A notable addition to the Pilgrims' squad was former England international Paul Gascoigne, who joined the club on a short-term basis, as a player-coach.
Assigned his famous number 19 shirt for the forthcoming season, Gascoigne was presented in front of the media against his former club Newcastle, a game which he started.
Playing Championship side Luton Town was at first a daunting task for United, but they were in form following two consecutive league wins against Chester and Cambridge.
5373 people attended the second round tie at York Street, but Boston lost 4–1 at the hands of Chris Coleman's men.
Playing for Fulham were many international players, such as Luis Boa Morte, Steed Malbranque, Brian McBride and Tomasz Radzinski.