List of Playboy interviews

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{{DISPLAYTITLE:List of Playboy interviews}}

{{Use mdy dates|date=September 2024}}

The Playboy interview became a regular feature of the magazine in 1962 and set a high standard for periodical journalism.{{Cite web |last=Giles |first=Matt |date=2017-09-29 |title=The Genius of the Playboy Interview |url=http://longreads.com/2017/09/29/the-genius-of-the-playboy-interview/ |access-date=2024-07-22 |website=Longreads}}{{Cite web |last= |first= |date=2023-01-19 |title=Playboy's Iconic Interviews Come Roaring Back to Life |url=https://lamag.com/podcasts/playboys-iconic-interviews-come-roaring-back-to-life |access-date=2024-07-22 |website=LAmag - Culture, Food, Fashion, News & Los Angeles}} AP News called the feature "models of the art form", stating that "Playboy{{'s}} long and searching conservations are remarkable for the people who spoke to the magazine and for what they said." Booklist called the Playboy interview "the gold standard for in-depth discussion with leading cultural figures".{{Cite book |url=http://www.booklistonline.com/The-Playboy-Interviews-The-Directors-Stephen-Randall/pid=1751591 |title=Playboy Interviews: The Directors, edited by Stephen Randall {{!}} Booklist Online}}{{Cite web |title=Reviews - The Playboy Interviews: The Directors |url=https://www.darkhorse.com/Reviews/352/The-Playboy-Interviews-The-Directors |access-date=2024-07-30 |website=Dark Horse Comics}}

The conversations with artists, athletes, business leaders, and political figures have been referenced by mainstream publications such as AP News, Billboard, CNN, Los Angeles Times, The Paris Review, Slate, Time, Variety, Vice, and The Washington Post as a benchmark for in-depth interviews. Publishers Weekly commented on the feature's ability to go further than a normal magazine interview: "Since the interviews have no length restriction, interviewers are able to probe deep into their subjects and allow them to ramble expansively."{{Cite web |date= |title=The Playboy Interviews - The Directors (Review) |url=https://www.publishersweekly.com/9781595820280 |access-date=2024-07-30 |website=Publishers Weekly}}

The Los Angeles Times described the subjects as coming from "all across the cultural spectrum: entertainment, politics, literature", calling them "open-ended, sprawling, a kind of 'Charlie Rose Show' of the printed page",{{Cite web |last= |date=2012-09-06 |title=Revisiting classic Playboy interviews with e-books |url=https://www.latimes.com/books/la-xpm-2012-sep-06-la-jc-the-reading-life-return-of-the-playboy-interview-20120906-story.html |access-date=2024-07-22 |website=Los Angeles Times}} and Playboy{{'s}} format served as inspiration for Rolling Stone editor Jann Wenner when he designed his own magazine's approach to interviews.{{Cite web |date=2017-09-30 |title=Playboy's interviews were models of the art form |url=https://apnews.com/article/015e60476cf44d06a6a5ec721102388d |access-date=2024-07-22 |website=AP News}}

The Playboy interview with candidate Jimmy Carter is regarded by many to have influenced the 1976 presidential election,{{Cite web |date=2023-04-16 |title=Jimmy Carter and Playboy: How 'the weirdo factor' rocked '76 |url=https://apnews.com/article/jimmy-carter-playboy-lust-adultery-45523cf7e2eb38a784fc999974ba9ac7 |access-date=2024-07-22 |website=AP News}} and the interview with John Lennon before his death (later published as a standalone book) is referenced in several retrospective articles by other media.{{Cite web |last=Oyler |first=Lauren |date=2015-09-10 |title=You Don't Have to 'Imagine' John Lennon Beat Women and Children—It's Just a Fact |url=https://www.vice.com/en/article/you-dont-have-to-imagine-john-lennon-beat-women-and-childrenits-just-a-fact/ |access-date=2024-07-22 |website=Vice}}{{Cite web |last=Oppelaar |first=Justin |date=2002-12-19 |title=McCartney on feud with Yoko: Let it be |url=https://variety.com/2002/music/markets-festivals/mccartney-on-feud-with-yoko-let-it-be-1117877682/ |access-date=2024-07-22 |website=Variety}} Playboy{{'s}} interview with pop singer Azealia Banks caused controversy for her open criticism of the American public.{{Cite web |last=Leopold |first=Todd |date=2015-03-17 |title=Azealia Banks: 'I hate everything about this country' |url=https://www.cnn.com/2015/03/17/entertainment/feat-azealia-banks-playboy/index.html |access-date=2024-07-29 |website=CNN}}{{Cite web |last=Toppa |first=Sabrina |date=2015-03-18 |title=Azealia Banks: "I Hate Everything About This Country" |url=https://time.com/3748554/azealia-banks-playboy-interview/ |access-date=2024-07-29 |website=Time}}

Selected interviews have been published as mass-market collections, including The Playboy Interview (1981){{Cite book |title=The Playboy interview |date=1981 |publisher=Playboy Press |isbn=978-0-87223-644-8 |editor-last=Golson |editor-first=G. B. |edition= |location=New York}} and The Playboy Interview Volume II (1983).{{Cite book |title=The Playboy Interview Volume II |publisher=Perigee Books |year=1983 |isbn=9780399507694 |editor-last=Golson |editor-first=G. B.}} In 1992, a large-format book The Playboy Interview: The Best Of Three Decades 1962-1992, was released with a foreword by CBS journalist Mike Wallace.{{Cite book |last=Wallace |first=Mike (foreword) |title=The Playboy Interview: The Best of 3 Decades 1962-1992 |publisher=Playboy Enterprises |year=1992 |isbn=9780872239081}}

Dark Horse published five collections of the interviews from 2006 to 2008: "The Comedians", "Movers and Shakers" (business), "The Directors", "Larger Than Life" (high-profile celebrities), and "They Played The Game" (sports).{{Cite web |title=Playboy interview collections by Dark Horse Comics |url=https://www.darkhorse.com/Search/playboy |access-date=2024-07-22 |website=Dark Horse Comics}} In a review of this series, the Directors Guild of America said, "The Playboy face-to-face encounter is remarkable", and "the lengthy, in-depth interviews are well researched and more penetrating than standard-issue media chatter."{{Cite web |title=The Playboy Interviews: The Directors - Stephen Randall & the editors of Playboy |url=https://www.dga.org/Craft/DGAQ/All-Articles/0604-Winter2006-07/Books-The-Playboy-Interviews |access-date=2024-07-23 |website=www.dga.org}}

The following people have been featured in Playboy magazine as the subject of the full-length interview or the 20Q (Twenty Questions) section.

1960–1969

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1962{{Cite web |title=Playboy Archive 1962 |url=https://www.iplayboy.com/issues/1962 |access-date=2024-07-22 |website=Playboy {{!}} The Complete Archive}}

!Interview

| colspan="8" |"Playboy Interview" begins September 1962:

|Miles Davis{{Cite magazine |last=Lynch |first=Joe |date=2017-09-28 |title=From Frank Sinatra to Azealia Banks: 10 Fantastic Artist Interviews From 'Playboy' |url=https://www.billboard.com/music/music-news/playboy-musician-interviews-john-lennon-azealia-banks-sinatra-6729401/ |access-date=2024-07-22 |magazine=Billboard}}

|(none)

|(none)

|Jackie Gleason

1963{{Cite web |title=Playboy Archive 1963 |url=https://www.iplayboy.com/issues/1963 |access-date=2024-07-22 |website=Playboy {{!}} The Complete Archive}}

!Interview

|(none)

|Frank Sinatra

|Bertrand Russell

|Helen Gurley Brown

|Malcolm X{{Cite web |last= |date=2020-07-24 |title=Alex Haley Interviews Malcolm X |url=https://alexhaley.com/2020/07/24/alex-haley-interviews-malcolm-x/ |access-date=2024-07-23 |website=Alex Haley}}

|Billy Wilder{{Cite web |last=Isenberg |first=Noah |date=2021-04-05 |title=The Making of Billy Wilder |url=https://www.theparisreview.org/blog/2021/04/05/the-making-of-billy-wilder/ |access-date=2024-07-23 |website=The Paris Review}}

|(none)

|(none)

|Richard Burton

|James Hoffa

|Albert Schweitzer

1964{{Cite web |title=Playboy Archive 1964 |url=https://www.iplayboy.com/issues/1964 |access-date=2024-07-22 |website=Playboy {{!}} The Complete Archive}}

!Interview

|Vladimir Nabokov{{Cite web |last=Linsky |first=Max |date=2012-11-26 |title=Read Playboy ... for the Interviews |url=http://www.slate.com/articles/life/longform/2012/11/playboy_interviews_conversations_with_frank_sinatra_steve_jobs_vladimir.html |access-date=2024-07-22 |website=Slate Magazine}}

|(none)

|Ayn Rand{{Cite web |title=Ayn Rand Playboy interview March 1964 |url=https://archives.aynrand.org/playboy.html |access-date=2024-07-23 |website=archives.aynrand.org}}

|Jean Genet{{Cite web |last=Nelson |first=Max |date=2016-01-21 |title=Kicked Toward Saintliness |url=https://www.theparisreview.org/blog/2016/01/21/kicked-towards-saintliness/ |access-date=2024-07-28 |website=The Paris Review}}

|(none)

|Ingmar Bergman

|Salvador Dalí

|Dick Gregory

|Henry Miller

|Cassius Clay

|George Wallace

|Ian Fleming

1965{{Cite web |title=Playboy Archive 1965 |url=https://www.iplayboy.com/issues/1965 |access-date=2024-07-22 |website=Playboy {{!}} The Complete Archive}}

!Interview

|Martin Luther King{{Cite news |last= |first= |date=2023-05-25 |title=MLK's famous criticism of Malcolm X was a 'fraud,' author finds |url=https://www.washingtonpost.com/history/2023/05/10/mlk-malcolm-x-playboy-alex-haley/ |access-date=2024-07-23 |newspaper=Washington Post |issn=0190-8286}}

|The Beatles

|(none)

|Art Buchwald

|Jean-Paul Sartre

|Melvin Belli

|Marcello Mastroianni

|Robert Shelton

|Peter O'Toole

|Madalyn Murray

|Sean Connery

|Al Capp

1966{{Cite web |title=Playboy Archive 1966 |url=https://www.iplayboy.com/issues/1966 |access-date=2024-07-22 |website=Playboy {{!}} The Complete Archive}}

!Interview

|Princess Grace

|Federico Fellini{{Cite web |date=2017-01-27 |title='8½': Federico Fellini's Daring, Self-Reflexive Masterpiece as a Most Intimate Exploration of Cinema • Cinephilia & Beyond |url=https://cinephiliabeyond.org/8%c2%bd-federico-fellinis-daring-self-reflexive-masterpiece-intimate-exploration-cinema/ |access-date=2024-07-30}}

|Bob Dylan{{Cite web |date=2007-10-04 |title=The Ten Most Incomprehensible Bob Dylan Interviews of All Time |url=https://www.vulture.com/2007/10/the_ten_most_incomprehensible.html |access-date=2024-07-23 |website=Vulture}}

|George Lincoln Rockwell

|Arthur Schlesinger, Jr.

|Mike Nichols

|Ralph Ginzburg

|H. L. Hunt

|Timothy Leary

|Mel Brooks

|Norman Thomas

|Sammy Davis Jr.

1967{{Cite web |title=Playboy Archive 1967 |url=https://www.iplayboy.com/issues/1967 |access-date=2024-07-22 |website=Playboy {{!}} The Complete Archive}}

!Interview

|Fidel Castro

|Mark Lane

|Orson Welles

|Arnold Toynbee

|Woody Allen

|(none)

|Michael Caine

|F. Lee Bailey

|John V. Lindsay

|Jim Garrison

|Michelangelo Antonioni

|Johnny Carson

1968{{Cite web |title=Playboy Archive 1968 |url=https://www.iplayboy.com/issues/1968 |access-date=2024-07-22 |website=Playboy {{!}} The Complete Archive}}

!Interview

|Norman Mailer

|Jim Brown

|Truman Capote

|Charles Percy

|Masters and Johnson

|John Kenneth Galbraith

|Paul Newman

|(none)

|Stanley Kubrick

|Ralph Nader

|Don Rickles

|(none)

1969{{Cite web |title=Playboy Archive 1969 |url=https://www.iplayboy.com/issues/1969 |access-date=2024-07-22 |website=Playboy {{!}} The Complete Archive}}

!Interview

|Martin Luther King Jr.{{Cite web |date=2022-06-28 |title=7 of the Best Playboy Magazine Interviews of All Time {{!}} Cool Material |url=https://coolmaterial.com/lifestyle/entertainment/best-playboy-magazine-interviews-of-all-time/ |access-date=2024-07-22 |website=coolmaterial.com}}

|Mort Sahl

|Marshall McLuhan

|Allen Ginsberg

|Bill Cosby

|Gore Vidal

|Rod Steiger

|Ramsey Clark

|(none)

|Rowan and Martin

|Jesse Jackson

|Joe Namath

1970–1979

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!

!January

!February

!March

!April

!May

!June

!July

!August

!September

!October

!November

!December

1970{{Cite web |title=Playboy Archive 1970 |url=https://www.iplayboy.com/issues/1970 |access-date=2024-07-22 |website=Playboy {{!}} The Complete Archive}}

!Interview

|Raquel Welch

| (none)

|Ray Charles

|Mary Calderone

|William F. Buckley Jr.

|Tiny Tim

|Joan Baez

|Paul R. Ehrlich

|Peter Fonda

|William Kunstler

|Elliott Gould

|Robert Graves

1971{{Cite web |title=Playboy Archive 1971 |url=https://www.iplayboy.com/issues/1971 |access-date=2024-07-22 |website=Playboy {{!}} The Complete Archive}}

!Interview

| (none)

|Tom Murton

|Dick Cavett

|(none)

|John Wayne

|Albert Speer

|John Cassavetes

|George McGovern

|Jules Feiffer

|Charles Evers

|Allen Klein

|Roman Polanski

1972{{Cite web |title=Playboy Archive 1972 |url=https://www.iplayboy.com/issues/1972 |access-date=2024-07-22 |website=Playboy {{!}} The Complete Archive}}

!Interview

|Germaine Greer

|R. Buckminster Fuller

|Saul Alinsky

|Jack Nicholson

|Howard Cosell

|Jackie Stewart

|Anthony Herbert

|Sam Peckinpah

|Bernadette Devlin

|Meir Kahane

|Jack Anderson

|Yevgeny Yevtushenko

1973{{Cite web |title=Playboy Archive 1973 |url=https://www.iplayboy.com/issues/1973 |access-date=2024-07-22 |website=Playboy {{!}} The Complete Archive}}

!Interview

|Carroll O'Connor

|Milton Friedman

|Joe Frazier

|Tennessee Williams

|Huey Newton

|Walter Cronkite

|Kurt Vonnegut Jr.

|David Halberstam

|(none)

|Pete Rozelle

|James Dickey

|Bob Hope

1974{{Cite web |title=Playboy Archive 1974 |url=https://www.iplayboy.com/issues/1974 |access-date=2024-07-22 |website=Playboy {{!}} The Complete Archive}}

!Interview

|Hugh Hefner

|Clint Eastwood

|Groucho Marx

|Jane Fonda, Tom Hayden

|Henry Aaron

|Elmo Zumwalt

|Barry Commoner

|Erich von Däniken

|Anthony Burgess

|Al Goldstein

|Hunter Thompson

|Robert Redford

1975{{Cite web |title=Playboy Archive 1975 |url=https://www.iplayboy.com/issues/1975 |access-date=2024-07-22 |website=Playboy {{!}} The Complete Archive}}

!Interview

|John Dean

|Mel Brooks

|Billie Jean King

|Dustin Hoffman

|William E. Simon

|Joseph Heller

|Francis Ford Coppola

|Philip Agee

|Erica Jong

|Cher

|Muhammad Ali

|Jimmy Hoffa

1976{{Cite web |title=Playboy Archive 1976 |url=https://www.iplayboy.com/issues/1976 |access-date=2024-07-22 |website=Playboy {{!}} The Complete Archive}}

!Interview

|Elton John

|James Caan

|Norman Lear

|Jerry Brown

|Abbie Hoffman

|Sara Jane Moore

|Karl Hess

|Robert Altman

|David Bowie

|Roone Arledge

|Jimmy Carter

|O. J. Simpson

1977{{Cite web |title=Playboy Archive 1977 |url=https://www.iplayboy.com/issues/1977 |access-date=2024-07-22 |website=Playboy {{!}} The Complete Archive}}

!Interview

|Alex Haley

|Keith Stroup

|Pat Moynihan

|Gary Gilmore

|Cast of Saturday Night Live

|Robert Blake

|Andrew Young

|Henry Winkler

|James Earl Ray

|Barbra Streisand

|Henry Kyemba

|John Denver

rowspan="2" |1978{{Cite web |title=Playboy Archive 1978 |url=https://www.iplayboy.com/issues/1978 |access-date=2024-07-22 |website=Playboy {{!}} The Complete Archive}}

!Interview

|Playboy Panel: UFOs

|Don Meredith

|Bob Dylan

|David Frost

|Anita Bryant

|George Burns

|William Colby

|Ted Turner

|Sylvester Stallone

|Dolly Parton

|Geraldo Rivera

|John Travolta

20Q

| colspan="9" |"20Q" begins October 1978:

|Cheryl Tiegs

|(none)

|(none)

rowspan="2" |1979{{Cite web |title=Playboy Archive 1979 |url=https://www.iplayboy.com/issues/1979 |access-date=2024-07-22 |website=Playboy {{!}} The Complete Archive}}

!Interview

|Marlon Brando

|Neil Simon

|Ted Patrick

|Malcolm Forbes

|Wendy/Walter Carlos

|Dennis Kucinich

|Joseph Wambaugh

|Edward Teller

|Pete Rose

|Burt Reynolds

|Masters and Johnson

|Al Pacino

20Q

|(none)

|(none)

|(none)

|(none)

|Dan Rather

|(none)

|(none)

|Frank Langella

|(none)

|(none)

|(none)

|(none)

1980–1989

class="wikitable"

!

!

!January

!February

!March

!April

!May

!June

!July

!August

!September

!October

!November

!December

rowspan="2" |1980{{Cite web |title=Playboy Archive 1980 |url=https://www.iplayboy.com/issues/1980 |access-date=2024-07-22 |website=Playboy {{!}} The Complete Archive}}

!Interview

|Steve Martin

|Patrick Caddell

|Terry Bradshaw

|Linda Rondstat

|Gay Talese

|John Anderson

|Bruce Jenner

|William Shockley

|Roy Scheider

|G. Gordon Liddy

|Larry Hagman

|George C. Scott

20Q

| (none)

| (none)

|Shelley Hack

| (none)

| (none)

| (none)

|George Hamilton

| (none)

| (none)

| (none)

|Michael Douglas

|Truman Capote

rowspan="2" |1981{{Cite web |title=Playboy Archive 1981 |url=https://www.iplayboy.com/issues/1981 |access-date=2024-07-22 |website=Playboy {{!}} The Complete Archive}}

!Interview

|John Lennon / Yoko Ono

|Tom Snyder

|James Garner

|Ed Asner

|Elisabeth Kubler-Ross

|Steve Garvey

|Robert Garwood

|George Gilder

|James Michener

|Donald Sutherland

|Oriana Fallaci

|Henry Fonda

20Q

| (none)

| (none)

|Lauren Hutton

| (none)

|John DeLorean

|Jack Lemmon

| (none)

|Joan Rivers

| (none)

| (none)

| (none)

|John Kenneth Galbraith

rowspan="2" |1982{{Cite web |title=Playboy Archive 1982 |url=https://www.iplayboy.com/issues/1982 |access-date=2024-07-22 |website=Playboy {{!}} The Complete Archive}}

!Interview

|George Carlin

|Lech Walesa

|Patricia Hearst

|Edward Koch

|Billy Joel

|Sugar Ray Leonard

|Bette Davis

|Akio Morita

|Cheech and Chong

|Robin Williams

|Luciano Pavorotti

|Julie Andrews, Blake Edwards

20Q

|John Matuszak

|Karen Allen

|Louis Rukeyser

|James Woods

|SCTV

|Brandon Tartikoff

|Stevie Nicks

|Mariette Hartley

|Tom Petty

|John Le Boutillier

|Frank and Moon Unit Zappa

|(none)

rowspan="2" |1983{{Cite web |title=Playboy Archive 1983 |url=https://www.iplayboy.com/issues/1983 |access-date=2024-07-22 |website=Playboy {{!}} The Complete Archive}}

!Interview

|Dudley Moore

|Gabriel García Márquez

|Sam Donaldson

|Paul Newman

|Ansel Adams

|Stephen King

|Earl Weaver

|Ted Turner

|The Sandinistas, Daniel Ortega

|Cast of Hill Street Blues

|Kenny Rogers

|Tom Selleck

20Q

|Herschel Walker

|Yakov Smirnoff

|Arthur Jones

|Al McGuire

|Charlton Heston

|Debra Winger

|Carrie Fisher

|Jan Stephenson

|Randy Newman

|Joe Piscopo

|Bubba Smith

|(none)

rowspan="2" |1984{{Cite web |title=Playboy Archive 1984 |url=https://www.iplayboy.com/issues/1984 |access-date=2024-07-22 |website=Playboy {{!}} The Complete Archive}}

!Interview

|Dan Rather

|Paul Simon

|Moses Malone

|Joan Collins

|Calvin Klein

|Jesse Jackson

|Walid Jumblatt

|Bobby Knight

|Shirley MacLaine

|David Letterman

|José Napoleón Duarte

|Paul and Linda McCartney

20Q

|(none)

|Shelley Long

|(none)

|Martin Mull

|(none)

|Siskel and Ebert

|Fran Lebowitz

|Kurt Russell

|(none)

|Jack LaLanne

|Leigh Steinberg

|(none)

rowspan="2" |1985{{Cite web |title=Playboy Archive 1985 |url=https://www.iplayboy.com/issues/1985 |access-date=2024-07-22 |website=Playboy {{!}} The Complete Archive}}

!Interview

|Goldie Hawn

|Steve Jobs

|Cast of 60 Minutes

|Wayne Gretzky

|Boy George

|Sparky Anderson

|Rob Reiner

|Fidel Castro

|John Huston

|John DeLorean

|Sting

|Bill Cosby

20Q

|Diane Lane

|Brian De Palma

|Bob Giraldi

|Joel Hyatt

|Marvin Hagler, Thomas Hearns

|Tom Watson

|Jamie Lee Curtis

|Ron Howard

|Billy Crystal

|Rosanna Arquette

|Don Johnson, Philip Michael Thomas

|Huey Lewis

rowspan="2" |1986{{Cite web |title=Playboy Archive 1986 |url=https://www.iplayboy.com/issues/1986 |access-date=2024-07-22 |website=Playboy {{!}} The Complete Archive}}

!Interview

|Ruth Westheimer

|Michael Douglas

|Sally Field

|Jeffrey MacDonald

|Kathleen Turner

|Kareem Abdul-Jabbar

|Arthur C. Clarke

|Jackie Gleason

|Carl Bernstein

|Phil Collins

|Joan Rivers

|Bryant Gumbel

20Q

|Jay Leno

|Anthony Pellicano

|David Byrne

|(none)

|Kim Basinger

|Al Unser, Sr., Al Unser, Jr.

|Tom Cruise

|Sigourney Weaver

|Gregory Hines

|Jim McMahon

|David Horowitz

|Koko

rowspan="2" |1987{{Cite web |title=Playboy Archive 1987 |url=https://www.iplayboy.com/issues/1987 |access-date=2024-07-22 |website=Playboy {{!}} The Complete Archive}}

!Interview

|Don Johnson

|Mickey Rourke

|Lionel Richie

|Louis Rukeyser

|Prince Norodom Sihanouk

|Whoopi Goldberg

|Wade Boggs

|Imelda and Ferdinand Marcos

|John Sculley

|General Richard Secord

|Daniel Ortega

|Gore Vidal

20Q

|Max Headroom

|Ed Begley Jr.

|Bob Vila

|Rae Dawn Chong

|Barbara Hershey

|Michael J. Fox

|Garry Shandling

|David Lee Roth

|Penn And Teller

|Bob Uecker

|Kelly McGillis

|Justine Bateman

rowspan="2" |1988{{Cite web |title=Playboy Archive 1988 |url=https://www.iplayboy.com/issues/1988 |access-date=2024-07-22 |website=Playboy {{!}} The Complete Archive}}

!Interview

|Arnold Schwarzenegger

|Oliver Stone

|Billy Crystal

|Tom Clancy

|Don King

|Chevy Chase

|Paul Hogan

|Harvey Fierstein

|Yasser Arafat

|Roger Craig

|Bruce Willis

|Cher

20Q

|Susan Dey

|Harold Washington

|Tom Waits

|Harrison Ford

|Teri Garr

|Theresa Russell

|Judge Reinhold

|Harry Edwards

|Tracey Ullman

|Morton Downey Jr.

|John Cleese

|Gene Simmons

rowspan="2" |1989{{Cite web |title=Playboy Archive 1989 |url=https://www.iplayboy.com/issues/1989 |access-date=2024-07-22 |website=Playboy {{!}} The Complete Archive}}

!Interview

|Robert De Niro

|Bob Woodward

|Tom Hanks

|The I.R.A.

|Susan Sarandon

|Edward James Olmos

|Barry Diller

|John Cougar Mellencamp

|Keith Hernandez

|Keith Richards

|Garry Kasparov

|Candice Bergen

20Q

|(none)

|Andrea Marcovicci

|Fred Dryer

|Mario Lemieux

|Richard Lewis

|Nicolas Cage

|William Shatner

|John Candy

|Jeff Daniels

|Geena Davis

|Bonnie Raitt

|Patti D'Arbanville

1990–1999

class="wikitable"

!

!

!January

!February

!March

!April

!May

!June

!July

!August

!September

!October

!November

!December

rowspan="2" |1990{{Cite web |title=Playboy Archive 1990 |url=https://www.iplayboy.com/issues/1990 |access-date=2024-07-22 |website=Playboy {{!}} The Complete Archive}}

!Interview

|Tom Cruise

|Eddie Murphy

|Donald Trump

|Stephen Hawking

|Dave Barry

|Cast of thirtysomething

|Quincy Jones

|Larry King

|Rickey Henderson

|Shintaro Ishihara

|Leona Helmsley

|Jay Leno

20Q

|Andrew Dice Clay

|Dwight Yoakam

|Dennis Hopper

|John Larroquette

|Jennifer Tilly

|Willy T. Ribbs

|Matt Groening

|Dana Carvey

|Maury Povich

|Kiefer Sutherland

|Chuck D

|Elizabeth Perkins

rowspan="2" |1991{{Cite web |title=Playboy Archive 1991 |url=https://www.iplayboy.com/issues/1991 |access-date=2024-07-22 |website=Playboy {{!}} The Complete Archive}}

!Interview

|Lee Iacocca

|Gene Siskel, Roger Ebert

|M. Scott Peck

| Martin Scorsese

|George Steinbrenner

|Robert MacNeil and Jim Lehrer

|Spike Lee

|Daryl Gates

| Douglas Wilder

|Robert Maxwell

|Sean Penn

|Carl Sagan

20Q

|(none)

|Lena Olin

| (none)

|George Foreman

|Whitney Houston

|John Milius

|Eric Bogosian

|Robert Downey Jr.

|Danny Glover

|Camille Paglia

|Julia Roberts

|Joe Pesci

rowspan="2" |1992{{Cite web |title=Playboy Archive 1992 |url=https://www.iplayboy.com/issues/1992 |access-date=2024-07-22 |website=Playboy {{!}} The Complete Archive}}

!Interview

|Robin Williams

|Liz Smith

|Lorne Michaels

|Jonathan Kozol

|Michael Jordan

|Ralph Nader

|Michael Keaton

|Derek Humphry

|Betty Friedan

|Sister Souljah

|William Safire

|Sharon Stone

20Q

|Woody Harrelson

|Jennifer Jason Leigh

|Forest Whitaker

|Bobcat Goldthwait

|John Leguizamo

|Patrick Swayze

|Nicole Kidman

|Catherine Crier

|Dennis Miller

|Tim Robbins

|Patrick Stewart

|Helmut Newton

rowspan="2" |1993{{Cite web |title=Playboy Archive 1993 |url=https://www.iplayboy.com/issues/1993 |access-date=2024-07-22 |website=Playboy {{!}} The Complete Archive}}

!Interview

|Steve Martin

|Danny DeVito

|Anne Rice

|Frank Zappa

|Charles Barkley

|Roseanne & Tom Arnold

|Barry Bonds

|Dan Aykroyd

|Larry Kramer

|Jerry Seinfeld

|Joyce Carol Oates

|Rush Limbaugh

20Q

|Sean Young

|Tim Allen

|Laura Dern

|Cindy Crawford

|Giorgio Armani

|Rebecca De Mornay

|Rip Torn

|Scott Turow

|Sarah Jessica Parker

|Wesley Snipes

|Brian Dennehy

|Branford Marsalis

rowspan="2" |1994{{Cite web |title=Playboy Archive 1994 |url=https://www.iplayboy.com/issues/1994 |access-date=2024-07-22 |website=Playboy {{!}} The Complete Archive}}

!Interview

|David Letterman

|Pete Townshend

|Anthony Hopkins

|Howard Stern

|Ron Howard

|Garth Brooks

|Bill Gates

|Deion Sanders

|David Geffen

|Jerry Jones

|Christian Slater

|Garry Shandling

20Q

|Shaquille O'Neal

|Chris Berman

|Halle Berry

|Laurence Fishburne

|Denis Leary

|Fred Ward

|Michael Moriarty

|Dana Delany

|David Caruso

|Heather Locklear

|Quentin Tarantino

|Kelsey Grammer

rowspan="2" |1995{{Cite web |title=Playboy Archive 1995 |url=https://www.iplayboy.com/issues/1995 |access-date=2024-07-22 |website=Playboy {{!}} The Complete Archive}}

!Interview

|Jean-Claude Van Damme

|Tim Robbins

|Vladimir Zhirinovsky{{Cite web |title=From Russia, With Lust Zhirinovsky Puts The Moves On Playboy Writer, Translator At Interview {{!}} The Spokesman-Review |url=https://www.spokesman.com/stories/1995/feb/01/from-russia-with-lust-zhirinovsky-puts-the-moves/ |access-date=2024-07-28 |website=www.spokesman.com}}

|David Mamet

|Camille Paglia

|Joycelyn Elders

|Mel Gibson

|Berry Gordy

|Cindy Crawford

|Snoop Dogg

|Harvey Keitel

|George Foreman

20Q

|Tom Snyder

|David Spade

|Jon Stewart

|Samuel L. Jackson

|David Hasselhoff

|Tom Arnold

|Kurt Loder

|Dawn Steel

|Sandra Bullock

|Bill Maher

|G. Gordon Liddy

|Dominick Dunne

rowspan="2" |1996{{Cite web |title=Playboy Archive 1996 |url=https://www.iplayboy.com/issues/1996 |access-date=2024-07-22 |website=Playboy {{!}} The Complete Archive}}

!Interview

|Johnny Depp

|Bruce Willis

|John Travolta

|Salman Rushdie

|Ray Bradbury

|Dennis Miller

|James Carville

|Shaquille O'Neal

|Nicolas Cage

|Jay Leno

|Liam Neeson

|Mike Wallace

20Q

|Robin Quivers

|Harry Wu

|Dick Vitale

|Michael Madsen

|Lou Dobbs

|Julia Louis-Dreyfus

|Chazz Palminteri

|Heidi Fleiss

|Janeane Garofalo

|Jimmy Smits

|Chris O'Donnell

|Lisa Kudrow

rowspan="2" |1997{{Cite web |title=Playboy Archive 1997 |url=https://www.iplayboy.com/issues/1997 |access-date=2024-07-22 |website=Playboy {{!}} The Complete Archive}}

!Interview

|Whoopi Goldberg

|Lawrence Schiller

|Clint Eastwood

|Vincent Bugliosi

|Saul Bellow

|Dennis Rodman

|Anthony Edwards

|Bill Maher

|Christopher Walken

|Tommy Hilfiger

|Brett Favre

|Robert Downey Jr.

20Q

|Mike Judge

|Conan O'Brien

|Michael Jordan

|Vanessa Williams

|Lucy Lawless

|Julianna Margulies

|Jon Lovitz

|Norm Macdonald

|Chris Farley

|Téa Leoni

|Robert Wuhl

|Chris Rock

rowspan="2" |1998{{Cite web |title=Playboy Archive 1998 |url=https://www.iplayboy.com/issues/1998 |access-date=2024-07-22 |website=Playboy {{!}} The Complete Archive}}

!Interview

|Grant Hill

|Conan O'Brien

|Kevin Kline

|Joe Eszterhas

|Scott Adams

|Paul Reiser

|Jerry Springer

|Matt Drudge

|Daniel Patrick Moynahan

|Geraldo Rivera

|Mike Tyson

|David Duchovny

20Q

|Teri Hatcher

|Paul Thomas Anderson

|John Peterman

|Keith Olbermann

|Ben Stiller

|Yasir Arafat

|Craig Kilborn

|Bruce Willis

|Kevin Williamson

|Tori Spelling

|Drew Pinsky

|Gore Vidal

rowspan="2" |1999{{Cite web |title=Playboy Archive 1999 |url=https://www.iplayboy.com/issues/1999 |access-date=2024-07-22 |website=Playboy {{!}} The Complete Archive}}

!Interview

|Michael Crichton

|Emeril Lagasse

|Drew Carey

|Nick Nolte

|David Spade

|Samuel L. Jackson

|Barney Frank

|Albert Brooks

|Chris Rock

|Kevin Spacey

|Jesse Ventura

|Ben Affleck

20Q

|Kirstie Alley

|The Motley Fool

|Gerry Adams

|David Schwimmer

|Ashley Judd

|Christina Applegate

|Michael Moore

|Lucy Liu

|Jeri Ryan

|Joe Morgan

|George Jones

|Gina Gershon

2000–2009

class="wikitable"

!

!

!January

!February

!March

!April

!May

!June

!July

!August

!September

!October

!November

!December

rowspan="2" |2000

!Interview

|Hugh Hefner

|Jeff Bezos{{Cite web |title=One of Amazon's biggest challenges in its early days was solved by an obscure book about lichen {{!}} Business Insider India |url=https://www.businessinsider.in/one-of-amazons-biggest-challenges-in-its-early-days-was-solved-by-an-obscure-book-about-lichen/articleshow/63860057.cms |access-date=2024-07-22 |website=Business Insider}}

|Jon Stewart

|Rowland Evans, Robert Novak

|Pete Rose

|Trey Parker, Matt Stone

|George Clooney

|John Malkovich

|Jennifer Lopez

|Bob Costas

|Ben Stiller

|Drew Barrymore

20Q

|Rupert Everett

|Steven Van Zandt

|Cindy Margolis

|Barry White

|Michael Palin

|James Coburn

|Carson Daly

|Aimee Mann

|Seth Green

|Michael Johnson

|Neil LaBute

|Jakob Dylan

rowspan="2" |2001

!Interview

|Gary Johnson

|Vince McMahon

|Bobby Knight

|Metallica

|Tom Green

|Charlie Sheen

|Chris Matthews

|Tim Burton

|Dale Earnhardt Jr.

|Cast of The West Wing

|The Coen Brothers

|Will Smith

20Q

|Carol Alt

|Sela Ward

|Traci Lords

|Wyclef Jean

|Mariska Hargitay

|Edward Burns

|Johnny Knoxville

|Jon Bon Jovi

|Stanley Tucci

|Marg Helgenberger

|Will Ferrell

|Catherine Bell

rowspan="2" |2002

!Interview

|Brit Hume

|Gary Hart

|Allen Iverson

|Lennox Lewis

|Bill O'Reilly

|Curt Schilling

|Fred Durst

|Harrison Ford

|Larry Ellison

|Al Michaels

|Willie Nelson

|Denzel Washington

20Q

|Dan Patrick

|Hugh Jackman

|Jamie Foxx

|Sarah Silverman

|Milla Jovovich

|Oscar de la Hoya

|Chris Isaak

|Amanda Peet

|Lenny Kravitz

|Jamie Oliver

|Marshall Faulk

|Greg Kinnear

rowspan="2" |2003

!Interview

|Halle Berry

|Jimmy Kimmel

|Colin Farrell

|Jay-Z

|Billy Bob Thornton

|Mike Piazza

|Lisa Marie Presley

|Tobey Maguire

|Jon Gruden

|O.J.Simpson

|Quentin Tarantino

|John Cusack

20Q

|Ron Insana

|Bernie Mac

|Juliette Lewis

|Andy Richter

|Jorja Fox

|Nelly

|Rachel Weisz

|Charles Rangel

|Nicolas Cage

|Joe Rogan

|Bill Murray

|William H. Macy

rowspan="2" |2004

!Interview

|Jack Nicholson

|Kiefer Sutherland

|Jim Carrey

|50 Cent

|Johnny Depp

|Derek Jeter

|Michael Moore

|Matt Damon

|Google Guys

|Donald Trump

|Oliver Stone

|Bernie Mac

20Q

|Al Franken

|Dave Matthews

|William Petersen

|Kevin Smith

|Matthew Perry

|Jude Law

|Christina Applegate

|Spike Lee

|Terrell Owens

|Jimmy Fallon

|John Carmack

|Dustin Hoffman

rowspan="2" |2005

!Interview

|Toby Keith

|Nicole Kidman

|The Rock

|Les Moonves

|James Spader

|Lance Armstrong

|Owen Wilson

|Ewan McGregor

|Thomas L. Friedman

|George Carlin

|Jamie Foxx

|Pierce Brosnan

20Q

|James Caan

|Jolene Blalock

|Kid Rock

|Mena Suvari

|Vitali Klitschko

|Paul Giamatti

|Scarlett Johansson

|Kate Hudson

|Kurt Busch

|Ozzy Osbourne

|Steve Carell

|Al Pacino

rowspan="2" |2006

!Interview

|Mark Cuban

|Al Franken

|Kanye West

|Keanu Reeves

|Ozzie Guillen

|Shepard Smith

|Jerry Bruckheimer

|Denis Leary

|Michael Brown

|Ludacris

|Arianna Huffington

|Dixie Chicks

20Q

|Kate Beckinsale

|Hugh Laurie

|Franz Ferdinand

|Craig Ferguson

|Rebecca Romijn

|Jason Lee

|Dana White

|Luke Wilson

|Eva Longoria

|Johnny Knoxville

|Tenacious D

|Samuel L. Jackson

rowspan="2" |2007

!Interview

|T. Boone Pickens

|Simon Cowell

|Jeremy Piven

|Bill Maher

|Steve Nash

|Matt Groening

|Bruce Willis

|Chris Tucker

|Clive Owen

|Keith Olbermann

|Robert Redford

|Bill Richardson

20Q

|Ellen Pompeo

|Bettie Page

|Mariah Carey

|Will Arnett

|Fergie

|Don Rickles

|Danica Patrick

|Paul Rudd

|Jamie Pressly

|Ali Larter

|Matt Leinart

|Joaquin Phoenix

rowspan="2" |2008

!Interview

|Tina Fey

|Matthew McConaughey

|Garry Kasparov

|Chad Kroeger

|Fareed Zakaria

|Steve Carell

|Drew Pinsky

|Ben Stiller

|Dana White

|Pete Wentz

|Daniel Craig

|Hugh Jackman

20Q

|Helena Bonham Carter

|Rachel Bilson

|Charles Barkley

|Jenna Fischer

|Bob Saget

|Harvey Levin

|Lewis Black

|Selma Blair

|Anna Faris

|Kevin Connolly

|Chelsea Handler

|Rosario Dawson

rowspan="2" |2009

!Interview

|Richard Branson

|Hugh Laurie

|Kenny Chesney

|Seth Rogen

|Chuck Palahniuk

|Shia Labeouf

| colspan="2" |Alec Baldwin

|Seth MacFarlane

|Woody Harrelson

|Benicio Del Toro

|James Cameron

20Q

|Marston and Cooper Hefner

|Josh Holloway

|Flight Of The Concords

|Amy Smart

|Zachary Quinto

|Scott Boras

| colspan="2" |Judd Apatow

|Diane Kruger

|Shawne Merriman

|Tracy Morgan

|Quinton Jackson

2010–2025

class="wikitable"

!

!

!January

!February

!March

!April

!May

!June

!July

!August

!September

!October

!November

!December

rowspan="2" |2010

!Interview

| colspan="2" |Sean Combs

|John Mayer{{Cite magazine |last=Herrera |first=Monica |date=2010-02-10 |title=John Mayer's Sexually, Racially Charged Playboy Interview Sparks Outrage |url=https://www.billboard.com/music/music-news/john-mayers-sexually-racially-charged-playboy-interview-sparks-outrage-959433/ |access-date=2024-07-22 |magazine=Billboard}}

|Sarah Silverman

|Matthew Fox

|Michael Savage

|Cameron Diaz

|Cornel West

|Paul Reubens

|Josh Brolin

|Robert Downey Jr.

|Conan O'Brien

20Q

| colspan="2" |Guy Fieri

|Shaun White

|Will Forte

|B. J. Novak

|Russell Brand

|Stephen Moyer

|Michael Cera

|John Varvatos

|William Shatner

|Zach Galifianakis

|Olivia Wilde

rowspan="2" |2011

!Interview

|Frank Gehry

|Lamar Odom

|Deepak Chopra

|Helen Thomas

|Barney Frank

|Lawrence O'Donnell

|Justin Timberlake

|James Franco

|Steve Buscemi

|Paul Rudd

|Anthony Bourdain

|Craig Ferguson

20Q

|Chloë Sevigny

|Aziz Ansari

|Seth Green

|Josh Radnor

|Ed Helms

|Louis C.K.

|Jason Sudeikis

|Bryan Cranston

|Amber Heard

|Gordon Ramsay

|Rashida Jones

|Kaley Cuoco

rowspan="2" |2012

!Interview

| colspan="2" |Chris Wallace

|Paul Krugman

|Jon Hamm

|David Brooks

|Tom Cruise

| colspan="2" |Charlie Sheen

|Richard Dawkins

|Lee Child

|Stephen Colbert{{Cite web |last=Zakarin |first=Jordan |date=2012-10-23 |title=Stephen Colbert's 'Playboy' Interview: Super PAC, Family and Jon Stewart |url=https://www.hollywoodreporter.com/news/general-news/stephen-colberts-playboy-interview-super-381970/ |access-date=2024-07-22 |website=The Hollywood Reporter}}

|Quentin Tarantino

20Q

| colspan="2" |Nick Offerman

|David Cross

|Meghan McCain

|Chris Evans

|Rhys Ifans

| colspan="2" |Andy Samberg

|Joseph Gordon-Levitt

|Dax Shepard

|Krysten Ritter

|Padma Lakshmi

rowspan="2" |2013

!Interview

| colspan="2" |Matt Damon

|Jimmy Kimmel

|Clive Davis

|J. J. Abrams

|Ai Weiwei

| colspan="2" |Sean Hannity

|Tony Robbins

|Samuel L. Jackson

|Bernie Sanders

|Ray Kelly

20Q

| colspan="2" |Scott Speedman

|Chris Hardwick

|Lena Dunham

|Peter Dinklage

|Kevin Smith and Jason Mewes

| colspan="2" |Armie Hammer

|Bill Hader

|James Deen

|Idris Elba

|James Marsden

rowspan="2" |2014

!Interview

| colspan="2" |Ben Affleck

|Nick Denton

|Stan Lee

|Tony Hsieh

|Jonah Hill

| colspan="2" |Gary Oldman{{Cite web |last=McNary |first=Dave |date=2014-06-24 |title=Gary Oldman Blasts Hollywood Politics, Defends Mel Gibson and Alec Baldwin |url=https://variety.com/2014/film/news/gary-oldman-blasts-liberal-hollywood-defends-mel-gibson-and-alec-baldwin-1201243936/ |access-date=2024-07-31 |website=Variety}}

|James Spader

|David Fincher

|Brian Schweitzer

|Joaquin Phoenix

20Q

| colspan="2" |Patton Oswalt

|Ty Burrell

|Iggy Pop

|Kate Mara

|Kevin Hart

| colspan="2" |Marc Maron

|Frank Miller

|Rob Corddry

|David Walton

|Charlie Day

rowspan="2" |2015

!Interview

| colspan="2" |Dan Savage

|Vince Vaughn

|Dick Cheney

|Bill Maher

|Reza Aslan

| colspan="2" |Jeremy Renner{{Cite web |last= |first= |title=Jeremy Renner Opens Up About Divorce and Sexual Preference Rumors |url=https://abcnews.go.com/Entertainment/jeremy-renner-talks-sexual-preference-divorce/story?id=32127630 |access-date=2024-07-31 |website=ABC News}}

|Sanjay Gupta

|Joseph Gordon-Levitt

|Christoph Waltz

|Bryan Cranston

20Q

| colspan="2" |Nick Kroll

|Ben Schwartz

|Aubrey Plaza

|Josh Hartnett

|Charlie Gasparino

| colspan="2" |Lizzy Caplan

|Josh Grobin

|Jeff Garlin

|Daniel Radcliffe

|Billy Eichner

rowspan="2" |2016

!Interview

| colspan="2" |Ron Howard

|Rachel Maddow

|Don Cheadle

|Ray Kurzweil

|Trevor Noah

| colspan="2" |Ta-Nehisi Coates

|Andy Samberg

|Jason Dill

|Michael Hayden

|Billy Bob Thornton

20Q

| colspan="2" |

|

|

|

|

| colspan="2" |

|

|

|

|

rowspan="2" |2017

!Interview

| colspan="2" |Matthew McConaughey

| colspan="2" |Scarlett Johansson

| colspan="2" |Ezra Klein

| colspan="2" |Christopher Nolan

| colspan="2" |Patton Oswalt

| colspan="2" |Chelsea Handler

20Q

| colspan="2" |

| colspan="2" |

| colspan="2" |

| colspan="2" |

| colspan="2" |Halsey

| colspan="2" |

rowspan="2" |2018

!Interview

| colspan="2" |Christie Hefner

| colspan="2" |John Krasinski

| colspan="2" |Cecile Richards

| colspan="2" |Kathy Griffin

| colspan="2" |Michael Shannon

| colspan="2" |Tucker Carlson

20Q

| colspan="2" |Cillian Murphy

| colspan="2" |Jesse Plemons

| colspan="2" |Jim Jefferies

| colspan="2" |Lakeith Stanfield

| colspan="2" |Sofia Boutella

| colspan="2" |Charlie Cox

rowspan="2" |2019

!Interview

| colspan="3" |Sam Harris

| colspan="3" |Seth Ambramson

| colspan="3" |Tarana Burke

| colspan="3" |Jeremy O. Harris

20Q

| colspan="3" |

| colspan="3" |

| colspan="3" |

| colspan="3" |

rowspan="2" |2020

!Interview

| colspan="3" |Christiane Amanpour

| colspan="3" |Jameela Jamil

| colspan="6" |--

20Q

| colspan="3" |

| colspan="3" |

| colspan="6" |

rowspan="2" |2025

!Interview

| colspan="12" |Nikki Glaser

20Q

| colspan="12" |

References