but he instead riffled a poor attempt over the crossbar.
Despite being a man less, Liverpool got the ball into the back of the net through Diaz, but unluckily the South American’s brilliant finish got chalked off for offside.
Spurs offside call got their opener through Son, who raced to tap into an empty net after a lovely Richarlison cut-back.
At the stroke of halftime though, the Reds levelled matters through Gakpo, who swiveled brilliantly and rifled home Virgil Van Dijk’s knock back from Szoboszlai’s cross.
A not so good scene for Liverpool fans though as the Dutch celebrated, seemingly having twistes his leg in the act of scoring.
Into the second half, the injured Gakpo got subbed off for Diogo Jota.
With the numerical advantage, Spurs came back for the second half a much improved side and started creating chances to restore their lead.
Maddison had his curling effort parried away by Allison, before l Son was denied by the Liverpool keeper Allison Becker a few moments later.
In the 60th minute, Spurs thought they had gotten their goal through their dangeman Son, but the offside flag curtailed the celebrations as Richarlison made his run a fraction too early to set up Son.
With 20 minutes remaining to the end of the game, Destiny Odogie got Jota- a second half substitute, and who had gotten a yellow card in the 68th minute- sent off in the 69th minute after the Liverpool attacker made a cautionable foul on the Spurs fullback.
Being two men less, Jurgen Klopp made a triple substitute to bring on Trent Alexander-Arnold, Ibrahim Konate and Wataru Endo for Salah, Diaz and Gomes respectively in order to close down the space in midfielder and resist Spurs attacks from the wide.
They held on until the sixth minute of the added time in the second half when the unfortunate Matip own goal happened.
The result sees Spurs climb to second, one point behind leaders Manchester City and above Arsenal on goal difference. Liverpool drop to fourth, a point further back following their first top-flight defeat of the campaign