Featured stars: Brian Austin Green, Jeff Cesario, Tracy Bingham, Richard Jeni, Larraine Newman, Jeffrey Tambor, Caroline Rhea, Bruce Vilanch and Whoopi Goldberg
Episode
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Notes
1001
Will
Clarenda
First taped episode of series. Some affiliates chose to air this week between December 21st-25th 1998.
1002
Kevin
Wendy
1003
Joe
Cheryl
aired first during this week of shows
1004
Pete
Sherry
aired last during this week of shows
1005
Peter
Lisa
Featured stars: Dr Drew and Adam Carolla, Bronson Pinchot, Carlos Alazraqui, Craig Shoemaker, Patsy Chappelle, Elaine Hendrix, Caroline Rhea, Bruce Vilanch, Whoopi Goldberg
Episode
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1006
Steve
Lynn
Aired December 31 1998
1007
David
Laura
Aired December 28 1998
1008
Alex
Debbie
Last of the "lost episodes to air during the 1998 holiday season. Aired January 1 1999
1009
Doug
Rachel
Aired December 30 1998
1010
Tony
Stacy
Aired December 29 1998
Featured stars: Patrick Swayze, Florence Griffith Joyner, Holly Robinson Peete, Lisa Ann Walter, Craig Shoemaker, Robert Wuhl, Caroline Rhea, Bruce Vilanch, Whoopi Goldberg
Episode
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1011
Sean
Alex
Each episode this week features a message from Whoopi paying tribute to Florence Griffith Joyner who died the day the first episode of this week aired (September 21, 1998 )
1012
Rich
Barbara
1013
Michael
Dorian
1014
Brandon
Carrie
1015
Greg
Karen
Featured stars: Caroline Rhea, David Crosby, Penn and Teller, Bruce Vilanch, Whoopi Goldberg, George Wallace, Bernadette Peters, Martin Mull, Kim Fields
Episode
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1016
Tim
Karen
1017
Miles
Robbie Lee
1018
Andrew
Silvia
1019
Tony
Nichole
1020
Don Paul
Tracy
Featured stars: Enrico Colatoni, Rosie O’Donnell, Andy Dick, Mark McEwen, Kathy Najimy, Rita Rudner, Jeffrey Tambor, Bruce Vilanch, Whoopi Goldberg
Episode
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1021
Torry
Nikki
Aired as the premiere. The secret square in Round 2 (Rosie O'Donnell) was inadvertently revealed before being picked.
Bruce is sitting on the opposite side of where he normally sits
1022
Jonathan
Candice
Fourth aired episode. Bruce is sitting on the opposite side of where he normally sits.
1023
Paul
Sara
Second aired episode.
1024
Bengt
Arlinda
Third aired episode.
1025
Tim
Connie
Fifth aired episode.
Featured stars: Wendy Liebmann, Keith Hernandez, Diedrich Baker, Dr. Drew, Adam Carolla, Shemar Moore, Bobcat Goldthwait, Caroline Rhea, Whoopi Goldberg, Jackee Harry
Episode
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1026
Jason
Kristen
1027
Gary
Kelli
1028
David
Kari
1029
Eric
Dawn
1030
David
Jennifer
Featured stars: Gilbert Gottfried, Ben Stein, Jamie Foxx, Al Roker, Naomi Judd, Wendy Liebman, Caroline Rhea, Whoopi Goldberg, Malcolm-Jamal Warner
Episode
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1031
Mark
Sunny
Starting with this episode, games 1 and 2 are increased from $500 to $1,000
1032
Stephen
Michelle
1033
Joel
Sandy
1034
Dan
Debbie
1035
Charles
Edana
Featured stars: D.L. Hughley, Carol Leifer, Renee Taylor, Margaret Cho, Kevin Eubanks, Debbe Dunning, Craig Shoemaker, Whoopi Goldberg, Martin Mull
Episode
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1036
Jong
Katia
1037
Jake
Crystal
1038
Michael
Terri
1039
Adam
Vicki
1040
Jay
Betsy
Featured stars: Paul Schaffer, Joy Behar, Sharon Lawrence, Richard Belzar, Amy Pietz, Ian Ziering, Bruce Vilanch, Whoopi Goldberg, Robert Klein
Episode
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1041
Carlos
Nina
Starting this episode, the winning contestant must answer a Secret Square-style question to win the prize.
1042
Tom
Cecilia
1043
Craig
Amanda
1044
Larry
Heidi
1045
Dean
Precious
Featured stars: Jake Johannsen, John Salley, Leila Kenzie, Bruce Vilanch, Whoopi Goldberg, George Wallace, Luke Perry, Sandra Bernhard, Robert Klein
Episode
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1046
Shane
Grace
1047
Terry
Angie
1048
John
Lori
1049
Tod
Mya
1050
Bob
Kelly
Featured stars: Andrea Thompson, Shawn Wayans, Marlon Wayans, Judge Judy Sheindlin, Craig Shoemaker, Bruce Vilanch, Whoopi Goldberg, Brian-Austin Green, Martin Mull
Episode
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1051
Darell
Meredith
1052
Chuck
Karen
1053
David
Wendy
1054
Victor
Martha
1055
Akim
Michelle
Featured stars: Paula Poundstone, Bill Maher, Debbe Dunning, Bobcat Goldthwait, Caroline Rhea, Deborah Norville, Bruce Vilanch, Whoopi Goldberg, Judd Nelson
Episode
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1056
Don
Juji
Whoopi dares Tom to wear Bobcat's pink sweater
Aired October 26 1998
1057
Jim
Margery
Tom wears Bobcat's sweater and his pants
Aired October 27 1998
1058
Larry
Suzanne
Aired October 30 1998
1059
Allan
Tricia
Aired October 29 1998
1060
Mark
Karen
Aired October 28 1998
Featured stars: Rosie O’Donnell, Fran Drescher, Coolio, Jenna Elfman, Estelle Getty, Caroline Rhea, Martin Mull, Bruce Vilanch, Whoopi Goldberg
Episode
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1061
Jim
Tiffany
Fran was the Secret Square.
Jim wins a Mercedes Benz C280 worth $38,895! (total: $40,895)
Aired November 3 1998
1062
Jeff
Debbie
Tom remarked Debbie’s parents clearly had a D fixation, in response to all six of Debbie’s siblings with names starting with D. Estelle was the Secret Square. Jeff defeats Debbie, and loses the trip to the Cannes film Festival. (total: $6,000)
Aired November 2 1998
1063
Tom
Joey
Joey is a female. Aired November 5 1998
1064
Albert
Paige
Paige Green was previously a contestant on Press Your Luck in June 1986.
Aired November 6 1998
1065
Tripp
Ginny
Rosie and Tom switch places for a round.
Aired November 4 1998
Featured stars: Billy Baldwin, Stephen Baldwin, Cindy Crawford, Kristen Johnston, John Salley, Gilbert Gottfried, Bruce Vilanch, Caroline Rhea, Whoopi Goldberg
Episode
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1066
Biagio
Stacey
1067
Patrick
Amy
1068
1069
Fred
Maryann
1070
George
Maryellen
Featured stars: RuPaul, Elayne Boosler, Paul Mooney, Roseanne Barr, Thomas Gibson, Debbie Reynolds, Robert Wuhl, Caroline Rhea, Whoopi Goldberg
Episode
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Notes
1071
Fred
Kim
aired November 27, 1998
1072
Brian
Mary
aired November 26, 1998 (Thanksgiving)
1073
Spencer
Diana
aired November 23, 1998
1074
John
Susan
aired November 25, 1998
1075
Jason
Tammy
aired November 24, 1998
Featured stars: Billy Crystal, Robin Williams, D.L. Hughley, Rita Rudner, Robert Wuhl, Bobcat Goldthwait, Caroline Rhea, Bruce Vilanch, Whoopi Goldberg
Episode
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1076
1077
Phil
Mary
1078
1079
1080
Featured stars: Charles Shaughnessy, Louie Anderson, Caroline Rhea, Whoopi Goldberg, Kerri Strug, George Wallace, Dee Dee Myers, Tia & Tamera Mowry, Martin Mull
Episode
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1081
1082
Fritz
Theresa
1083
1084
Jim
Kelly
1085
Featured stars: Gordon Clapp, Kathy Kinney, Shawn Wayans, Gilbert Gottfried, Diedrich Bader, Caroline Rhea, Whoopi Goldberg, Jeffrey Tambor, Little Richard
Episode
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1086
1087
Glenn
June
1088
1089
Robert
Elisa
Elisa was on Shop Til You Drop in 1991 and Free 4 All in 1994
1090
Featured stars: Kelly Rutherford, Richard Kind, Danny Glover, Gilbert Gottfried, Deborah Norville, Whoopi Goldberg, Jeffrey Tambor, Luther Vandross, Sheryl Lee Ralph
Episode
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Notes
1091
Jerry
Debra
1092
1093
Thomas
Diana
1094
Woody
Toni
1095
Featured stars: Melanie Griffith, Gilbert Gottfried, Caroline Rhea, Bruce Vilanch, Whoopi Goldberg, Jason Alexander, Lea Thompson, David Chapelle, Dom Deluise
Episode
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Notes
1096
Ned
Kirsten
1097
1098
Chris
Susan
1099
1100
Featured stars: Garth Brooks, Trisha Yearwood, Caroline Rhea, Jerry Stiller, Smokey Robinson, Salt-N-Pepa, Richard Simmons, Kevin James & Leah Remini, Whoopi Goldberg
Episode
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Notes
1101
Chris
Bonnie
1102
Forrest
Rosa
Jerry Stiller yells "SERENITY NOW"
1103
Jim
Brenda
Jim from the "Testimony"" episode of Super Password in 1988 is a contestant.
Tom sprays Richard Simmons after he touches Leah's rear end.
1104
1105
Jeff
Kristen
Featured stars:
Episode
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1106
1107
1108
1109
1110
Featured stars:
Episode
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Notes
1111
1112
1113
1114
1115
Featured stars: Melissa Joan Hart, Enrico Colatoni, Victoria Rowell, David Alan Grier, Bronson Pinchot, Gilbert Gottfried, Caroline Rhea, Bruce Vilanch, Whoopi Goldberg
Episode
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Notes
1116
1117
Keary
Teer
1118
Michael
Tracy
1119
1120
Featured stars: Billy Baldwin, Stephen Baldwin, Daniel Baldwin, Vivica A. Fox, Eleanor Mondale, Malcolm-Jamal Warner, Gilbert Gottfried, Caroline Rhea, Whoopi Goldberg
Episode
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1121
1122
1123
1124
1125
Featured stars:
Episode
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1126
1127
1128
1129
1130
Featured stars: Donny Osmond, Coolio , Gilbert Gottfried, Caroline Rhea, Whoopi Goldberg, Carol Kane, Marie Osmond, Bruno Campos, Brad Garrett, Dick Clark
Episode
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1131
Jeff
Precious
1132
Dan
Holly
1133
Colt
Kelly
1134
1135
John
Piper
Featured stars: #1136: Gilbert Gottfried, Caroline Rhea, Bruce Vilanch, Whoopi Goldberg, Wayne Rogers, Jerry Mathers, MacKenzie Phillips, Linda Lavin, Ted Lange #1137: Gilbert Gottfried, Caroline Rhea, Bruce Vilanch, Whoopi Goldberg, Karen Valentine, Danny Bonaduce, Tom Dreesen, Dawn Wells, Florence Henderson #1138: Tom Smothers, Gilbert Gottfried, Caroline Rhea, Bruce Vilanch, Whoopi Goldberg, Dick Smothers, Mindy Cohn, Ron Palillo, Marla Gibbs #1139: Gilbert Gottfried, Caroline Rhea, Bruce Vilanch, Whoopi Goldberg, Cindy Williams, Nichelle Nichols, Marcia Wallace, Dick Van Patten, Loretta Swit
#1140: Jimmy Walker, Gary Burghoff, Steve Landsenberg, Pat Crowley, John Forsythe, Gilbert Gottfried, Caroline Rhea, Bruce Vilanch, Whoopi Goldberg
Episode
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1136
Marc
Patrese
Classic TV Stars week.
1137
Alex
Tammy
1138
Dustin
Linda
1139
Fred
Kelli
1140
Ken
Catherine
Hilarious game featuring a similar scenario to the YOU FOOL episode
Featured stars: Craig Shoemaker, Kathy Kinney, Bobcat Goldthwait, Eddie Griffin, Rita Rudner, Robert Wuhl, Caroline Rhea, Bruce Vilanch, Whoopi Goldberg
Episode
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1141
1142
1143
Brian
Gayle
1144
1145
Featured stars: Jerry Springer, Jackie Collins, Joey McIntyre, Kelly Hu, Keith Olbermann, Bobcat Goldthwait, Caroline Rhea, Bruce Vilanch, Whoopi Goldberg
Episode
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1146
Christopher
Sharlene
1147
Matthew
Anjee
1148
Perry
Tiffani
1149
Jason
Susan
1150
Greg
Chandelier
Featured stars:Holly Robinson-Peete, Michael Badalucco, Kelly Hu, Robert Townsend, Martin Mull, Eddie Griffin, Jonathan Katz, Caroline Rhea, Whoopi Goldberg
Episode
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1151
Denver
Chrystal
1152
Rob
Stephanie
1153
David
Sue
1154
Larry
Haydee
1155
John
Samantha
Featured stars: Diamond Dallas Page, Kim Coles, Paula Poundstone, Bobcat Goldthwait, Robert Wuhl, Caroline Rhea, Whoopi Goldberg, Wallace Langham, Carol Channing