Former Pompey player Tom Kilbey has been handed a trial at Leyton Orient.
The midfielder ended last season on loan at Lincoln, having been told he would not get a new Blues deal.
Yet he couldn’t help prevent the Imps tumbling out of the Football League after finishing second from bottom in League Two.
The 20-year-old made seven appearances, six of them starts, but boss Steve Tilson elected not to make the deal permanent.
That has left Kilbey spending the summer seeking a club. But he featured for Orient in their friendly at Blue Square Premier side Braintree on Tuesday night.
He played the entire second half in the 3-1 victory and is expected to be given at least another week to impress manager Russell Slade.
Pompey bought Kilbey for an undisclosed fee from Millwall in October 2007.
He went on to make three substitute appearances for the first team and scored against Brighton in the FA Cup.
Meanwhile, former Pompey apprentice Daryl Fordyce netted in the Champions League earlier this week.
The midfielder, who was released by the Blues in 2007, scored six minutes into his Linfield debut against FC BATE Borisov.
His close-range header was enough to secure a 1-1 draw against the Belarus side in the Champions League qualifier first leg.
Fordyce joined Pompey along with Marc Wilson as a youngster and went on to feature for Bournemouth on loan in 2005-06.
He joined Glentoran upon his Blues release and made the switch to rivals Linfield this summer.