Pompey were dealt a late blow, as AFC Wimbledon scored a stoppage-time winner at Kingsmeadow to end their three-match unbeaten run.
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Pompey were left frustrated at a sodden Fratton Park after failing to break down a resilient Gillingham side.
Bradley Lethbridge scored his first senior Pompey goal in a draw with Oxford in the Leasing.com Trophy.
Ellis Harrison headed home in stoppage-time to dramatically earn Pompey a first away league win of the season.
Brett Pitman went from villain to hero, as Pompey battled to a hard-fought victory over Bolton at Fratton Park.
It was a case of what might have been for Pompey as they exited the Carabao Cup at the hands of rivals Southampton.
Pompey’s disappointing start to the league season continued as a late penalty saw them slip to defeat at Wycombe.
Pompey salvaged a dramatic point against Burton, courtesy of Brett Pitman's stoppage-time penalty.
Pompey took a giant stride towards the Leasing.com Trophy knockout stages with victory over Norwich U21s at Fratton Park.
Brett Pitman came off the bench to score his first goal of the season and ensure Pompey began their defence of the Leasing.com Trophy with a win against Crawley.
Pompey had to settle for a share of the spoils at Blackpool, despite Marcus Harness netting his third goal for the club.
Pompey reached the third round of the Carabao Cup for the first time since 2010 after scoring two second half goals at the Kiyan Prince Foundation Stadium.
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