Playboy Interview Subjects [1990s]

Sexiest Playboy

Listing of a TV program indicates a joint interview of the cast. Missing: Shintaro Ishihara (1990), Lawrence Schiller (1997)

This Category is Ranked. Sort by Ranking Based on Votes by clicking on Vote Ranking. Sort by the Collection's Ranking by clicking on List Ranking.

Vote RankingList Ranking  

1

1990

Leona Helmsley

Entrepreneur

100% (1 of 1 votes)

15

1990

Donald Trump

U.S. President

68.56% (2100 of 3063 votes)

46

1990

Eddie Murphy

Comedian

50.0% (55 of 110 votes)

47

1990

Larry King

TV Personality

50.0% (7 of 14 votes)

60

1990

Jay Leno

Comedian

45.45% (5 of 11 votes)

64

1990

Tom Cruise

Actor

41.94% (13 of 31 votes)

67

1990

Stephen Hawking

Scientist

37.55% (300 of 799 votes)

107

1990

Dave Barry

Commentator

0% (0 of 0 votes)

108

1990

Thirtysomething

TV Series

0% (0 of 0 votes)

109

1990

Quincy Jones

Composer

0% (0 of 1 votes)

110

1990

Rickey Henderson

Baseball Player

0% (0 of 0 votes)

20

1991

Sean Penn

Actor

62.32% (43 of 69 votes)

22

1991

Spike Lee

Filmmaker

59.46% (22 of 37 votes)

45

1991

Siskel and Ebert (Gene and Roger)

Critic

50.0% (1 of 2 votes)

70

1991

Lee Iacocca

Entrepreneur

20.0% (1 of 5 votes)

111

1991

Martin Scorsese

Filmmaker

0% (0 of 0 votes)

112

1991

George Steinbrenner

Sports Executive

0% (0 of 0 votes)

113

1991

M. Scott Peck

Author

0% (0 of 0 votes)

114

1991

Robert MacNeil

Commentator

0% (0 of 0 votes)

115

1991

Jim Lehrer

Commentator

0% (0 of 0 votes)

116

1991

Douglas Wilder

U.S. Governor

0% (0 of 0 votes)

117

1991

Robert Maxwell

Publisher

0% (0 of 0 votes)

118

1991

Carl Sagan

Scientist

0% (0 of 0 votes)

2

1992

Lorne Michaels

TV Executive

100% (1 of 1 votes)

3

1992

Betty Friedan

Advocate

100% (1 of 1 votes)

4

1992

William Safire

Commentator

100% (1 of 1 votes)

18

1992

Robin Williams

Comedian

65.09% (138 of 212 votes)

31

1992

Michael Keaton

Actor

54.22% (90 of 166 votes)

43

1992

Sharon Stone

Actress

50.0% (6 of 12 votes)

99

1992

Liz Smith

Commentator

0% (0 of 0 votes)

100

1992

Jonathan Kozol

Author

0% (0 of 0 votes)

101

1992

Michael Jordan

Basketball Player

0% (0 of 0 votes)

102

1992

Ralph Nader

Advocate

0% (0 of 1 votes)

105

1992

Derek Humphry

Advocate

0% (0 of 1 votes)

106

1992

Sister Souljah

Vocalist

0% (0 of 0 votes)

19

1993

Jerry Seinfeld

Comedian

63.03% (75 of 119 votes)

25

1993

Steve Martin

Comedian

57.69% (60 of 104 votes)

27

1993

Roseanne Barr

Comedienne

56.55% (82 of 145 votes)

28

1993

Barry Bonds

Baseball Player

54.61% (717 of 1313 votes)

29

1993

Tom Arnold

Comedian

54.55% (6 of 11 votes)

44

1993

Charles Barkley

Basketball Player

50.0% (16 of 32 votes)

58

1993

Rush Limbaugh

Radio Personality

49.18% (60 of 122 votes)

94

1993

Joyce Carol Oates

Author

0% (0 of 0 votes)

95

1993

Dan Aykroyd

Comedian

0% (0 of 2 votes)

96

1993

Larry Kramer

Author

0% (0 of 0 votes)

103

1993

Danny Devito

Actor

0% (0 of 0 votes)

104

1993

Anne Rice

Author

0% (0 of 0 votes)

21

1994

Deion Sanders

Football Player

59.77% (104 of 174 votes)

23

1994

Howard Stern

King of All Media

58.70% (27 of 46 votes)

33

1994

Ron Howard

Actor

53.17% (67 of 126 votes)

36

1994

Christian Slater

Actor

50.0% (1 of 2 votes)

39

1994

Garth Brooks

Vocalist

50.0% (1 of 2 votes)

40

1994

Pete Townshend

Musician

50.0% (49 of 98 votes)

41

1994

Anthony Hopkins

Actor

50.0% (1 of 2 votes)

42

1994

Jerry Jones

Sports Executive

50.0% (42 of 84 votes)

59

1994

David Letterman

Comedian

47.62% (10 of 21 votes)

90

1994

Garry Shandling

Comedian

0% (0 of 1 votes)

97

1994

Bill Gates

Computer Tech

0% (0 of 0 votes)

98

1994

David Geffen

Entrepreneur

0% (0 of 0 votes)

32

1995

Mel Gibson

Actor

53.33% (32 of 60 votes)

35

1995

Camille Paglia

Critic

50.54% (47 of 93 votes)

37

1995

Jean-Claude Van Damme

Actor

50.0% (1 of 2 votes)

38

1995

Cindy Crawford

Model

50.0% (9 of 18 votes)

68

1995

George Foreman

Boxer

33.33% (1 of 3 votes)

71

1995

Snoop Dogg

Vocalist

6.12% (6 of 98 votes)

85

1995

Harvey Keitel

Actor

0% (0 of 2 votes)

88

1995

Tim Robbins

Actor

0% (0 of 0 votes)

89

1995

Vladimir Zhirinovsky

Politician

0% (0 of 0 votes)

91

1995

David Mamet

Playwright

0% (0 of 0 votes)

92

1995

Joycelyn Elders

Doctor

0% (0 of 0 votes)

93

1995

Berry Gordy, Jr.

Music Producer

0% (0 of 0 votes)

5

1996

James Carville

Commentator

100% (1 of 1 votes)

16

1996

Johnny Depp

Actor

66.67% (14 of 21 votes)

26

1996

Dennis Miller

Comedian

57.14% (80 of 140 votes)

49

1996

Shaquille O'Neal

Basketball Player

50.0% (1 of 2 votes)

50

1996

Liam Neeson

Actor

50.0% (76 of 152 votes)

51

1996

Mike Wallace

Commentator

50.0% (4 of 8 votes)

61

1996

Jay Leno

Comedian

45.45% (5 of 11 votes)

62

1996

John Travolta

Actor

44.83% (13 of 29 votes)

63

1996

Nicolas Cage

Actor

42.86% (3 of 7 votes)

69

1996

Bruce Willis

Actor

33.33% (1 of 3 votes)

86

1996

Salman Rushdie

Author

0% (0 of 0 votes)

87

1996

Ray Bradbury

Author

0% (0 of 1 votes)

6

1997

Vincent Bugliosi

Attorney

100% (1 of 1 votes)

7

1997

Robert Downey, Jr.

Actor

100% (10 of 10 votes)

14

1997

Whoopi Goldberg

Actress

70.21% (403 of 574 votes)

52

1997

Dennis Rodman

Basketball Player

50.0% (8 of 16 votes)

53

1997

Bill Maher

Comedian

50.0% (12 of 24 votes)

54

1997

Christopher Walken

Actor

50.0% (14 of 28 votes)

55

1997

Tommy Hilfiger

Designer

50.0% (4 of 8 votes)

56

1997

Brett Favre

Football Player

50.0% (50 of 100 votes)

65

1997

Clint Eastwood

Actor

40.0% (8 of 20 votes)

80

1997

Saul Bellow

Author

0% (0 of 0 votes)

81

1997

Anthony Edwards

Actor

0% (0 of 0 votes)

8

1998

Joe Eszterhas

Screenwriter

100% (2 of 2 votes)

9

1998

Jerry Springer

TV Personality

100% (2 of 2 votes)

10

1998

Conan O'Brien

TV Personality

100% (1 of 1 votes)

11

1998

Daniel Patrick Moynihan

U.S. Senator

100% (2 of 2 votes)

13

1998

Geraldo Rivera

Commentator

86.11% (31 of 36 votes)

66

1998

Mike Tyson

Boxer

40.0% (4 of 10 votes)

72

1998

David Duchovny

Actor

5.88% (1 of 17 votes)

76

1998

Kevin Kline

Actor

0% (0 of 0 votes)

77

1998

Scott Adams

Artist

0% (0 of 0 votes)

78

1998

Matt Drudge

Internet Personality

0% (0 of 0 votes)

79

1998

Paul Reiser

Comedian

0% (0 of 0 votes)

82

1998

Grant Hill

Basketball Player

0% (0 of 0 votes)

12

1999

Drew Carey

Comedian

100% (1 of 1 votes)

17

1999

Ben Affleck

Actor

66.67% (2 of 3 votes)

24

1999

Kevin Spacey

Actor

58.33% (7 of 12 votes)

30

1999

Samuel L. Jackson

Actor

54.55% (6 of 11 votes)

34

1999

Chris Rock

Comedian

52.34% (67 of 128 votes)

48

1999

Jesse Ventura

Wrestler

50.0% (9 of 18 votes)

57

1999

David Spade

Comedian

50.0% (16 of 32 votes)

73

1999

Michael Crichton

Author

0% (0 of 0 votes)

74

1999

Emeril Lagasse

Chef

0% (0 of 0 votes)

75

1999

Nick Nolte

Actor

0% (0 of 0 votes)

83

1999

Albert Brooks

Comedian

0% (0 of 1 votes)

84

1999

Barney Frank

U.S. Congressman

0% (0 of 6 votes)