Hughes-Mason started his career at the age of seven, playing alongside Jack Wilshere and Emmanuel Frimpong in the youth ranks at Arsenal. At the age of 14, he was deemed too small by the club and released. He then joined local rivals Tottenham Hotspur for a season, but failed to earn a scholarship at the club. Following his release, Hughes-Mason was offered a scholarship with Millwall.
Professional career
After two years in the youth section, Hughes-Mason made his professional debut for Millwall in August 2009 and the age of 17. Named on the bench the following game, he struggled to break into the team and joined Cheltenham Town in April 2010. However, he failed to make an appearance for the League Two club, where he remained until the end of the season. In July 2010, Hughes-Mason went on trial with Swindon Town alongside PSG forward Yoann Arquin but was unable to impress and later returned to Millwall. In August 2010, he joined Tooting & Mitcham United on a one-month loan, before returning for a second spell in November 2010. In February 2011, Hughes-Mason joined Conference South outfit Chelmsford City on loan and made six appearances in the latter stages of the season. At the end of the 2010–11 season, he was released by Millwall. Hughes-Mason trialed with Burton Albion in July 2011, and Grimsby Town two weeks later, but was unable to earn a contract with either club.
Semi-professional career
In August 2011, Hughes-Mason re-joined Tooting & Mitcham United on non-contract terms, before earning a move to Kettering Town in October 2011. Despite his previously unsuccessful trial, he returned to Conference Premier club Grimsby Town in January 2012, and remained with the club until the end of the season. In May 2012, the striker completed a move to Conference South side Welling United, where he earned promotion back to the Premier division in his inaugural season with the club. Scoring 11 league goals and making 49 appearances in all competitions during the season, he couldn't have the same impact in his second campaign. Hughes-Mason made 15 league appearances during the 2013-14 season, and joined Concord Rangers on loan in December 2013. He also had a brief loan at Hayes & Yeading United, scoring once in three appearances. Following his departure from Welling United late into the season, Hughes-Mason joined Maidstone United for the remainder of the campaign, making nine league appearances. In July 2014, he joined league Isthmian Premier Division rivals Leatherhead. A successful first season saw Hughes-Mason feature regularly for the recently promoted club with 21 goals in all competitions. He remained in the first team set-up the following season with 14 goals, and added another two to his tally during the 2016–17 season. Continuing to feature regularly under newly appointed manager Jimmy Bullard, he recorded 14 appearances in all competitions prior to his departure. In October 2016, Hughes-Mason joined Isthmian Division One South side Walton Casuals. He scored his first goal for the club in his second appearance, netting in a 3–2 win over Hastings United. In November 2016, he was snapped up by league rivals Hastings United. Hughes-Mason scored on his debut with a 90th-minute goal in a 7–0 victory at Chatham Town, and opened the scoring three days later when making his home debut in a 3–0 win over Greenwich Borough. After a season with Barking, where he scored ten goals, Hughes-Mason left the club to move to New Zealand and join North Wellington. He then joined New Zealand Premiership side Tasman United ahead of the new campaign. He returned to England in 2019 to re-sign for Barking, before signing for Hythe Town in September 2019.
