Playboy Interview Subjects [2000s]

Sexiest Playboy

Listing of a TV program indicates a joint interview of the cast. Missing: Rowland Evans (2001)

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  

9

2000

Jennifer Lopez

Vocalist

64.60% (2936 of 4545 votes)

13

2000

Pete Rose

Baseball Player

61.81% (89 of 144 votes)

21

2000

Bob Costas

Sportscaster

61.00% (380 of 623 votes)

25

2000

Jeff Bezos

Entrepreneur

60.11% (211 of 351 votes)

32

2000

Drew Barrymore

Actress

59.63% (65 of 109 votes)

45

2000

Hugh Hefner

Publisher

56.58% (43 of 76 votes)

65

2000

Matt Stone

Animator

52.17% (12 of 23 votes)

66

2000

George Clooney

Actor

51.80% (274 of 529 votes)

69

2000

Ben Stiller

Actor

50.44% (459 of 910 votes)

72

2000

Robert Novak

Commentator

50.0% (1 of 2 votes)

75

2000

Jon Stewart

Comedian

49.62% (781 of 1574 votes)

97

2000

Trey Parker

Animator

40.0% (8 of 20 votes)

115

2000

John Malkovich

Actor

7.69% (3 of 39 votes)

3

2001

Tim Burton

Filmmaker

85.71% (12 of 14 votes)

4

2001

Tom Green

Comedian

70.0% (14 of 20 votes)

5

2001

West Wing

TV Series

70.0% (14 of 20 votes)

8

2001

Will Smith

Vocalist

67.67% (11651 of 17217 votes)

15

2001

Chris Matthews

Commentator

61.72% (79 of 128 votes)

17

2001

Vince McMahon

Wrestler

61.26% (253 of 413 votes)

85

2001

Metallica

Musicians

45.00% (54 of 120 votes)

86

2001

Charlie Sheen

Actor

44.76% (141 of 315 votes)

94

2001

Bobby Knight

Basketball Coach

43.40% (23 of 53 votes)

111

2001

Gary Johnson

U.S. Governor

26.67% (4 of 15 votes)

116

2001

Coen Brothers

Filmmaker

0% (0 of 5 votes)

14

2002

Curt Schilling

Baseball Player

61.73% (121 of 196 votes)

23

2002

Al Michaels

Sportscaster

60.41% (589 of 975 votes)

27

2002

Larry Ellison

Entrepreneur

60.0% (3 of 5 votes)

30

2002

Denzel Washington

Actor

59.95% (235 of 392 votes)

31

2002

Fred Durst

Vocalist

59.70% (80 of 134 votes)

41

2002

Harrison Ford

Actor

57.30% (911 of 1590 votes)

50

2002

Bill O'Reilly

Commentator

55.19% (85 of 154 votes)

53

2002

Lennox Lewis

Boxer

54.48% (73 of 134 votes)

87

2002

Willie Nelson

Vocalist

44.62% (58 of 130 votes)

98

2002

Brit Hume

Commentator

37.50% (6 of 16 votes)

103

2002

Allen Iverson

Basketball Player

32.35% (11 of 34 votes)

109

2002

Gary Hart

U.S. Senator

28.57% (2 of 7 votes)

22

2003

Quentin Tarantino

Filmmaker

60.66% (37 of 61 votes)

24

2003

Jimmy Kimmel

TV Personality

60.22% (539 of 895 votes)

26

2003

Jon Gruden

Football Coach

60.11% (113 of 188 votes)

34

2003

Jay-Z

Vocalist

59.07% (433 of 733 votes)

52

2003

Halle Berry

Actress

54.63% (230 of 421 votes)

54

2003

John Cusack

Actor

54.29% (19 of 35 votes)

56

2003

Billy Bob Thornton

Actor

53.85% (7 of 13 votes)

67

2003

O.J. Simpson

Football Player

51.32% (448 of 873 votes)

100

2003

Tobey Maguire

Actor

35.29% (6 of 17 votes)

112

2003

Colin Farrell

Actor

26.32% (5 of 19 votes)

113

2003

Lisa Marie Presley

Vocalist

23.53% (4 of 17 votes)

20

2004

Michael Moore

Filmmaker

61.00% (563 of 923 votes)

36

2004

Derek Jeter

Baseball Player

58.15% (207 of 356 votes)

39

2004

Jack Nicholson

Actor

57.62% (397 of 689 votes)

42

2004

Bernie Mac

Comedian

57.26% (138 of 241 votes)

44

2004

50 Cent

Vocalist

56.58% (43 of 76 votes)

46

2004

Oliver Stone

Filmmaker

56.52% (13 of 23 votes)

51

2004

Johnny Depp

Actor

54.71% (714 of 1305 votes)

64

2004

Donald Trump

U.S. President

52.32% (7177 of 13718 votes)

68

2004

Kiefer Sutherland

Actor

50.60% (42 of 83 votes)

73

2004

Sergey Brin

Computer Tech

50.0% (15 of 30 votes)

74

2004

Larry Page

Computer Tech

50.0% (16 of 32 votes)

79

2004

Matt Damon

Actor

47.72% (272 of 570 votes)

89

2004

Jim Carrey (Comedian)

Comedian

43.96% (91 of 207 votes)

6

2005

Thomas Friedman

Commentator

70.0% (7 of 10 votes)

11

2005

Jamie Foxx

Comedian

62.25% (221 of 355 votes)

19

2005

George Carlin

Comedian

61.16% (296 of 484 votes)

43

2005

Lance Armstrong

Athlete

56.79% (46 of 81 votes)

47

2005

Rock (Dwayne Johnson)

Wrestler

56.48% (523 of 926 votes)

57

2005

Les Moonves

Entrepreneur

53.85% (7 of 13 votes)

80

2005

James Spader

Actor

47.37% (9 of 19 votes)

82

2005

Nicole Kidman

Actress

46.12% (475 of 1030 votes)

83

2005

Owen Wilson

Actor

46.07% (41 of 89 votes)

95

2005

Pierce Brosnan

Actor

42.50% (17 of 40 votes)

101

2005

Toby Keith

Vocalist

33.33% (12 of 36 votes)

104

2005

Ewan McGregor

Actor

30.77% (12 of 39 votes)

1

2006

Michael Brown (FEMA)

Bureaucrat

100% (7 of 7 votes)

12

2006

Kanye West

Vocalist

61.92% (2036 of 3288 votes)

16

2006

Al Franken

Comedian

61.36% (351 of 572 votes)

28

2006

Arianna Huffington

Commentator

60.0% (201 of 335 votes)

37

2006

Mark Cuban

Sports Executive

57.98% (138 of 238 votes)

40

2006

Denis Leary

Comedian

57.38% (105 of 183 votes)

81

2006

Dixie Chicks

Vocalists

46.17% (199 of 431 votes)

88

2006

Ludacris

Vocalist

44.07% (26 of 59 votes)

99

2006

Keanu Reeves

Actor

36.63% (415 of 1133 votes)

105

2006

Ozzie Guillen

Baseball Player

30.43% (7 of 23 votes)

107

2006

Shepard Smith

Commentator

29.41% (5 of 17 votes)

114

2006

Jerry Bruckheimer

Entrepreneur

15.79% (3 of 19 votes)

7

2007

Bill Maher

Comedian

69.52% (8484 of 12203 votes)

38

2007

Bill Richardson

U.S. Governor

57.63% (34 of 59 votes)

49

2007

Chris Tucker

Actor

55.65% (64 of 115 votes)

55

2007

Simon Cowell

TV Personality

54.19% (168 of 310 votes)

59

2007

Keith Olbermann

Sportscaster

53.23% (132 of 248 votes)

62

2007

Matt Groening

Animator

52.63% (60 of 114 votes)

71

2007

T. Boone Pickens

Entrepreneur

50.0% (5 of 10 votes)

77

2007

Robert Redford

Actor

48.39% (15 of 31 votes)

93

2007

Bruce Willis

Actor

43.48% (190 of 437 votes)

108

2007

Jeremy Piven

Actor

28.57% (6 of 21 votes)

110

2007

Steve Nash

Basketball Player

27.27% (6 of 22 votes)

117

2007

Clive Owen

Actor

0% (0 of 3 votes)

2

2008

Drew Pinsky

Doctor

94.59% (35 of 37 votes)

29

2008

Fareed Zakaria

Commentator

60.0% (3 of 5 votes)

35

2008

Daniel Craig

Actor

58.44% (45 of 77 votes)

60

2008

Matthew McConaughey

Actor

53.19% (175 of 329 votes)

61

2008

Pete Wentz

Musician

52.94% (9 of 17 votes)

63

2008

Dana White

Entrepreneur

52.55% (72 of 137 votes)

70

2008

Ben Stiller

Actor

50.44% (459 of 910 votes)

76

2008

Steve Carell

Comedian

49.35% (229 of 464 votes)

84

2008

Tina Fey

Comedienne

45.11% (1154 of 2558 votes)

90

2008

Hugh Jackman

Actor

43.75% (98 of 224 votes)

102

2008

Garry Kasparov

Chess Champ

33.33% (1 of 3 votes)

106

2008

Chad Kroeger

Musician

30.0% (3 of 10 votes)

10

2009

Alec Baldwin

Actor

64.43% (739 of 1147 votes)

18

2009

Seth MacFarlane

Animator

61.17% (63 of 103 votes)

33

2009

Shia LaBeouf

Actor

59.07% (153 of 259 votes)

48

2009

Seth Rogen

Actor

55.79% (130 of 233 votes)

58

2009

James Cameron

Filmmaker

53.78% (64 of 119 votes)

78

2009

Woody Harrelson

Actor

47.79% (54 of 113 votes)

91

2009

Richard Branson

Entrepreneur

43.75% (42 of 96 votes)

92

2009

Hugh Laurie

Comedian

43.48% (10 of 23 votes)

96

2009

Kenny Chesney

Vocalist

40.74% (11 of 27 votes)

118

2009

Chuck Palahniuk

Author

0% (0 of 6 votes)

119

2009

Benicio Del Toro

Actor

0% (0 of 9 votes)