A archytele The Vault

Season guide

Whose Line Is It Anyway?: Season 2

39 episodes Premiered Sep 16, 1999 Updated Oct 8, 2026

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.

⚡ Picks up essential narrative continuity directly following the events of Whose Line Is It Anyway? Season 1.
⚡ Character alliances, factions, and personal loyalties undergo significant shifts under escalating stakes.
⚡ Addresses unresolved cliffhangers and thematic mysteries introduced during previous seasons.
⚡ Establishes the primary seasonal conflict that drives serialized character arcs toward the finale.

Season 2 Episodes

Episode Guide

🛡️ SPOILER SHIELD

Season 2 Progress Shield

Last Watched:

Future titles & synopses blurred. Tap "Reveal" on any card to peek.

Binge Efficiency Engine

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 · 22 min

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 · 22 min

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

S2·E3 Core

Greg Proops

Sep 30, 1999 · 22 min

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 · 22 min

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 · 22 min

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

S2·E6 Core

Denny Siegel

Oct 14, 1999 · 22 min

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 · 22 min

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 · 22 min

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 · 22 min

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 · 22 min

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

S2·E11 Core

Greg Proops

Nov 11, 1999 · 22 min

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 · 22 min

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 · 22 min

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

S2·E14 Core

Brad Sherwood

Nov 25, 1999 · 22 min

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

S2·E15 Core

Denny Siegel

Dec 2, 1999 · 22 min

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 · 22 min

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 · 22 min

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

S2·E18 Core

Brad Sherwood

Jan 6, 2000 · 22 min

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 · 22 min

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 · 22 min

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

S2·E21 Core

Chip Esten

Feb 3, 2000 · 22 min

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

S2·E22 Core

Kathy Greenwood

Feb 3, 2000 · 22 min

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

S2·E23 Core

Greg Proops

Feb 10, 2000 · 22 min

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 · 22 min

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 · 22 min

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

S2·E26 Core

Brad Sherwood

Mar 2, 2000 · 22 min

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 · 22 min

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 · 22 min

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 · 22 min

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 · 22 min

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 · 22 min

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 · 22 min

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 · 22 min

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

S2·E34 Core

Brad Sherwood

Apr 27, 2000 · 22 min

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 · 22 min

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

S2·E36 Core

Chip Esten

May 4, 2000 · 22 min

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 · 22 min

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 · 22 min

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 · 22 min

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