Season 2
Episodes
1 Michelle Buteau Sep 18, 2023 
2 Jon Batiste, Brad Williams Sep 19, 2023 
3 Julie Chen Moonves, Tyler Cameron Sep 20, 2023 
4 Leslie Jones Sep 26, 2023 
5 Jenny McCarthy-Wahlberg Sep 27, 2023 
6 Kountry Wayne Sep 28, 2023 
7 Shanice & Tracie Spencer Sep 29, 2023 
8 Nicole Ari Parker, Shaun Robinson Oct 2, 2023 
9 Randy Jackson Oct 3, 2023 
10 Kirk Franklin Oct 4, 2023 
11 Bellamy Young Oct 5, 2023 
12 Luenell Oct 6, 2023 
13 The Real Housewives of New York City Oct 9, 2023 
14 Nikki Glaser Oct 10, 2023 
15 Joy Behar Oct 11, 2023 
16 Lisa Edelstein Oct 12, 2023 
17 Jeannie Mai, Julia Fox Oct 13, 2023 
18 Roy Wood Jr. Oct 16, 2023 
19 Leslie Odom Jr., Kara Young Oct 17, 2023 
20 "Talk It Out" Panel, Aida Rodriguez Oct 18, 2023 
21 Lil Rel Howery Oct 19, 2023 
22 Taylor Dane Oct 20, 2023 
23 Katt Williams Oct 23, 2023 
24 Fall Fashion Trends Oct 24, 2023 
25 Jana Kramer Oct 25, 2023 
26 Dating Tips Oct 26, 2023 
27 Deborah Roberts Oct 27, 2023 
28 Tituss Burgess Oct 30, 2023 
29 Halloween Extravaganza Oct 31, 2023 
30 Michael Che Nov 1, 2023 
31 Henry Winkler Nov 2, 2023 
32 Donnell Rawlings Nov 3, 2023 
33 Vanessa Bell Calloway, Dr. Travis Stork Nov 6, 2023 
34 Marlon Wayans, Matt Rife Nov 7, 2023 
35 Margaret Cho Nov 8, 2023 
36 Neil deGrasse Tyson Nov 9, 2023 
37 Gerry Turner, Chef Buddy Valastro Nov 10, 2023 
38 Courtney B. Vance Nov 13, 2023 
39 Swizz Beatz Nov 14, 2023 
40 Lisa Ann Walter Nov 15, 2023 
41 Barbara Corcoran Nov 16, 2023 
42 Andrew Rannells Nov 17, 2023 
43 Chris ‘Ludacris' Bridges Nov 20, 2023 
44 Bell Biv DeVoe Nov 21, 2023 
45 JoJo Siwa Nov 27, 2023 
46 Andrew Dice Clay Nov 28, 2023 
47 Dr. Wendy Osefo, Candiace Dillard Bassett Nov 29, 2023 
48 Niecy Nash-Betts Nov 30, 2023 
49 Marcus Scribner Dec 1, 2023 
50 Kate Flannery, Amari Marshall Dec 4, 2023 
51 Issa Rae, Aida Osman, KaMillion Dec 5, 2023 
52 David Oyelowo Dec 6, 2023 
53 Kelsey Grammer, Ariana Madix Dec 7, 2023 
54 Kenan Thompson Dec 8, 2023 
55 Gayle King Dec 11, 2023 
56 Sterling K. Brown, Harry Hamlin Dec 12, 2023 
57 Oprah Winfrey Dec 13, 2023 
58 Craig Robinson Dec 14, 2023 
59 Egypt Sherrod & Mike Jackson Dec 15, 2023 
60 Jerry O'Connell, Melissa Peterman Dec 18, 2023 
61 Sandra Bernhard Dec 19, 2023 
62 Hannah Waddingham Dec 20, 2023 
63 Cynthia Erivo Dec 21, 2023 
64 Melissa Rivers Jan 8, 2024 
65 Devale Ellis & Crystal Hayslett Jan 9, 2024 
66 Daniel Kaluuya Jan 10, 2024 
67 Flavor Flav Jan 11, 2024 
68 LaKeith Stanfield, Jillian Michaels Jan 12, 2024 
69 Valentin Chmerkovskiy, Jenna Johnson Jan 16, 2024 
70 Talk it Out Panel Jan 17, 2024 
71 Coco Jones Jan 18, 2024 
72 Married to Medicine Cast Jan 19, 2024 
73 Omar J. Dorsey Jan 22, 2024 
74 Dolly Parton Jan 23, 2024 
75 Ken Jeong Jan 24, 2024 
76 Jasmine Guy Jan 25, 2024 
77 Darryl "DMC" McDaniels, Jamie Oliver Jan 26, 2024 
78 Patina Miller Jan 29, 2024 
79 Bianca Belair & Montez Ford Jan 30, 2024 
80 Tabitha Brown Jan 31, 2024 
81 Jennifer Nettles Feb 1, 2024 
82 Carla Hall, Isaac Mizrahi Feb 2, 2024 
83 Susan Lucci Feb 5, 2024 
84 Russell Hornsby & Demetrius Flenory Jr. Feb 6, 2024 
85 Rachel Dratch Feb 7, 2024 
86 Arden Myrin Feb 8, 2024 
87 Sherri's Funny Over 50 Contest: Part 1 Feb 9, 2024 
88 Gloria Gaynor, Katie Lee Biegel Feb 12, 2024 
89 Jane Krakowski Feb 13, 2024 
90 Janelle James, J. Brown Feb 14, 2024 
91 JB Smoove, Vince Staples Feb 15, 2024 
92 Sherri's Funny Over 50 Semi-Finalists Face Off! Feb 16, 2024 
93 Kelly Rowland Feb 19, 2024 
94 Gina Rodriguez, Tamala Jones Feb 20, 2024 
95 Wyclef Jean Feb 21, 2024 
96 Darlene Love, Tamsen Fadal Feb 22, 2024 
97 Sherri's Funny Over 50 Finalists Face Off! Feb 23, 2024 
98 Jennifer Holliday, Muni Long Feb 26, 2024 
99 Jody Watley, Michael James Scott Feb 27, 2024 
100 Maksim Chmerkovskiy Feb 28, 2024 
101 Vice President Kamala Harris Feb 29, 2024 
102 Boy George Mar 4, 2024 
103 Rita Moreno, Roberto Lugo Mar 5, 2024 
104 Linsey Davis, John Crist Mar 6, 2024 
105 Jane Seymour, Carson Kressley Mar 7, 2024 
106 Dorian Missick, Dan Harris Mar 11, 2024 
107 Camryn Manheim Mar 12, 2024 
108 Ernie Hudson, Elijah Rhea Johnson Mar 13, 2024 
109 Angela Bassett Mar 14, 2024 
110 Jermaine Dupri Mar 18, 2024 
111 Annie Potts Mar 19, 2024 
112 Mindy Cohn, Shea Suga Mar 20, 2024 
113 Lenny Kravitz Mar 21, 2024 
114 Susie Essman Mar 25, 2024 
115 Ana Navarro Mar 26, 2024 
116 Mel B Mar 27, 2024 
117 Niecy Nash-Betts Mar 28, 2024 
118 Beverly Johnson Apr 15, 2024 
119 George Lopez & Mayan Lopez Apr 16, 2024 120 Luke James & Mario Carbone Apr 17, 2024 121 Tony Goldwyn Apr 18, 2024 
122 Huey Lewis Apr 19, 2024 
123 Sherri's Birthday Celebration Apr 22, 2024 
124 Jennifer Tilly & Karine Jean-Pierre Apr 23, 2024 
125 Carrie Preston & Rosanna Scotto Apr 24, 2024 
126 Luenell & Charo Apr 25, 2024 
127 Wayne Brady Apr 26, 2024 
128 Rocky Carroll & Bevy Smith Apr 29, 2024 
129 Ego Nwodim Apr 30, 2024 
130 Ruben Studdard & Sarah Jakes Roberts May 1, 2024 
131 "Real Housewives of New Jersey Cast" May 2, 2024 
132 Sunny Hostin May 3, 2024 
133 Vanessa Williams & Funny Over 50 winner Juanita Lolita May 6, 2024 
134 Lisa Rinna & Delilah Hamlin May 7, 2024 
135 Tiffany Haddish May 8, 2024 
136 Kimora Lee Simmons & RuPaul's Drag Race All Stars May 9, 2024 
137 Ricki Lake May 10, 2024 
138 Lisa Vanderpump & Gordon Ramsay May 13, 2024 
139 Vice President Kamala Harris May 14, 2024 
140 Whoopi Goldberg May 15, 2024 
141 Donnie Wahlberg May 16, 2024 
142 Emayatzy Corinealdi & Patti Stanger May 17, 2024 
143 Kadeem Hardison, Sally Jessy Raphael May 20, 2024 
144 Cast of Good Times May 21, 2024 
145 Keke Palmer, SWV & Xscape May 22, 2024 
146 Kyra Sedgwick May 24, 2024 
147 Michelle Buteau May 28, 2024 
148 Melissa & Joe Gorga, Steve Guttenberg May 29, 2024 
149 Doug E. Fresh May 30, 2024 
150 Deborah Cox May 31, 2024