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Season guide

Whose Line Is It Anyway?: Season 2

39 episodes Premiered Sep 16, 1999

Previously on Whose Line Is It Anyway?

Season 2 Lore Primer

Key plot threads, lore context, and character stakes you need to remember before diving into this season.

⚡ Directly follows the overarching narrative developments of Whose Line Is It Anyway? Season 1.
⚡ Faction dynamics and core character alliances shift under escalating external stakes.
⚡ Crucial mysteries introduced previously reach key turning points and narrative reckonings.
⚡ Sets up serialized story arcs that build directly toward the climactic season finale.

Season 2 Episodes

Episode Guide

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Season 2 Progress Shield

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Season 2: Filler vs. Essential Canon

Filter episodes by narrative weight. Focus on essential mytharc and skip standalone side quests.

92%

Mytharc (3): Crucial lore & season climaxes

Core (36): Character development & subplots

Side Quest (0): Standalone / filler

S2·E1 Mytharc

Chip Esten

Sep 16, 1999

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

S2·E2 Core

Brad Sherwood

Sep 23, 1999

Games played include: Weird Newscasters, Duet, Newsflash, Party Quirks, Scenes from a Hat, and Hoedown.

S2·E3 Core

Greg Proops

Sep 30, 1999

Games played include: Weird Newscasters, African Chant, Scenes from a Hat, Change Emotion, Greatest Hits, and Hoedown.

S2·E4 Core

Greg Proops

Oct 7, 1999

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

S2·E5 Core

Chip Esten

Oct 7, 1999

Games played include: Weird Newscasters, Duet, Scenes from a Hat, Whose Line?, Hoedown, and Questions Only.

S2·E6 Core

Denny Siegel

Oct 14, 1999

Games played include: Weird Newscasters, Song Styles, Scenes from a Hat, Newsflash, Three-Headed Broadway Star, and Hoedown.

S2·E7 Core

Brad Sherwood

Oct 21, 1999

Games played include: Let's Make A Date, Superheroes, Ballad Of, If You Know What I Mean, Greatest Hits, and 90 Second Alphabet.

S2·E8 Core

Josie Lawrence

Oct 28, 1999

Games played include: Let's Make A Date, Film, TV & Theater Styles, Newsflash, Weird Newscasters, Duet, and Foreign Film Dub.

S2·E9 Core

Brad Sherwood

Nov 4, 1999

Games played include: Song Titles, Gangsta Rap, Scenes from a Hat, Weird Newscasters, Three-Headed Broadway Star, and Hoedown.

S2·E10 Core

Greg Proops

Nov 4, 1999

Games played include: Superheroes, Song Styles, Newsflash, Questionable Impressions, Hats, and Three-Headed Broadway Star.

S2·E11 Core

Greg Proops

Nov 11, 1999

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

S2·E12 Core

Chip Esten

Nov 11, 1999

Games played include: Let's Make A Date, Song Styles, Props, Party Quirks, Hoedown, and Three-Headed Broadway Star.

S2·E13 Core

Josie Lawrence

Nov 18, 1999

Games played include: Questions Only, Whose Line?, Props, Scenes from a Hat, Greatest Hits, and Hoedown.

S2·E14 Core

Brad Sherwood

Nov 25, 1999

Games played include: Superheroes, Film, TV & Theater Styles, Props, Motown Group, The Millionaire Show, and Hoedown.

S2·E15 Core

Denny Siegel

Dec 2, 1999

Games played include: Let's Make A Date, Song Styles, Narrate, Weird Newscasters, Scene to Rap, and Hoedown.

S2·E16 Core

Greg Proops

Dec 9, 1999

Games played include: Change of Cast, Song Styles, Props, Weird Newscasters, Moving People, Hoedown, and 90 Second Alphabet.

S2·E17 Core

Brad Sherwood

Dec 16, 1999

Games played include: Weird Newscasters, Duet, Whose Line?, Party Quirks, Scenes from a Hat, and Hoedown.

S2·E18 Core

Brad Sherwood

Jan 6, 2000

Games played include: Superheroes, Film, TV & Theater Styles, Song Titles, Sound Effects, Telethon, and Three-Headed Broadway Star.

S2·E19 Core

Greg Proops

Jan 13, 2000

Games played include: Weird Newscasters, Questionable Impressions, Scenes from a Hat, Whose Line?, Three-Headed Broadway Star, Hoedown.

S2·E20 Core

Kathy Greenwood

Jan 20, 2000

Games played include: Questions Only, Sound Effects, Props, Newsflash, Greatest Hits, and Foreign Film Dub.

S2·E21 Core

Chip Esten

Feb 3, 2000

Games played include: Superheroes, Film, TV & Theater Styles, Newsflash, Duet, Party Quirks, and 90 Second Alphabet.

S2·E22 Core

Kathy Greenwood

Feb 3, 2000

Games played include: Weird Newscasters, Song Styles, Themed Restaurant, Narrate, Scenes from a Hat, and Hoedown.

S2·E23 Core

Greg Proops

Feb 10, 2000

Games played include: Weird Newscasters, African Chant, Scenes from a Hat, Scene With an Audience Member, Hats, 90 Second Alphabet.

S2·E24 Core

Chip Esten

Feb 17, 2000

Games played include: Superheroes, Title Sequence, Scenes from a Hat, Narrate, Greatest Hits, and 90 Second Alphabet.

S2·E25 Core

Greg Proops

Feb 24, 2000

Games played include: Superheroes, Sound Effects, Song Styles, The Millionaire Show, and Hoedown.

S2·E26 Core

Brad Sherwood

Mar 2, 2000

Games played include: Let's Make A Date, Scene To Rap, Props, Moving People, Greatest Hits, and Questions Only.

S2·E27 Core

Greg Proops

Mar 9, 2000

Games played include Weird Newscasters, Song Styles, Sound Effects, Number of Words, Party Quirks, Scene to Rap, and Hoedown.

S2·E28 Core

Karen Maruyama

Mar 16, 2000

Games played include: Questions Only, Song Styles, Sound Effects, Newsflash, Scenes from a Hat, Motown Group, and Foreign Film Dub.

S2·E29 Core

Greg Proops

Mar 23, 2000

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

S2·E30 Core

Brad Sherwood

Mar 30, 2000

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

S2·E31 Core

Denny Siegel

Apr 6, 2000

Games played include: Let's Make A Date, Sound Effects, Props, Moving People, Hoedown, and Helping Hands.

S2·E32 Core

Karen Maruyama

Apr 20, 2000

Games played include: Film, TV & Theater Styles, Weird Newscasters, Song Styles, Party Quirks, The Millionaire Show, and Hoedown.

S2·E33 Core

Chip Esten

Apr 27, 2000

Games played include: Weird Newscasters, Scene to Rap, Props, Newsflash, Greatest Hits, and Questions Only.

S2·E34 Core

Brad Sherwood

Apr 27, 2000

Games played include: Let's Make A Date, Newsflash, Title Sequence, Whose Line?, Scenes from a Hat, and Hoedown.

S2·E35 Core

Brad Sherwood

May 4, 2000

Games played include: Weird Newscasters, Film Dub, Questionable Impressions, Narrate, Greatest Hits, and 90 Second Alphabet.

S2·E36 Core

Chip Esten

May 4, 2000

Games played include: Superheroes, Let's Make A Date, Duet, Whose Line?, Scenes from a Hat, and Props.

S2·E37 Core

Brad Sherwood

May 11, 2000

Games played include: Film, TV & Theater Styles, Film Dub, Quick Change, Motown Group, If You Know What I Mean, Greatest Hits, and Props.

S2·E38 Mytharc

Denny Siegel

May 18, 2000

Games played include: Questions Only, Film, TV & Theater Styles, Scenes from a Hat, Old Job New Job, Greatest Hits, and Hoedown.

S2·E39 Mytharc

Chip Esten

May 18, 2000

Games played include: Film, TV & Theater Styles, Duet, Song Titles, Newsflash, Hoedown, and Foreign Film Dub.