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   • Season 5 overview

     Sep 3-Nov 7, 2019

     35 episodes

     Season 5 episodes
     

     1. Dominic Cooper; Jonathan Groff; Red Hearse Sep 3, 2019
     • Actor Dominic Cooper; actor Jonathan Groff; Red Hearse performs.
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     2. Marc Maron; Jillian Bell; Keane Sep 4, 2019
     • Actor Marc Maron; actress Jillian Bell; Keane performs.
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     3. Orlando Bloom; Yvonne Strahovski; O-Town Sep 5, 2019
     • Actor Orlando Bloom; actress Yvonne Strahovski; O-Town performs.
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     4. Sean Hayes; Kate Bosworth; Charlotte Day Wilson Sep 9, 2019
     • Actor Sean Hayes; actress Kate Bosworth; Charlotte Day Wilson performs.
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     5. Kris Jenner; James Van Der Beek; Half Alive Sep 10, 2019
     • TV personality Kris Jenner; actor James Van Der Beek; Half Alive performs.
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     6. Jay Duplass; Alexandra Daddario; Noah Gardenswartz Sep 11, 2019
     • Actor Jay Duplass; actress Alexandra Daddario; comic Noah Gardenswartz.
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     7. Ed Helms; June Diane Raphael; 5 Seconds of Summer Sep 12, 2019
     • Actor Ed Helms; actress June Diane Raphael; 5 Seconds of Summer performs.
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     8. Constance Wu; Neil Patrick Harris; Sheryl Crow Sep 16, 2019
     • Actress Constance Wu; actor Neil Patrick Harris; Sheryl Crow performs.
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     9. Angela Bassett; Jim Gaffigan Sep 17, 2019
     • Actress Angela Bassett; comic Jim Gaffigan.
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     10. Kirsten Dunst; Billy Porter; Andrew Orolfo Sep 18, 2019
     • Actress Kirsten Dunst; actor Billy Porter; comic Andrew Orolfo.
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     11. Michelle Dockery; Max Greenfield; Alessia Cara Sep 19, 2019
     • Actress Michelle Dockery; actor Max Greenfield; Alessia Cara performs.
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     12. Rob Corddry; Lake Bell; Anna Drezen Sep 23, 2019
     • Actor Rob Corddry; actress Lake Bell; comic Anna Drezen.
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     13. Terrence Howard; Allen Leech Sep 24, 2019
     • Actor Terrence Howard; actor Allen Leech.
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     14. Ashley Tisdale; Taran Killam; Cherry Glazerr; Reggie Watts Sep 25, 2019
     • Actress Ashley Tisdale; actor Taran Killam; Cherry Glazerr and Reggie Watts perform.
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     15. Ellen Pompeo; Mike Colter; Loud Luxury; Bryce Vine Sep 26, 2019
     • Actress Ellen Pompeo; actor Mike Colter; Loud Luxury and Bryce Vine perform.
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     16. Christian Slater; Kaitlyn Dever; Gary Clark Jr. Sep 30, 2019
     • Actor Christian Slater; actress Kaitlyn Dever; Gary Clark Jr. performs.
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     17. Michelle Pfeiffer; Chiwetel Ejiofor; George Salazar; Mj Rodriguez Oct 1, 2019
     • Actress Michelle Pfeiffer; actor Chiwetel Ejiofor; George Salazar and Mj Rodriguez perform.
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     18. Allison Janney; Jonathan Van Ness; Tom Walker Oct 2, 2019
     • Actress Allison Janney; TV personality Jonathan Van Ness; Tom Walker performs.
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     19. Cobie Smulders; Kristin Chenoweth Oct 3, 2019
     • Actress Cobie Smulders; Kristin Chenoweth talks and performs.
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     20. Ben Platt; Zoey Deutch Oct 7, 2019
     • Actress Zoey Deutch; Ben Platt talks and performs.
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     21. Bradley Whitford; Whitney Cummings; King Calaway; Chance the Rapper Oct 8, 2019
     • Bradley Whitford; Whitney Cummings; King Calaway performs; Carpool Karaoke with Chance the Rapper.
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     22. Adam DeVine; Kieran Culkin; Ismo Oct 9, 2019
     • Actor Adam DeVine; actor Kieran Culkin; comic Ismo.
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     23. Aaron Paul; Neil deGrasse Tyson; Brittany Howard Oct 10, 2019
     • Actor Aaron Paul; astrophysicist Neil deGrasse Tyson; Brittany Howard performs.
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     24. Paul Rudd; Hasan Minhaj; Anthony Ramos Oct 21, 2019
     • Actor Paul Rudd; comic Hasan Minhaj; Anthony Ramos performs.
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     25. Joel Edgerton; Harry Connick Jr.; Noah Cyrus Oct 22, 2019
     • Actor Joel Edgerton; singer Harry Connick Jr.; Noah Cyrus performs.
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     26. Demi Moore; Maggie Gyllenhaal; Jay Larson Oct 23, 2019
     • Actress Demi Moore; actress Maggie Gyllenhaal; comic Jay Larson.
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     27. Edward Norton; Zazie Beetz; Leslie Odom Jr. Oct 24, 2019
     • Actor Edward Norton; actress Zazie Beetz; Leslie Odom Jr. talks and performs.
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     28. John Lithgow; Louis Tomlinson; Rebecca Ferguson Oct 28, 2019
     • Actor John Lithgow; Louis Tomlinson talks and performs; actress Rebecca Ferguson.
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     29. Hailee Steinfeld; Gugu Mbatha-Raw; Mallrat Oct 29, 2019
     • Actress Hailee Steinfeld; actress Gugu Mbatha-Raw; Mallrat performs.
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     30. Arnold Schwarzenegger; Linda Hamilton Oct 30, 2019
     • Actor Arnold Schwarzenegger; actress Linda Hamilton.
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