Is Jessica Simpson Actually Pregnant or Is She Just Being Harassed About Her Weight? Maureen O'Connor · 09/28/11 10:40AM Jessica Simpson might be pregnant, unless it's just an unflattering shirt. Demi and Ashton might be breaking up. Lindsay Lohan gets reinvented as "Lyndsy." Nicole Richie's boobs look big. Wednesday gossip is hysterical about pregnancy.