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| Episode 1 - [Greg Proops] |
| Details : Games played include: Let's Make A Date Sound Effects Hats Greatest Hits Party Quirks and Foreign Film Dub. |
| Air Date : Aug. 05, 1998 | Rating ➦ ★★★★★★★★★ |
| Episode 2 - [Brad Sherwood] |
| Details : Games played include: Let's Make A Date Film Theatre And TV Styles Duet Weird Newscasters Moving People Scene to Rap and 90 Second Alphabet. Winner: Ryan Stiles. |
| Air Date : Aug. 12, 1998 | Rating ➦ ★★★★★★★★★ |
| Episode 3 - [Greg Proops] |
| Details : Games played include: Let's Make A Date Scene to Rap Hats Weird Newscasters Greatest Hits Newsflash. Winner: Greg Proops. |
| Air Date : Aug. 19, 1998 | Rating ➦ ★★★★★★ |
| Episode 4 - [Brad Sherwood] |
| Details : Games played include: Weird Newscasters Duets Animals Props Moving People Party Quirks Scene to Rap and Foreign Film Dub. Winner: Colin Mochrie. |
| Air Date : Aug. 26, 1998 |
| Episode 5 - [Brad Sherwood And Karen Maruyama] |
| Details : Games played include: Let's Make A Date Song Styles Daytime Talk Show Props Film Dub Sportscasters Hoedown and Sit Stand Bend. Winner: Colin Mochrie And Ryan Stiles. |
| Air Date : Sep. 02, 1998 |
| Episode 6 - [Brad Sherwood And Kathy Kinney] |
| Details : Games played include: Let's Make A Date Sound Effects Daytime Talk Show Helping Hands and 90 Second Alphabet. Winner: Ryan Stiles. |
| Air Date : Sep. 09, 1998 | Rating ➦ ★★★★★★★★ |
| Episode 7 - [Greg Proops] |
| Details : Games played include: Daytime Talk Show Song Styles Moving People Props Party Quirks Hoedown and Foreign Film Dub. Winner: Wayne Brady. |
| Air Date : Sep. 23, 1998 |
| Episode 8 - [Denny Siegel] |
| Details : Games played include: Let's Make A Date Song Styles Props Party Quirks Greatest Hits and Helping Hands. Winner: Colin Mochrie And Ryan Stiles. |
| Air Date : Dec. 09, 1998 |
| Episode 9 - [Greg Proops] |
| Details : Games played include: Superheroes Song Styles Weird Newscasters Greatest Hits Party Quirks and Questions Only. Winner: Greg Proops. |
| Air Date : Dec. 16, 1998 |
| Episode 10 - [Denny Siegel] |
| Details : Games played include: Questions Only Song Styles Newsflash Sound Effects Weird Newscasters Scenes to Rap and Hoedown. Winner: Denny Siegel. |
| Air Date : Jan. 06, 1999 |
| Episode 11 - [Greg Proops] |
| Details : Games played include: Let's Make A Date Film Theatre And TV Styles Hats Weird Newscasters Greatest Hits and Helping Hands. Winner: Colin Mochrie And Ryan Stiles. |
| Air Date : Jan. 13, 1999 |
| Episode 12 - [Brad Sherwood] |
| Details : Games played include: Let's Make A Date Duet Newsflash Film TV And Theater Styles Telethon and Hoedown. Winner: Wayne Brady. |
| Air Date : Jan. 20, 1999 |
| Episode 13 - [Denny Siegel] |
| Details : Games played include: Questions Only Song Styles Dead Bodies Sound Effects Weird Newscasters Hoedown and Sit Stand And Bend. Winner: Colin Mochrie And Ryan Stiles. |
| Air Date : Jan. 27, 1999 |
| Episode 14 - [Brad Sherwood And Ian Gomez] |
| Details : Games played include: Let's Make A Date Moving People Weird Newscasters Greatest Hits Party Quirks and Helping Hands. Winner: Colin Mochrie And Ryan Stiles. |
| Air Date : Feb. 03, 1999 |
| Episode 15 - [Greg Proops] |
| Details : Games played include: Weird Newscasters Song Styles Hats Sportscasters Foreign Film Dub Greatest Hits and Hoedown. Winner: Wayne Brady. |
| Air Date : Feb. 10, 1999 |
| Episode 16 - [Brad Sherwood] |
| Details : Games played include: Superheroes Weird Newscasters Scenes From A Hat Props Greatest Hits and Helping Hands. Winner: Colin Mochrie And Ryan Stiles. |
| Air Date : Feb. 17, 1999 |
| Episode 17 - [Stephen Colbert] |
| Details : Games played include: Weird Newscasters Scene to Rap Moving People Props Greatest Hits Party Quirks and Hoedown. Winner: Stephen Colbert. |
| Air Date : Feb. 24, 1999 |
| Episode 18 - [Denny Siegel] |
| Details : Games played include: Questions Only Song Styles Newsflash Hey You Down There! Party Quirks Scene to Rap and Helping Hands. Winner: Colin Mochrie And Ryan Stiles. |
| Air Date : Mar. 10, 1999 |
| Episode 19 - [Brad Sherwood] |
| Details : Games played include: Weird Newscasters Duet Sound Effects Props Narrate Telethon and Sit Stand And Bend. Winner: Colin Mochrie And Ryan Stiles. |
| Air Date : Mar. 17, 1999 |
| Episode 20 - [Greg Proops And Denny Siegel] |
| Details : Games played include: Weird Newscasters Multiple Personalities World's Worst Props Party Quirks Hoedown and 90 Second Alphabet. Winner: Greg Proops And Ryan Stiles. |
| Air Date : Mar. 24, 1999 |