Oops. Well, then it's Simmons who's in trouble. I don't know about Shays. Those areas of Southwest Connecticut tend to me pretty upscale.
I could be wrong but the only reason why Shays nearly lost in 2004 was probably to do with high(er) turnout in Bridgeport.
Simmons' district really shouldn't have a GOP rep to start with...
Bridgeport is the base of Democratic support in Shay's District (CT-4) but the Dem opponent in '04 (Diane Farrell) was from Westport, a suburban town, and she did suprisingly well in the other bedroom communities.
Bridgeport was the only town in Fairfield County to lose population in the 1990's, so higher voter turnout there is unlikely, since cities have a lower participation rate anyway. (From 2000-04 Bridgeport's population is unchanged)