Season 2
Episodes

1. Chip Esten
1999-09-16
Games played include: Let's Make A Date, Three-Headed Broadway Star, Props, Stand Sit & Lie, Greatest Hits, and Hoedown.

2. Brad Sherwood
1999-09-23
Games played include: Weird Newscasters, Duet, Newsflash, Party Quirks, Scenes from a Hat, and Hoedown.

3. Greg Proops
1999-09-30
Games played include: Weird Newscasters, African Chant, Scenes from a Hat, Change Emotion, Greatest Hits, and Hoedown.

4. Greg Proops
1999-10-07
Games played include: Let's Make A Date, Film Dub, Three-Headed Broadway Star, Film, TV & Theater Styles, Greatest Hits, and World's Worst.

5. Chip Esten
1999-10-07
Games played include: Weird Newscasters, Duet, Scenes from a Hat, Whose Line?, Hoedown, and Questions Only.

6. Denny Siegel
1999-10-14
Games played include: Weird Newscasters, Song Styles, Scenes from a Hat, Newsflash, Three-Headed Broadway Star, and Hoedown.

7. Brad Sherwood
1999-10-21
Games played include: Let's Make A Date, Superheroes, Ballad Of, If You Know What I Mean, Greatest Hits, and 90 Second Alphabet.

8. Josie Lawrence
1999-10-28
Games played include: Let's Make A Date, Film, TV & Theater Styles, Newsflash, Weird Newscasters, Duet, and Foreign Film Dub.

9. Brad Sherwood
1999-11-04
Games played include: Song Titles, Gangsta Rap, Scenes from a Hat, Weird Newscasters, Three-Headed Broadway Star, and Hoedown.

10. Greg Proops
1999-11-04
Games played include: Superheroes, Song Styles, Newsflash, Questionable Impressions, Hats, and Three-Headed Broadway Star.

11. Greg Proops
1999-11-11
Games played include: Let's Make A Date, Film, TV & Theater Styles, Props, Party Quirks, Song Styles, and World's Worst.

12. Chip Esten
1999-11-11
Games played include: Let's Make A Date, Song Styles, Props, Party Quirks, Hoedown, and Three-Headed Broadway Star.
13. Josie Lawrence
1999-11-18
Games played include: Questions Only, Whose Line?, Props, Scenes from a Hat, Greatest Hits, and Hoedown.

14. Brad Sherwood
1999-11-25
Games played include: Superheroes, Film, TV & Theater Styles, Props, Motown Group, The Millionaire Show, and Hoedown.

15. Denny Siegel
1999-12-02
Games played include: Let's Make A Date, Song Styles, Narrate, Weird Newscasters, Scene to Rap, and Hoedown.

16. Greg Proops
1999-12-09
Games played include: Change of Cast, Song Styles, Props, Weird Newscasters, Moving People, Hoedown, and 90 Second Alphabet.

17. Brad Sherwood
1999-12-16
Games played include: Weird Newscasters, Duet, Whose Line?, Party Quirks, Scenes from a Hat, and Hoedown.

18. Brad Sherwood
2000-01-06
Games played include: Superheroes, Film, TV & Theater Styles, Song Titles, Sound Effects, Telethon, and Three-Headed Broadway Star.

19. Greg Proops
2000-01-13
Games played include: Weird Newscasters, Questionable Impressions, Scenes from a Hat, Whose Line?, Three-Headed Broadway Star, Hoedown.

20. Kathy Greenwood
2000-01-20
Games played include: Questions Only, Sound Effects, Props, Newsflash, Greatest Hits, and Foreign Film Dub.

21. Chip Esten
2000-02-03
Games played include: Superheroes, Film, TV & Theater Styles, Newsflash, Duet, Party Quirks, and 90 Second Alphabet.

22. Kathy Greenwood
2000-02-03
Games played include: Weird Newscasters, Song Styles, Themed Restaurant, Narrate, Scenes from a Hat, and Hoedown.

23. Greg Proops
2000-02-10
Games played include: Weird Newscasters, African Chant, Scenes from a Hat, Scene With an Audience Member, Hats, 90 Second Alphabet.

24. Chip Esten
2000-02-17
Games played include: Superheroes, Title Sequence, Scenes from a Hat, Narrate, Greatest Hits, and 90 Second Alphabet.

25. Greg Proops
2000-02-24
Games played include: Superheroes, Sound Effects, Song Styles, The Millionaire Show, and Hoedown.

26. Brad Sherwood
2000-03-02
Games played include: Let's Make A Date, Scene To Rap, Props, Moving People, Greatest Hits, and Questions Only.

27. Greg Proops
2000-03-09
Games played include Weird Newscasters, Song Styles, Sound Effects, Number of Words, Party Quirks, Scene to Rap, and Hoedown.

28. Karen Maruyama
2000-03-16
Games played include: Questions Only, Song Styles, Sound Effects, Newsflash, Scenes from a Hat, Motown Group, and Foreign Film Dub.

29. Greg Proops
2000-03-23
Games played include: Let's Make A Date, Song Styles, Party Quirks, Improbable Mission, and Three-Headed Broadway Star.

30. Brad Sherwood
2000-03-30
Games played include: Let's Make A Date, Film, TV & Theater Styles, Props, Newsflash, Greatest Hits, and World's Worst.

31. Denny Siegel
2000-04-06
Games played include: Let's Make A Date, Sound Effects, Props, Moving People, Hoedown, and Helping Hands.

32. Karen Maruyama
2000-04-20
Games played include: Film, TV & Theater Styles, Weird Newscasters, Song Styles, Party Quirks, The Millionaire Show, and Hoedown.

33. Chip Esten
2000-04-27
Games played include: Weird Newscasters, Scene to Rap, Props, Newsflash, Greatest Hits, and Questions Only.

34. Brad Sherwood
2000-04-27
Games played include: Let's Make A Date, Newsflash, Title Sequence, Whose Line?, Scenes from a Hat, and Hoedown.

35. Brad Sherwood
2000-05-04
Games played include: Weird Newscasters, Film Dub, Questionable Impressions, Narrate, Greatest Hits, and 90 Second Alphabet.

36. Chip Esten
2000-05-04
Games played include: Superheroes, Let's Make A Date, Duet, Whose Line?, Scenes from a Hat, and Props.

37. Brad Sherwood
2000-05-11
Games played include: Film, TV & Theater Styles, Film Dub, Quick Change, Motown Group, If You Know What I Mean, Greatest Hits, and Props.

38. Denny Siegel
2000-05-18
Games played include: Questions Only, Film, TV & Theater Styles, Scenes from a Hat, Old Job New Job, Greatest Hits, and Hoedown.

39. Chip Esten
2000-05-18
Games played include: Film, TV & Theater Styles, Duet, Song Titles, Newsflash, Hoedown, and Foreign Film Dub.