POMPEY are out to end their FA Cup hoodoo next week – at the eighth time of asking.
The first-round clash with Macclesfield Town will provide the Blues with their latest opportunity to put their barren run in the competition to bed.
The Blues have strong association with the famous, old tournament with their 2008 win coming on top of the 2010 final visit.
Then there was the glorious 1939 victory over Wolves after two previous final defeats.
But the semi-final victory over Spurs at Wembley in 2010 was in fact their last win in FA Cup action.
Toppling Harry Redknapp’s side, which contained former Pompey players Jermain Defoe, Peter Crouch and Niko Kranjcar, will live long in the memory.
The glory of that win perhaps masks the misery which unfolded since that April day at the home of football in 2010, as Frederic Piquionne and Prince Boateng fired Avram Grant’s heroes into the final.
Of course, we all know what came next as Boateng missed from the spot against Chelsea and Didier Drogba got the only goal of the game in May 2010.
Eight months later and it was the less salurbrious surroundings of the Withdean Stadium which hosted Pompey’s cup exit against Brighton.
Dave Kitson’s 14th-minute red card paved the way for a miserable afternoon as the Seagulls picked up a 3-1 win.
The game also saw Tom Kilbey’s only senior goal in English football, before the former midfielder retired from the game for a spot in reality TV show The Only Way is Essex.
Cotterill’s side put up a braver performance the following year as they held off Chelsea at Stamford Bridge for 48 minutes.
Juan Mata’s goal punctured their resistance, as Andre Villas-Boas’ side eventually ran out 4-0 winners.
Three years ago and Michael Appleton’s side fell out of the competition at the first round as Scott Allan was sent off in a 2-0 defeat to Notts County at Fratton Park.
It was Stevenage Borough who knocked out Guy Whittingham’s side 12 months later – starting a run of seven defeats and two draws for Pompey.
Last year it was Aldershot who delivered a miserable chapter in Andy Awford’s Pompey management career.
A 2-2 draw at Fratton Park was followed with a 1-0 loss at the Recreation Ground – the first time Pompey had been knocked out by a non-league side in the FA Cup.