Now she's testing her quirky conversation habits on the rest of the country with her new syndicated daytime talk show, Living It Up! with Ali & Jack. The comedian, 38, had a painful start, getting bumped by a car while taping a remote comedy segment. "But she just looked up," says her cohost, former 20/20 anchor Jack Ford, "and asked, 'Did that look good?'"
The daughter of Eric, a former Washington Post reporter, and Muffie, Nancy Reagan's onetime social secretary, Wentworth attracted attention on In Living Color and The Tonight Show (as a road-tripping correspondent). In 2001 she wed Stephanopoulos after meeting him on a blind date. "She was so direct and quick-witted from the start," he says. Sometimes too direct: She recently bragged in print about her twice-a-day sex life—much to her husband's dismay. Wentworth, who shuttles between Manhattan and D.C. residences with her husband and their year-old daughter Elliott, promises to be more private but adds, "George knows he didn't marry the Duchess of Windsor."