Portugal cruised to a 3-1 friendly win over Scotland at Hampden Park as debutant Helder Costa, Eder and Bruma piled the misery on Alex McLeish.
Defeat to Fernando Santos' side follows a woeful reverse against Israel on Thursday and means that McLeish has now lost six of his eight games in charge since taking the top job for the second time in February.
After a largely even opening period, Portugal – who made 10 changes from the side that beat Poland 3-2 on Thursday – took the lead in the 43rd minute, Wolves striker Costa turning home Kevin Rodrigues' low cross from close range.
Scotland should have pulled level shortly after the restart, but an unmarked Scott McKenna inexplicably headed wide from John McGinn's corner.
They were made to pay for that miss in the 74th minute when Eder met substitute Renato Sanches' lofted free-kick to head past Gordon.
Bruma added a third six minutes from time, cutting in from the left and firing into Gordon's far post, but Hearts striker Naismith had the final say, curling in after latching onto Gary Mackay-Steven's pass.
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