WR Jimmy Smith who dressed for seven games but did not catch a pass. Smith was a second round choice of the Cowboys in the 1992 NFL draft and spent two injury and illness plagued seasons with them before being let go prior to the 1994 season. He spent 1994 out of football and was signed by the expansion Jacksonville Jaguars prior to the 1995 season. He ended his career with 862 receptions for 12,287 yards and 67 receiving TDs.
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I don't know who is wearing it now, if anyone, but Michael Irvin wore it back in the Troy Aikman era. The Cowboys don't officially retire jersey numbers like many other teams do, but you're not going to see current players wearing numbers like #12 (Roger Staubach) or #74 (Bob Lilly), and probably not #88 either.
Edit: Dez Bryant (OK State) now wears the #88 jersey for the Dallas Cowboys.