Jill DeBernardis, 50
The rut: DeBernardis, a volunteer with a charitable foundation, admits to falling back on age-inappropriate velour tracksuits (she estimates she owns at least 12) in candy colors, often bearing trendy slogans. She blames the comfort factor. "I don't need to be coordinated and made-up during the week," she says. "I'm in that in-between stage of life: I'm not ready to be my mother, but I shouldn't be dressing like my daughter, either."