# Title Aired
1 Leslie Jones vs Rosie O'Donnell and Anthony Anderson vs Cheryl Hines Jun 9th, 2019
2 Italia Ricci vs Kal Penn and Ayesha Curry vs Graham Elliot Jun 16th, 2019
3 Karamo Brown vs Bobby Berk and Joel McHale vs Alyson Hannigan Jun 30th, 2019
4 Joe Gatto vs Sal Vulcano and Roselyn Sanchez vs Ross Matthews Jul 7th, 2019
5 Rob Gronkowski vs Julian Edelman and Bobby Moynihan vs Kelly Osbourne Jul 14th, 2019
6 Chris Sullivan and Susan Kelechi Watson and Jamie-Lynn Sigler vs Steve Schirripa Jul 21st, 2019
7 Anthony Anderson vs Jay Pharoah and Jeff Ross vs Pete Holmes Jul 28th, 2019
8 Bridget Moynahan vs Jay Glazer and Chris Sullivan vs Jennie Garth Aug 11th, 2019
9 Hill Harper vs Mary Lynn Rajskub and Sara Haines vs James Van Der Beek Aug 18th, 2019
10 Rachel Dratch vs Kevin Nealon and Sherri Shepherd vs Adam Pally Aug 25th, 2019
11 Joel McHale vs Rich Eisen and Jerry Ferrara vs La La Anthony Sep 8th, 2019
12 Rosie O'Donnell vs Leslie Jones and Anna Camp vs Chris Parnell Sep 15th, 2019
13 Bobby Moynihan vs Hasan Minhaj and Katie Couric vs Mario Cantone Sep 22nd, 2019