Now Blues supporter @PompeyPedro (Twitter name) has been brave enough to do just that.
Just who could Pompey have signed if they had followed up their move for former Real Madrid and Barcelona superstar Robert Prosinecki using a similar tactic?
Yes, the chain-smoking Croat arrived at Fratton Park in 2001 – 10 years after he finished fifth in the 1991 Ballon D’Or vote.
Crazy, we know, bearing in mind Pompey finished 20th in the second tier just the season before.
Yet imagine if the Blues had continued that tradition from then until today? What could have been?
Well, as we’ve said, @PompeyPedro has taken a light-hearted look to see just who could have arrived at Fratton Park and followed in Prosinecki’s footsteps in calling the south coast home.
And it’s proven a huge success on Twitter, with thousands of fans loving his work and his wisecracking comments on each player.
Andrea Pirlo linking up with Ben Close? Roberto Carlos serving as Matty Taylor’s back-up? Zinedine Zidane laying them on a plate for Curtis Main to tuck home?
Who wouldn’t get excited by those prospects?
Here’s what @PompeyPedro discovered!

17. Xavier Hernandez (2008/2018)
Pompey Pedro says: Even in the twilight of his career, Xavi is convinced that he can learn something from Ben Close and arrives at Fratton Park for a final flourish. Picture: Jasper Juinen/Getty Images. Photo: Jasper Juinen

18. Samuel Eto'o (2009/2019)
Pompey Pedro says: Not even the best “o’o” to have played at Fratton Park. Never lives up to what Frank Songo’o delivered on the Blue South Coast. Picture: Massimo Cebrelli/Getty Images Photo: Massimo Cebrelli

19. Diego Forlan (2010/2020)
Pompey Pedro says: He’s good, but only if he’s got a Jabulani at his feet. IYKYK. He’s also not Dario Silva, which is a shame. Picture: Lars Baron/Getty Images Photo: Lars Baron

20. Wayne Rooney (2011/2021)
Pompey Pedro says: Remember the name. Ellis Harrison. Who forms a formidable partnership Wayne Rooney, the shock unretirement of the summer. Picture: Laurence Griffiths/Getty Images. Photo: Laurence Griffiths

