I'm talking about players who were entertaining, fun, or interesting characters, but never really performed well here, or even did average.
Rules:
-He had to play for the Red Sox for at least one full season.
-His performance had to grade out below average and never put up a particularly good year for this team (as in, no JD Drew, and no Tim Wakefield, but Julio Lugo might be fair game).
-He doesn't have to abjectly suck. If he did something useful but grades out below average as a whole, that's not only fine, it's the guys I'm hoping to hear about.
-The reason he was your favorite does not have to be on-field reasons.
I'll give you an example. My favorite bad player to play for the Red Sox is Julian Tavarez. He wasn't a great pitcher, but was fun to watch, and pitched an entertaining game when he was on.
I'll never forget the time he tried to charge down Brian Roberts, or his Bowling for Baserunners on slow rollers to his left. He was insane and very unconventional, but he could pitch a little and most of what he did made a certain bizarre sense when you stop and think about it. He also had a sinker that could make him very dangerous from time to time, such as the where-the-****-did-that-come-from complete game against the Jays in the doldrum days of 2006.
He played out after awhile, but he was a fun member of the team and did contribute to the World Series win -- if in no other way than by being a warm body to hold the rotation spot until Jon Lester was ready for it.