Blackpool
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Play off V Blackpool
Play off V Reading
FA Cup final
Carling cup final
Other
For me it’s the reading game. I wanted the Swansea play off final so bad
Blackpool
also Stoke 2002
Blackpool
Stoke play-off, even the Blackpool fiasco doesn't come close for me.
Blackpool, I feel we had a team that really could have stepped up and flourished in the prem for us.
Chopra, Bothroyd, Whitts, McCormack - all at great ages.
Blackpool. Relegated 40yrs of Hamburg pain to 2nd place.
Sheffield United away in 1971. 5-1 defeat which ended the promotion challenge to Division 1.
Blackpool. I was going on holiday the same day and just totally ruined the day. For the kids sake I tried my best not to let it ruin the rest
The cup finals I went expecting nothing and got exactly that. The Liverpool one hurt a bit given the circumstances. It's the hope that kills you.
Stoke still hurts mind. They played the winner takes it all on the way out, and I can't listen to it
Blackpool. From that moment I knew that Dave Jones would never get us promoted. Playing Kelvin Etuhu as a target man to replace Bothroyd was utter madness, as bad as not starting Ramsey in the FA cup final.
As others have said, I think that side would have comfortably survived in the PL. We got promoted with worse sides but better managers. For all the great memories there are of Jones's time with us, we'd always slip up at the last. He did the same with Wolves.
Blackpool. Defeat didn't even cross my mind before the game.
Blackpool was a missed opportunity, but we've been promoted twice since which has lessened the pain of that day.
Getting so close to winning both cups will hurt for longer, as I can't see us getting that close again any time soon.
Blackpool
Liverpool
Portsmouth
Reading
We probably would have lost to Swansea in the PO final, to lose in those circumstances means Liverpool hurt more than Portsmouth. Blackpool hurts far more than all of them though, likely would have prevented all the red nonsense
Portsmouth.
I would say our cup finals Portsmouth and Liverpool.
One in a generation/ Lifetimes rather than playoffs
Straight away before seeing the options Blackpool jumped into my head.
Cup finals felt we have it ago, another day/bit of luck we could have won them but we played teams with better players.
Stoke was the next one that popped into my head.
Hamburg
Because I was in my teens and even had enough money saved to get to the final, then it all came crashing down and hurt so much.
I accept Blackpool had much more impact on the club, but Hamburg is still raw to this day.
Three spring to mind, all of which have already been mentioned, the Hamburg, Stoke and Blackpool games.
It was such a privilege to reach the two major cup finals, I didn't feel gutted when we got beat but when I saw the Portsmouth victory parade the following day, that hurt.
Of games I didn't go to, the 5-1 defeat by Sheffield United left me quite distraught.