Winky Wright has six losses against six opponents on his boxing record. For a list of Wright's best fights, refer to "Best fights of Winky Wright".
On June 2, 2012 Winky Wright faced off against Peter Quillin at age 40. He was coming in with a record of 51-6-1 (25), and Quillin was 28 years old and with a record of 26-0 (20). Wright lost the fight via 10-round unanimous decision.
On April 11, 2009 Winky Wright faced off against Paul Williams at age 37. He was coming in with a record of 51-5-1 (25), and Williams was 27 years old and with a record of 36-1 (27). Wright lost the fight via 12-round unanimous decision.
On July 21, 2007 Winky Wright fought Bernard Hopkins in a light-heavyweight world-title fight for Hopkins' The Ring title. Wright was 35 years old and with a record of 51-4-1 (25), and Hopkins was 42 years old and with a record of 47-4-1 (32). Wright lost the fight via 12-round unanimous decision.
On December 4, 1999 Winky Wright fought Fernando Vargas in a super-welterweight world-title fight for Vargas' IBF title. Wright was 28 years old and with a record of 39-3 (24), and Vargas was 21 years old and with a record of 17-0 (17). Wright lost the fight via 12-round majority decision.
On August 22, 1998 Winky Wright met Harry Simon in a super-welterweight (WBO) world-title defense fight. Wright was 26 years old and with a record of 38-2 (23). Wright lost the fight via 12-round majority decision and lost the title.
On August 21, 1994 Winky Wright fought Julio César Vásquez in a super-welterweight world-title fight for Vásquez' WBA title. Wright was 22 years old and with a record of 25-1 (18). Wright lost the fight via 12-round unanimous decision.
