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  

29

1990

Leona Helmsley

Entrepreneur

59.57% (28 of 47 votes)

37

1990

Larry King

TV Personality

57.89% (132 of 228 votes)

46

1990

Jay Leno

Comedian

56.41% (664 of 1177 votes)

58

1990

Tom Cruise

Actor

53.33% (168 of 315 votes)

60

1990

Rickey Henderson

Baseball Player

52.94% (18 of 34 votes)

62

1990

Donald Trump

U.S. President

52.31% (7176 of 13717 votes)

80

1990

Eddie Murphy

Comedian

46.53% (288 of 619 votes)

88

1990

Stephen Hawking

Scientist

43.58% (268 of 615 votes)

97

1990

Thirtysomething

TV Series

40.0% (2 of 5 votes)

102

1990

Dave Barry

Commentator

33.33% (1 of 3 votes)

113

1990

Quincy Jones

Composer

0% (0 of 9 votes)

9

1991

Lee Iacocca

Entrepreneur

66.67% (2 of 3 votes)

13

1991

Douglas Wilder

U.S. Governor

63.16% (12 of 19 votes)

22

1991

Sean Penn

Actor

60.62% (97 of 160 votes)

43

1991

Spike Lee

Filmmaker

56.69% (72 of 127 votes)

63

1991

Carl Sagan

Scientist

51.96% (53 of 102 votes)

69

1991

M. Scott Peck

Author

50.0% (1 of 2 votes)

70

1991

Robert MacNeil

Commentator

50.0% (3 of 6 votes)

71

1991

Jim Lehrer

Commentator

50.0% (1 of 2 votes)

76

1991

Martin Scorsese

Filmmaker

47.46% (112 of 236 votes)

82

1991

George Steinbrenner

Sports Executive

46.30% (25 of 54 votes)

104

1991

Siskel and Ebert (Gene and Roger)

Critic

30.0% (6 of 20 votes)

112

1991

Robert Maxwell

Publisher

5.26% (1 of 19 votes)

3

1992

Betty Friedan

Advocate

90.0% (36 of 40 votes)

6

1992

Sister Souljah

Vocalist

71.43% (5 of 7 votes)

27

1992

Derek Humphry

Advocate

60.0% (3 of 5 votes)

42

1992

Robin Williams

Comedian

57.03% (1051 of 1843 votes)

61

1992

Lorne Michaels

TV Executive

52.90% (73 of 138 votes)

66

1992

Sharon Stone

Actress

50.67% (38 of 75 votes)

79

1992

Liz Smith

Commentator

46.67% (7 of 15 votes)

90

1992

Michael Keaton

Actor

43.39% (292 of 673 votes)

93

1992

Michael Jordan

Basketball Player

43.15% (126 of 292 votes)

94

1992

Ralph Nader

Advocate

42.86% (6 of 14 votes)

105

1992

Jonathan Kozol

Author

25.00% (1 of 4 votes)

111

1992

William Safire

Commentator

6.45% (2 of 31 votes)

1

1993

Joyce Carol Oates

Author

100% (2 of 2 votes)

5

1993

Larry Kramer

Author

77.78% (7 of 9 votes)

14

1993

Roseanne Barr

Comedienne

63.00% (778 of 1235 votes)

19

1993

Jerry Seinfeld

Comedian

60.91% (402 of 660 votes)

31

1993

Danny Devito

Actor

59.20% (402 of 679 votes)

54

1993

Steve Martin

Comedian

54.15% (111 of 205 votes)

56

1993

Rush Limbaugh

Radio Personality

53.67% (234 of 436 votes)

65

1993

Barry Bonds

Baseball Player

51.15% (2954 of 5775 votes)

73

1993

Charles Barkley

Basketball Player

49.06% (52 of 106 votes)

85

1993

Dan Aykroyd

Comedian

44.20% (61 of 138 votes)

101

1993

Tom Arnold

Comedian

36.36% (8 of 22 votes)

110

1993

Anne Rice

Author

7.14% (1 of 14 votes)

10

1994

Christian Slater

Actor

66.67% (4 of 6 votes)

12

1994

Garry Shandling

Comedian

63.16% (12 of 19 votes)

16

1994

Deion Sanders

Football Player

61.30% (472 of 770 votes)

20

1994

Bill Gates

Computer Tech

60.86% (311 of 511 votes)

21

1994

Garth Brooks

Vocalist

60.71% (34 of 56 votes)

25

1994

Ron Howard

Actor

60.60% (529 of 873 votes)

38

1994

David Letterman

Comedian

57.59% (91 of 158 votes)

49

1994

Anthony Hopkins

Actor

55.57% (364 of 655 votes)

50

1994

Pete Townshend

Musician

55.41% (41 of 74 votes)

68

1994

David Geffen

Entrepreneur

50.0% (6 of 12 votes)

77

1994

Howard Stern

King of All Media

47.35% (366 of 773 votes)

100

1994

Jerry Jones

Sports Executive

37.50% (3 of 8 votes)

2

1995

David Mamet

Playwright

90.91% (10 of 11 votes)

11

1995

Mel Gibson

Actor

64.94% (300 of 462 votes)

26

1995

Joycelyn Elders

Doctor

60.0% (33 of 55 votes)

39

1995

Vladimir Zhirinovsky

Politician

57.14% (4 of 7 votes)

57

1995

Jean-Claude Van Damme

Actor

53.33% (8 of 15 votes)

59

1995

Snoop Dogg

Vocalist

53.00% (168 of 317 votes)

74

1995

Cindy Crawford

Model

49.00% (49 of 100 votes)

86

1995

Tim Robbins

Actor

44.06% (115 of 261 votes)

87

1995

Camille Paglia

Critic

43.95% (69 of 157 votes)

95

1995

George Foreman

Boxer

42.34% (58 of 137 votes)

109

1995

Harvey Keitel

Actor

10.26% (4 of 39 votes)

114

1995

Berry Gordy, Jr.

Music Producer

0% (0 of 2 votes)

8

1996

Mike Wallace

Commentator

66.67% (8 of 12 votes)

18

1996

Dennis Miller

Comedian

61.07% (756 of 1238 votes)

45

1996

Jay Leno

Comedian

56.41% (664 of 1177 votes)

47

1996

Liam Neeson

Actor

56.26% (364 of 647 votes)

48

1996

John Travolta

Actor

55.80% (178 of 319 votes)

52

1996

James Carville

Commentator

55.05% (60 of 109 votes)

53

1996

Johnny Depp

Actor

54.71% (714 of 1305 votes)

67

1996

Salman Rushdie

Author

50.51% (99 of 196 votes)

89

1996

Bruce Willis

Actor

43.48% (190 of 437 votes)

91

1996

Shaquille O'Neal

Basketball Player

43.39% (82 of 189 votes)

98

1996

Nicolas Cage

Actor

38.71% (12 of 31 votes)

115

1996

Ray Bradbury

Author

0% (0 of 6 votes)

4

1997

Tommy Hilfiger

Designer

80.0% (4 of 5 votes)

7

1997

Bill Maher

Comedian

69.52% (8484 of 12203 votes)

17

1997

Whoopi Goldberg

Actress

61.12% (1223 of 2001 votes)

23

1997

Brett Favre

Football Player

60.62% (468 of 772 votes)

28

1997

Anthony Edwards

Actor

60.0% (3 of 5 votes)

32

1997

Robert Downey, Jr.

Actor

59.18% (406 of 686 votes)

34

1997

Christopher Walken

Actor

58.95% (349 of 592 votes)

64

1997

Dennis Rodman

Basketball Player

51.85% (14 of 27 votes)

81

1997

Clint Eastwood

Actor

46.42% (149 of 321 votes)

96

1997

Vincent Bugliosi

Attorney

40.0% (2 of 5 votes)

116

1997

Saul Bellow

Author

0% (0 of 0 votes)

15

1998

Geraldo Rivera

Commentator

61.57% (141 of 229 votes)

24

1998

Scott Adams

Artist

60.61% (60 of 99 votes)

33

1998

Conan O'Brien

TV Personality

58.95% (214 of 363 votes)

35

1998

Jerry Springer

TV Personality

58.54% (24 of 41 votes)

40

1998

Mike Tyson

Boxer

57.14% (32 of 56 votes)

83

1998

David Duchovny

Actor

45.90% (28 of 61 votes)

99

1998

Daniel Patrick Moynihan

U.S. Senator

37.50% (3 of 8 votes)

106

1998

Kevin Kline

Actor

18.75% (3 of 16 votes)

107

1998

Matt Drudge

Internet Personality

12.50% (1 of 8 votes)

108

1998

Paul Reiser

Comedian

12.12% (4 of 33 votes)

117

1998

Joe Eszterhas

Screenwriter

0% (0 of 3 votes)

118

1998

Grant Hill

Basketball Player

0% (0 of 1 votes)

30

1999

Samuel L. Jackson

Actor

59.25% (567 of 957 votes)

36

1999

Chris Rock

Comedian

58.02% (546 of 941 votes)

41

1999

Emeril Lagasse

Chef

57.14% (4 of 7 votes)

44

1999

Barney Frank

U.S. Congressman

56.60% (60 of 106 votes)

51

1999

Kevin Spacey

Actor

55.32% (26 of 47 votes)

55

1999

Drew Carey

Comedian

54.12% (92 of 170 votes)

72

1999

Ben Affleck

Actor

49.25% (328 of 666 votes)

75

1999

Jesse Ventura

Wrestler

48.89% (22 of 45 votes)

78

1999

Albert Brooks

Comedian

47.06% (8 of 17 votes)

84

1999

Nick Nolte

Actor

45.45% (5 of 11 votes)

92

1999

David Spade

Comedian

43.33% (26 of 60 votes)

103

1999

Michael Crichton

Author

33.33% (2 of 6 votes)