During the 1995–96 English football season, Wimbledon F.C. competed in the FA Premier League (known as the FA Carling Premiership for sponsorship reasons). It was their tenth successive season in the top flight of English football and although they finished 14th, lower than on any of the previous nine occasions, they finished high enough to maintain their top flight membership.
With the Premiership's lowest crowds and transfer budget, Wimbledon had begun most of their top division seasons since promotion in 1986 as pre-season relegation favourites, but the "Crazy Gang" spirit kept Wimbledon going once again, although their 14th place finish was their lowest since joining the top flight 10 seasons earlier.
Dean Holdsworth and Efan Ekoku were once again a formidable strikerforce, while Vinnie Jones was as combative as ever and Oyvind Leonhardsen's performances attracted attention from several bigger clubs. Manager Joe Kinnear managed to hold on to all his key assets, as well as adding a few more, over the close season as he grew ever more determined to defy the odds once again.
It was the last season at Wimbledon for long-serving goalkeeper Hans Segers, who lost his place early in the season to Paul Heald and was transferred to Wolves soon afterwards. Within a few months however, Kinnear had decided on Neil Sullivan as his regular goalkeeper.
^Jones was born in Watford, England, but qualified to represent Wales through his maternal grandfather; he made his international debut for Wales in 1994.
^Fitzgerald was born in Westminster, England, but qualified to represent the Republic of Ireland internationally; he made his debut for the "B" side during 1992.
^Earle was born in Newcastle-under-Lyme, England, but qualified to represent Jamaica internationally. He made his international debut for Jamaica in 1997, having previously being called up for England once without playing.
^Ekoku was born in Manchester, England, but qualified to represent Nigeria internationally and made his international debut for Nigeria in 1994.
^Gayle was born in Hammersmith, London, but qualified to represent Jamaica internationally; he made his international debut for Jamaica in 1998.
^Goodman was born in Walthamstow, England, but qualified to represent the Republic of Ireland internationally and would make his debut for Ireland in 1997.
^Sullivan was born in Sutton, England, but qualified to represent Scotland internationally and would make his debut for Scotland in 1997.
^Euell was born in Lambeth, England, debuted for the England U21 side during the season, but also qualified to represent Jamaica internationally and would make his international debut for Jamaica in 2004.