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Whose Line Is It Anyway? (1998 – 2007)

1998 • 8 seasons • Comedy, Reality • TV-PG
On September 22, 2026
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All seasons

Whose Line Is It Anyway?Season 5

34 episodes · Sep 9, 2002

1. Whoopi Goldberg
Sep 9, 2002 · 22m

Comedian Whoopi Goldberg made a guest appearance for a round of improvisational games. Joining the established cast were regulars Ryan Stiles, Colin Mochrie, Wayne Brady, and host Drew Carey.

2. Kathy Griffin
Sep 16, 2002 · 22m

Comedians Kathy Griffin and Katie Harmon, former Miss America, join Wayne Brady, Ryan Stiles, Colin Mochrie, and Drew Carey for a series of games including "Song Styles," "Hollywood Director," and "Scenes from a Hat," as well as "Living Sce

3. Brad Sherwood
Sep 23, 2002 · 22m

The evening featured a lively round of "Props," hosted by Drew Carey, alongside an "Awards" ceremony where Brad Sherwood and Wayne Brady presented accolades to members of fraternities. Adding to the comedic mix were "Scenes from a Hat," wi

4. Brad Sherwood
Sep 30, 2002 · 22m

Florence Henderson joins the cast for a playful session of "Duet," followed by a word game with a curious rule: no words are permitted that contain the letter "L." Joining her are Ryan Stiles, Colin Mochrie, and Wayne Brady, with Drew Carey

5. Greg Proops
Oct 7, 2002 · 22m

The evening’s entertainment features a variety of improvisational games, such as “Scenes from a Hat,” “Song Styles,” “Multiple Personalities,” and “Props.” A consistent cast includes the celebrated performers Ryan Stiles, Colin Mochrie, an

6. Kathy Greenwood
Oct 21, 2002 · 22m

The evening featured several games, including a round of "Questions Only" focused on inquiries about "The Wizard of Oz," a segment called "News Flash," a discussion of "Song Styles," and a playfully suggestive adaptation of "Scenes from a H

7. Greg Proops
Oct 28, 2002 · 22m

The evening featured a spirited Halloween round of games, encompassing challenges like "Make a Monster" and "Helping Hands." The comedic quartet of Ryan Stiles, Colin Mochrie, Wayne Brady, and Drew Carey led the festivities.

8. Brad Sherwood
Nov 15, 2002 · 22m

Joanie Laurer, known to many as "Chyna" from the World Wrestling Federation, joins the group for a spirited session of improvisational games.

9. Chip Esten
Nov 29, 2002 · 22m

In "Superheroes," Stinky Man (Colin) attempts to resolve the matter of a deceased possum in his parking space with his companions, Giggling Nipple-Tweak Man (Ryan), Captain Luau (Chip), and Temper Tantrum Kid (Wayne). "Scenes from a Hat" pr

10. Greg Proops
Dec 6, 2002 · 22m

In "Let's Make a Date," Greg Proops navigates the complexities of romance, while Wayne Brady offers his comedic take on Tom Cruise films in "Scene to Rap." Host Drew Carey embodies the role of a hapless psychiatrist in the segment featuring

11. Brad Sherwood
Dec 20, 2002 · 22m

The show features sketches ranging from a lively party populated by an eclectic group – a safari guide sharing tales of the wild, a nudist adding a touch of the unconventional, and others equally memorable – to a wedding undone by scandal.

12. Greg Proops
Jan 10, 2003 · 22m

The familiar chaos found a new stage when talk-show personality Jerry Springer joined the ensemble. Alongside Colin Mochrie, Wayne Brady, and Ryan Stiles, they were brought together under the guidance of host Drew Carey.

13. Kathy Greenwood
Jan 17, 2003 · 22m

The evening’s entertainment featured a variety of games, including “Quesions,” “Party Quirks,” “Helping Hands,” and “Hoe Down.” A round of “Helping Hands” was also included. The cast featured Ryan Stiles, Kathy Greenwood, Colin Mochrie, Way

14. Chip Esten
Jan 24, 2003 · 22m

The evening featured Wayne Brady portraying an entire family of acrobats in a segment titled "Let's Make a Date," while Ryan Stiles took center stage as the leading man in "Drew Carey, The Musical." Further entertainment included rounds of

15. Kathy Griffin
Apr 3, 2003 · 22m

Kathy Griffin appears as a teenage groupie in this installment. Additionally, Wayne Brady portrays Don King advertising a video promising to enhance one's sex life, and Ryan Stiles embodies a character aspiring to be the next David Copperfi

16. Brad Sherwood
Apr 10, 2003 · 22m

At a casino, Wayne Brady suffers a considerable financial setback, and engages in a spirited performance pitting Michael Jackson against James Brown in a mock "celebrity death match." Elsewhere, the Blues Brothers offer a musical tribute to

17. Greg Proops
Jun 20, 2003 · 22m

Richard Simmons, a celebrated fitness icon and often the subject of jest, joins the group for a playful session of "Living Props," followed by an energetic workout set to disco music during "Song Styles." The episode also features segments

18. Brad Sherwood
Jun 20, 2003 · 22m

The evening’s entertainment features a variety of comedic sketches. One highlight is “Press Conference,” where Colin Mochrie embodies Batman. Another standout is “All in One Voice,” a round in which the performers adopt the voices of a pupp

19. Kathy Griffin
Jun 27, 2003 · 22m

David Hasselhoff made a visit to join Wayne for a game of "Song Styles," followed by "Dubbing," where he took on the role of a lifeguard – fittingly enough. The evening also featured segments of "News Flash" and "Two-Line Vocabulary," with

20. Greg Proops
Jun 27, 2003 · 22m

Greg Proops attempts to find his rhythm in a segment of "Weird Newscasters." The evening also features "Scenes from a Hat," "Film Dub," "Party Quirks," and "World's Worst Dating Service Video." Joining him are fellow performers Colin Mochri

21. Greg Proops
Jul 11, 2003 · 22m

In "Sportscasters," Colin and Ryan portray sorority women possessing remarkable athletic prowess. In "Let's Make a Date," Colin descends into a manic state as an erratic flight attendant. And in "Song Styles," Wayne serenades a female bodyb

22. Chip Esten
Jul 11, 2003 · 22m

The evening featured several notable moments: a lively "Hoedown" paying homage to Superman, a spirited round of "Hollywood Director" staged within the confines of a prison, and a musical interlude where Colin, Ryan, and Wayne serenaded thei

23. Kathy Greenwood
Jul 18, 2003 · 22m

In a round titled "Number of Words," the performers are limited to a specific number of lines, all drawn from the repertoire of "The Wizard of Oz." The trio participating in this challenge consists of Wayne Brady, Colin Mochrie, and Ryan St

24. Brad Sherwood
Jul 18, 2003 · 22m

Colin Mochrie as Batman and Ryan Stiles as Robin solicit sound effects from the audience. Joining them are Mochrie's fellow cast members, Brad Sherwood, all portraying a trio of irreverent auto mechanics with a penchant for colorful languag

25. Chip Esten
Jul 25, 2003 · 22m

The evening’s entertainment featured a variety of games. Colin took on the persona of Mad Cow Man in a spirited rendition of "Superheroes," followed by a lively round of "Living Scenery." A whimsical "Scenes from a Hat" proved equally enga

26. Jeff Davis
Jul 25, 2003 · 22m

The evening’s entertainment featured a lively selection of games, including “Let's Make a Date,” “Hoedown,” “Scenes From a Hat,” and “News Flash,” followed by a round of “Greatest Hits.” The cast included Wayne Brady, Colin Mochire, Ryan St

27. Brad Sherwood
Aug 1, 2003 · 22m

The evening’s entertainment featured a series of peculiar scenarios. In the first game, a Hollywood director named Colin orchestrated a scene involving Ryan and Wayne, two gold miners, and Brad, a bandito intent on robbery. Colin’s instruct

28. Greg Proops
Aug 8, 2003 · 22m

**Game 1 – A Musical Entrance:** Ryan, an enthusiastic pest exterminator, barges into the hotel room of Colin and Wayne, a newly married couple. **Game 2 – From a Hat:** Famous Film Roles Performed by Scooby-Doo; If Welcome Signs in Euro

29. Kathy Griffin
Aug 8, 2003 · 22m

**Game 1: Press Conference – Colin, First to Defy Gravity** Colin stands as the first to experience intimacy on the moon. A press conference details this momentous occasion. **Game 2: A Symphony of Sounds – Storming Frankenstein Castl

30. Greg Proops
Aug 15, 2003 · 22m

## A Collection of Curiosities *Make A Monster* *Dubbing* *Scenes From A Hat* *Greatest Hits: Songs of Sci-Fi* *Artificial Winner* – Wayne Brady *Drew Game* – *World's Worst: Things to say or do on your 1st day in prison* *C

31. Brad Sherwood
Aug 22, 2003 · 22m

The evening’s entertainment featured a variety of sketches. In one, titled “Hollywood Director,” Ryan Stiles and Wayne Brady portrayed Arctic explorers. Another, “Two-Line Vocabulary,” transported them to the American frontier. And, as alwa

32. Jeff Davis
Aug 29, 2003 · 22m

In lieu of traditional scoring, players earn $100 for each round they triumph in. These rounds feature unexpected contests, such as a clash between two pop divas during the "Weird Newscasters" segment, dramatic interpretations of "Scenes fr

33. Greg Proops
Sep 5, 2003 · 22m

The sketch begins with a series of comedic "Hats" segments, each one finding the ensemble cast pitching services for a dating agency of truly lamentable quality. The audience is then drawn into the humor with an interactive game of "Let's M

34. Chip Esten
Sep 5, 2003 · 22m

In "Hollywood Director," Sheriff Ryan finally apprehends the fugitive gunslinger Chip, delivering him to jail. However, Wayne arrives as a member of Chip's gang, while Colin orchestrates a narrative of burgeoning affection between them, int