Josh Murphy, Kusini Yengi and a Jack Sparkes stunner with the last kick of the game secured victory for John Mousinho’s men, with Ashley Yearwood netting for the hosts in the 86th minute.
The Blues named a different team for each half, totalling 22 players, and included triallists Jamal Baptiste and Sean Patton, who both played the opening 45 minutes.
A bumper crowd were present at Privett Park for an entertaining match – and here are our Pompey player ratings...
13. Gosport Borough hosted Portsmouth FC in their opening pre season friendly at Privett Park on Tuesday night. Pictured - General Action Photos by Alex Shute
Marlon Pack in action for Pompey against Gosport. Picture: Alex Shute Photo: Alex Shute
14. Jordan Archer - 5
(Replaced Will Norris on 46 mins) Largely had nothing to do, but handed Gosport a lifeline on 86 minutes when he failed to hold Wooden's free-kick and Yearwood followed up to make it 2-1. Definitely a goalkeeping mistake. Photo: Habibur Rahman
15. Terry Devlin - 7
(Replaced Jordan Williams on 46 mins) Asked to play at right-back and produced a number of attacking bursts down the right. Always has plenty of energy and loves being in the thick of the action. Photo: Jason Brown
16. Conor Shaughnessy - 7
(Replaced Jamal Baptiste on 46 mins) Operated on the right of the centre of defence and looked as composed and classy as ever. Always uses the ball so well and keen to join in attacks. Photo: Jason Brown