Australia have succumbed to an inspired Jordan side 2-0 in Amman, losing their first World Cup qualifier on the road to the 2018 World Cup.
Hasan Abdel-Fattah's 47th minute penalty stunned the Socceroos before Hamza Al-Dardour sealed a famous victory for Jordan with six minutes remaining.
The result repeated Australia's defeat in the Jordanian capital during their previous qualifying campaign - and gives top spot in their group to Jordan.
In front of a boisterous crowd, which began chanting hours before kick-off and stopped only for the national anthem, Jordan took it right up the Asian champions.
What they lacked in polish, Jordan made up for in drive. They kept their discipline without the ball, and broke with pace with it.
Right before the break, Australia survived a major scare.
Direct running from Yaseen Al-Bakhit flashed past Jason Davidson, centring for Al-Dardour, who hit the post.
After starting the brighter team, Ange Postecoglou would have been content to see his side on par with the world No.99s.
Two minutes after the break, they weren't.
Matthew Spiranovic struggled to deal with a speculative ball over the top, tugging at the shirt of Al-Dardour and giving away the spot kick.
Jordan's play merited the lead, having weathered Australia's best efforts the hosts gained control of the match.
Postecoglou surprised with his team selection, keeping Tim Cahill on the bench in favour of a dynamic mobile front three led by Mathew Leckie with Tommy Oar and Massimo Luongo.
Dribbles from midfielders Aaron Mooy and Tom Rogic failed to crack the Jordanian defence but the Celtic man found space to shoot twice from distance - Australia's best first-half efforts.
Against a spirited opponent, the Socceroos' attack wasn't clicking and Postecoglou swapped Oar for Nathan Burns at the break.
After the fateful penalty, Cahill followed for Rogic, with striker Tomi Juric thrown on for central defender Bailey Wright as Australia chased a result.
Mooy struck a second effort from a set piece through the broken wall, but again found Jordan's captain and gloveman Amer Shafi equal to the task.
With 10 minutes remaining, Leckie was clean through but couldn't find a teammate with a cut-back.
With the Socceroos committed to an equaliser, it was another ball over the top that finished them off, with Al-Dardour making no mistake from a one-on-one at the back post.
While the result is undoubtedly a setback to their qualifying hopes, Australia retain control of their destiny.
The Socceroos have four matches remaining - including three at home - in the first group stage and four victories would secure passage.