The Mayor's niece, Stephanie, pays a visit to City Hall and flirts with Charlie, who reciprocates - until he finds out who she is. Somewhat later he and Caitlin are caught in a compromising position in the Mayor's bedroom, trying to cover up for Stephanie's wild ways. Meanwhile, Mayor Winston and Carter get trapped in a car for hours, leading Carter to vow to give up his materialistic ways if they are saved, and Paul becomes a contestant on the popular dating show, "Blind Date."