Danny Cowley’s men advanced to the third round of the competition after a dominant display saw them defeat their old foes 5-2 at Fratton Park.
Goals from Zak Swanson, Michael Jacobs, a double from Reeco Hackett and a debut strike for academy talent Koby Mottoh completed the rout for the Blues.
Indeed the derby didn’t disappoint, with seven goals and a sending off part of an entertaining tie in the first meeting between the two clubs since 2019.
Although the clash was in very different circumstances to their previous encounter, 2,542 supporters were in attendance at PO4, which also included 285 Reds fans who made the short trip down the M27.
We’ve chosen our 15 favourite photos from the clash which perfectly capture the evening under the lights.
9. Pompey 5-2 Southampton: Hampshire Cup
Loud and proud! There were 2,542 supporters inside Fratton Park for the Hampshire Cup contest, which also 285 Southampton fans make the trip across the M27. Photo: Jason Brown
10. Pompey 5-2 Southampton: Hampshire Cup
Half-time didn't stop the Blues' dominance as Hackett netted his second from close range early into the second period. Photo: Jason Brown
11. Pompey 5-2 Southampton: Hampshire Cup
More important minutes for forgotten left-back Denver Hume. Could the former Sunderland man soon be in contention for a return to the Blues' League One side? Photo: Jason Brown
12. Pompey 5-2 Southampton: Hampshire Cup
What a moment for young Koby Mottoh, who netted his first Pompey goal after coming on as a late second half substitute. He completed the rout late into stoppage time. Photo: Jason Brown