The conversation was recently reignited when Gavin Bazunu joined the Saints in a £15m move from Manchester City.
The Republic of Ireland international spent the 2021-22 campaign on loan at Fratton Park, where he finished second in The News/SportsMail player of the season poll.
Bazunu will become the 55th player to play in both blue and red on the south coast.
But how many of those names have featured for Pompey and Southampton in the 21st century?
We’ve taken a look at the 13 players who have appeared for both clubs since the turn of the century.
Bazunu will become the 55th player to play in both blue and red on the south coast.