Career
He is naturally a centre back. Webster joined Portsmouth at the age of 12, following rejections from Southampton, Chelsea and even Portsmouth from the age of ten. He signed academy scholarship with the club in the summer of 2011.
He was first called up to the participate with the first team by Steve Cotterill in a friendly against Football Club Rostov.
He came on in the 72nd minute for trialist Fernando Vega. Under the management of Michael Appleton, Webster was given more first team opportunities.
He came on at right back in place of Greg Halford on the 75th minute. In the following season, Webster received the #22 jersey, and had more opportunities in first team, making his breakthrough as a full back.
When recalled from Aldershot Town, he was put into the starting line up against Hartlepool United.
Webster scored the only goal of the game, and his first senior goal, handing Portsmouth a 1–0 victory. Aldershot Town (loan)
On 6 August 2013, Webster joined Aldershot Town on loan, until January 2014. He made his Shots debut four days later, in a 1–1 away draw against Grimsby.
He returned to "Pompey" on 4 January, after making 21 appearances, and on the 21st he rejoined the "Shots" on loan until the end of the season.
The same week he made his debut, Webster was called up to the England U17"s for a friendly tournament in Portugal. In October 2012, Webster was called up to the England U19, but his manager Michael Appleton blocked the requests from FA due to player shortage in Portsmouth.
Later in the month, he was called up to England U18"son On 24 May 2013, Webster made his 3rd appearance for the U19"s coming on as a substitute in a match against Georgia.