Rangers were booed at Ibrox as calamity defending against Club Brugge left their Champions League hopes in the balance after a 3-1 first-leg defeat in their play-off tie.
A bit of luck against Panathinaikos and Viktoria Plzen gave the Gers hope of a return to European football's elite club competition, but simple mistakes left them 2-0 down after just seven minutes.
Nasser Djiga failed to deal with a bouncing ball inside his half, allowing Romeo Vermant to race in and dink the ball over Jack Butland from 30 yards.
They switched off again leaving Jorne Spileers unmarked to send the ball in from a corner, with some home fans then heading for the exits when Brandon Mechele fired in a brilliant third.
Jayden Meghoma was handed his Rangers debut and his cross set up Danilo to pull a goal back after the break.
Djeidi Gassama thought he had pulled them back into the tie late on, but his goal was disallowed after a VAR review, with goalkeeper Simon Mignolet judged to have two hands on the ball when Gassama prodded it over the line.
More to follow.
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Nicky's men showed no mercy Away game, no problem for his men Tzolis is superb. I'm shocked that he isn't in a much bigger club than Club Brugge he should be in the Premier League or the Bundesliga