Numerous great players have put on the famous royal blue Pompey shirt, which is what makes this list deciding who the greatest 20 are extremely difficult and controversial.
20. Darren Anderton
When any Pompey fan hears the name Darren Anderton, their minds immediately go back to his 111th-minute goal in the FA Cup semi-final match against Liverpool, back in 1992.
Aside from that, Anderton was a Pompey fan favourite in his two seasons with the club and despite being just 18 when he signed, Anderton demonstrated his great potential during his time on the south coast. Unfortunately, his performances drew the attention of bigger clubs and in 1992 he joined Tottenham Hotspur, for a fee of £1.75 million.
19. Peter Crouch
Crouch signed for Pompey from Queens Park Rangers back in 2001, for a reported fee of £1.5 million. Crouch scored 19 goals in the 2001-02 season, to help steer Pompey away from relegation to the third tier of English football. At the close of the season, he joined Premier League side Aston Villa for a reported fee of £5 million.
After joining arch-rivals Southampton in 2004, Crouch fell into the bracket of a ‘scummer’ in the mind of Pompey fans. The hatred towards him intensified when he scored a late penalty in the FA Cup, knocking the Blues out the competition.
However, there was a homecoming as Crouch re-joined Pompey in 2008 and endured another good season playing for the Blues, scoring 16 times. His performances in the UEFA Cup were particularly memorable as he scored two extra-time goals against Portuguese side Vitoria de Guimaraes, getting Pompey through to the group stages. Crouch then went on to score another two goals in the Blues 3-0 win over Heerenveen in the group stages.
18. Paul Walsh
Walsh had a formidable strike partnership with Pompey legend Guy Whittingham, and the pair’s goals almost got Portsmouth promotion in the 1992-93 season. In that season Walsh was rewarded with the fans Player of the Year.
After departing for Manchester City in 1994, Walsh returned to Pompey in 1995 and went on to score five more goals for the Blues. Unfortunately, he suffered a career-ending injury a year later but he became first team assistant coach upon his retirement.
Unfortunately, he suffered a career-ending injury a year later but he became first team assistant coach upon his retirement. He was a fans favourite and had a testimonial in May 1998, and in 2005 in a BBC Football Focus poll, he came second in Pompey’s all-time cult heroes.
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