A messy designed shirt met with messy matters on the pitch for this one, as the side only narrowly avoided relegation (surviving on goal difference) in 1997-98 before recovering slightly to finish 14th in 1998-99. With a huge yellow and white sponsor, yellow and white Umbro detail to the sleeves and a ludicrously shiny look, this shirt is tied to the 90s when simplicity was thrown out of the window and everything was baggy. In response to the simple and sleek designs we see today this one gets a nod, purely because we’ll probably never see anything like it again. Oh, and who can forget Marco Materazzi beginning his journey to Champions League and World Cup immortality in this shirt via three sending offs in 27 games during 98-99. Buy it here.