Woeful Pompey were dumped out of the Johnstone’s Paint Trophy by League Two strugglers Wycombe as they crashed to a 3-1 defeat.
Gareth Ainsworth’s side were good value for the success as a strong Blues side were swept aside in the rain at Fratton Park.
Michael Appleton’s men never recovered from shipping a goal after just 13 seconds from Joel Grant.
Dean Morgan doubled the Chairboys’ advantage before Izale McLeod pulled a goal back on the stroke of half-time.
Morgan then made it 3-1 from the spot after 56 minutes, as he scored at the second attempt after Adam Webster pulled down Bruno Andrade.
It couldn’t have been a worse start as Pompey shipped a goal in seconds.
Joel Grant curled it in as Wycombe charged forward straight from kick-off.
It got worse for shambolic Pompey after nine mintes as chaos reigned in the box and Morgan forced the ball home after two Joe Kuffour shots were saved by Simon Eastwood.
Kuffour was running amok against the Blues defence - and twice hit the post, with Wycombe threatening to blow away Appleton’s men.
Gabor Gyepes’ header was saved by Nikki Bull as Pompey finally got some control of the game in the first half.
But it was still end-to-end stuff with the rain teeming down at Fratton Park.
Pompey pulled one back on the stroke of half-time, with a predatory strike from McLeod after Wes Thomas’ ball into the box.
It took 11 minutes of the restart for Wycombe to put the game out of Pompey’s reach.
Debut-making Simon Eastwood saved Morgan’s initial penaltu but the Wycombe man headed the loose ball home.
Pompey huffed and puffed late on but never looked like getting back in the game as Wycombe enjoyed a night to remember.