Brad Pitt; the second star voted off "The Masked Singer"; Alfre Woodard's annual Oscar "Sistahs' Soiree; flirting; guest co-hostess Fran Drescher (Indebted (2020));
Brad Pitt and Angelina Jolie in the 2000s; Drew Carey, the second star voted off "The Masked Singer"; Alfre Woodard's annual Oscar "Sistahs' Soiree; remembering Kirk Douglas; dating coach Matthew Hussey on flirting; stars on the runway for the American Heart Association's "Go Red"; Jessica Simpson; guest co-hostess Fran Drescher (Indebted (2020));—anonymous