Olivia Wilde & Anderson Cooper 10 photos Next GalleryKelly Dodd & Isaac Mizrahi 10891513 Olivia and Anderson are here again! We love these two being guests in the Clubhouse. 10891514 Olivia is getting a kick out of Andy and Anderson trying to answer trivia questions about each other. 10891515 Anderson looks ultra chic in all black. 10891516 Olivia's feminist skirt is amazing! 10891517 Olivia and Anderson chat about Anderson's famous friends. 10891518 Anderson says if he regrets rolling his eyes to Kellyanne Conway during an interview. 10891519 Anderson tells a WWHL caller if he misses hosting reality television. 10891520 Andy with his striped tie is chic like his nicely dressed guests. 10891521 Olivia is adorable and ageless. 10891522 Anderson says if he still talks to Kathy Griffin. Previous Pause Next 1 of 10