1964/10 — Vol. 11 No. 10. 222 pages.

Contents include:

Playbill

Dear Playboy

Playboy After Hours

The Playboy Advisor

Playboy’s International Datebook — travel by Patrick Chase

The Playboy Forum

Playboy Interview: Cassius Clay

“Heavy Set” fiction by Ray Bradbury

Marco Polo’s Spices — pictorial

Rainbows in a Bucket — article by Vance Bourjaily

Instant Epitaphs — humor by Larry Siegel

“Requiem on the Moon” fiction by David Duncan

Playboy’s Fall & Winter Fashion Forecast — attire by Robert L. Green

“Sue Me Rich” fiction by Bernard Wolfe

Hail Britannia! — Playboy’s Playmate of the Month Rosemarie Hillcrest

Playboy’s Party Jokes — humor

The Pious Pornographers Revisited — article by William Iversen

“The Brass Telephone” fiction by Ken W. Purdy

Playboy’s Electronic Entertainment Wall — modern living

The 1965 Playboy Jazz Poll — jazz

Symbolic Sex — humor by Don Addis

Caught in the Act — satire by Jerry Yulsman

Music of the Absurd — opinion by James Bush

The Tutor Who Taught Too Well, Alas — ribald classic by Ser Giovanni

Chantilly — man at his leisure by Leroy Neiman

Playmates Revisited — 1962 — pictorial

“The Touched Nest” fiction by Prentiss Combs

On the Scene — personalities — 3 brief bios w/photos spread over 2 pages, this issue is Chet Baker, Dr. Theodore H. Maiman, and Bill Hartack

Little Annie Fanny — satire by Harvey Kurtzman and Will Elder

1962/09 — Vol. 9 No. 9. 208 pages.

Contents include:

Playbill

Dear Playboy

Playboy After Hours

The Playboy Advisor

Playboy Interview: Miles Davis

Stirling Moss – personality by Ken W. Purdy

The Sound of Hirsh – fiction by Leonard Michaels

Playboy’s Pigskin Preview – sports by Anson Mount

Wall Street in Crisis – article by J. Paul Getty

The Bloody Pulps – nostalgia by Charles Beaumont. This article looks back at classic pulps and mentions titles such as Doc Savage, The Shadow and The Spider

Hey, Look at Me! – fiction by Jack Finney

The Next Sound You Hear – article by Morton M. Hunt

Back to Campus – attire by Robert L. Green

Reining Beauty – Playboy’s Playmate of the Month Mickey Winters

Playboy’s Party Jokes – humor

The Apertif : An Appreciative Appraisal – drink by Thomas Mario

On the Scene – personalities Herb Gardner, Johnny Carson, Sonny Rollins

Romeo and Juliet – satire by Jules Feiffer

The Thin Red Line – fiction by James Jones Part 2

Beware of Hasty Marriage – satire by Shepherd Mead

Playboy Salutes Madison Avenue – satire

The One-Button Suit – attire by Robert L. Green

Full page Vargas girl illustration

The Devious Ways of Decius Mundus – ribald classic

Conversational Conveyances – humor by Phil Hahn and Paul Coker, Jr.

Playboy’s International Datebook – travel by Patrick Chase

1964/11 — Vol. 11 No. 11. 210 pages.

Contents include:

Playbill

Dear Playboy

Playboy After Hours

The Playboy Advisor

Playboy’s International Datebook — travel by Patrick Chase

The Playboy Forum

Playboy Interview: Governor George Wallace

The Playboy Panel: America’s Cultural Explosion — discussion

“Naked in Xanadu” fiction by Ray Russell

Vacation in Style — attire by Robert L. Green

“The Pirates of Padre Island” fiction by Michael O’Connell

“The Pool” fiction by Jack Sharkey

The Playboy Cars — 1965 -modern living by Ken W. Purdy

Fine Art, the Finest Investment — article by J. Paul Getty

Hallelujah, The HIlls — Playboy’s Playmate of the Month Kai Brendlinger

Playboy’s Party Jokes — humor

The Cuisine of Castile — food by Thomas Mario

Beyond Centaurus — article by Arthur C. Clarke

A Short History of Shaves and Haircuts — article by William Iversen

The Marriage Counselor — humor by John Dempsey

The Girls of Germany — pictorial essay

The Mark of a Master — ribald classic

“Running Man” fiction by Herbert Gold

Playboy’s Preview of Presents Perfect — gifts

Playmates Revisited — 1963 — Pictorial

Anatomy of a Teevee Jeebie — satire by Shel Silverstein

On the Scene — personalities — 3 brief bios w/photos spread over 2 pages, this issue is Les Crane, Bill Moyers, Allan Sherman

The Playboy Art Gallery: Whistler’s Mother — humor by Jim Beaman

Our Friend Marsha — satire by Jules Feiffer

1963/02 — Vol. 10 No. 2. 146 pages.

Contents include:

Playbill

Dear Playboy

Playboy After Hours

The Playboy Advisor

Playboy Interview: Frank Sinatra – candid conversation

The Playboy Philosophy: Part 3 – editorial by Hugh Hefner

Stiff Upper Lip, Jeeves! – Part 1 of a new novelette by P.G. Wodehouse

Those American Virgins – travel by A.C. Spectorsky

The New Deal – fiction by Charles Einstein

The Pedestal – humor by Claude

A Playmate Pillow Fight – pictorial

Beyond Gravity – article by Arthur C. Clarke

Golden Girl – Playboy’s Playmate of the Month Toni Ann Thomas

Playboy’s Party Jokes – humor

The 1963 Playboy All-Stars – jazz by Nat Hentoff

Sounds of ’63 – modern living

How to Train Your First Wife – satire by Shepherd Mead

The Chicks of Cleopatra – pictorial

Full page Vargas Girl Color Illustration

The Wily Ways of a Diligent Salesman – ribald classic

The Perfect Alibi – fiction by Mike McGrady and Joe Hickey

From Collar to Cuffs – attire by Robert L. Green

The Bunch – satire by Jules Feiffer

The Right Wing – debate with Norman Mailer and William F. Buckley

Playboy’s International Datebook -travel by Patrick Chase

1964/12 — Vol. 11 No. 11. 292 pages.

Contents include:

Playbill

Dear Playboy

Playboy After Hours

The Playboy Advisor

Playboy’s International Datebook — travel by Patrick Chase

The Playboy Forum

The Playboy Philosophy –editorial by Hugh M. Hefner

Playboy Interview: Ian Fleming

Gifting the Girls — by Robert L. Green

“Once, In Aleppo” fiction by Irwin Shaw

The Catered Christmas Affair — food & drink by Thomas Mario

Words of a Native Son — soliloquy by James Baldwin

The Christmas Carol Caper — humor by William Iversen

Baker in the Budoir — Carroll Baker pictorial

The French Myth — opinion by Joseph Wechsberg

“Sauve Qui Peut” fiction by Lawrence Durrell

“The Hunters” fiction by Gerald Kersh

Word Play — satire by Robert Carola

Happiness Is Just a Thing Called Jo — Playboy’s Playmate of the Month Jo Collins

Playboy’s Party Jokes — humor

Waldo Grebb and His Electric Baton — memoir by Jean Shepherd

The Lido — man at his leisure by Leroy Neiman

The Pursuit of Unhappiness — opinion by Joseph Wood Krutch

Five Yuletide Vacations — travel

Semantics and the Cold War — opinion by Bertrand Russell

“Velvet and Apollo” fiction by Frederic Morton

Playboy’s Christmas Cards — verse by Judith Wax and Larry Siegel

Readers’ Choice — pictorial of ten favorite Playmates from Playboy’s first ten years

The Virgin’s Cup — ribald classic by Petofi

Merry Christmas! — gifts

“The Mission” fiction by Hugh Nissenson

Macbeth the Knife — satire by Ray Russell

On the Scene — personalities — 3 brief bios w/photos spread over 2 pages, this issue is Jack Jones, Godfrey Cambridge, and Bill Mauldin

“The Dot and Dash Bird” fiction by Bernard Wolfe

Around the World with Teevee Jeebies — satire

The Playboy Art Gallery — humor by Jim Beaman

Hostileman — satire by Jules Feiffer

Little Annie Fanny — satire by Harvey Kurtzman and Will Elder

1963/06 — Vol. 10 No. 6. 198 pages.

Contents include:

Playbill

Dear Playboy

Playboy After Hours

The Playboy Advisor

Playboy Interview: Billy Wilder – candid conversation

The Playboy Philosophy: Part 7 – editorial by Hugh Hefner

Harry, the Rat with Women – Part One of a novel by Jules Feiffer

The Queen’s Own Evaders – fiction by Ray Bradbury

Smorrebrod – food by Thomas Mario

Skin Deep – fiction by Brian Renvelaw

Folk, Folkum and the New Citybilly – article by Nat Hentoff

Symbolic Sex – humor by Don Addis

A Style of Her Own – Playboy’s Playmate of the Month Connie Mason

Playboy’s Party Jokes – humor

The Right Time – attire by Robert L. Green

On Her Majesty’s Secret Service – Conclusion of a novel by Ian Fleming

The Nudest Jayne Mansfield – pictorial

Requiem for Holidays – nostalgia by Charles Beaumont

Playboy’s Gifts for Dads and Grads – gifts

The Cost of the Cure – ribald classic by Petronius

The Greatest Teevee Jeebies Ever Told – satire by Shel Silverstein

How to Save Money on Your Wife’s Clothing – satire by Shepherd Mead

Playboy’s International Datebook -travel by Patrick Chase

1965/01 — Vol. 12 No. 1. 238 pages.

Contents include:

Playbill

Dear Playboy

Playboy After Hours

The Playboy Advisor

Playboy’s International Datebook — travel by Patrick Chase

The Playboy Forum

The Playboy Philosophy — editorial by Hugh M. Hefner

Playboy Interview: Martin Luther King

“The Eye” – Fiction by Vladimir Nabokov

A Hypothetical History of Harems — Pictorial

“Bingo Bans the Bomb” — Ficiton by P.G. Wodehouse

Seeing Is Believing — Article by Terry Southern

Political Conventions as Showbiz — Article by Budd Schulberg

Remembrances of Things Future — Credo by Ray Bradbury

Retroactive New Year’s Resolutions — Humor

The Age of Overbreed — Article by Sir Julian Huxley

I Don’t Get It — Humor by William Saroyan

Progressive Dinner Party — Food/Fashion by Thomas Mario & Robert L. Green

The Not-So-Classic Classics — Opinion by Mortimer Alder

Designing Female – Playboy’s Playmate of the Month Sally Duberson

Playboy’s Party Jokes

“Tea Party” — Fiction by Harold Pinter

Uncle Shelby’s Kiddie Corner — Humor by Shel Silverstein

The Psychology of Personnel Management – Article by J. Paul Getty

“Good Blonde” – Fiction by Jack Kerouac

Eleventh-Hour Santa – Gifts

Wag Dogs Tales – Humor by Bennet Cerf

Joe – Nostalgia by Jed Harris

“Dial ‘F’ For Frankenstein” – Fiction by Arthur C. Clarke

Symbolic Sex – Humor by Don Addis

Playboy’s Playmate Review – Pictorial

The Trial of a True Friend – Ribald Classic by Shaykh Al-Nefzawi

Beatle in the Bull Ring – Article by Kenneth Tynan

My War With the Machines – Humor by Woody Allen

My Fair Teevee Jeebies – Satire

Hostileman – Satire by Jules Feiffer

On the Scene – Personalities features brief biographies with black & white photos of three personalities of the time over two pages, this issue: Soichiro Honda, Vittorio Gassman, and Edwin D. Etherington

The Playboy Art Gallery – Humor by Jim Beaman

Little Annie Fanny — Satire by Harvey Kurtzman and Will Elder

1963/07 — Vol. 10 No. 8. 152 pages.

Contents include:

Playbill

Dear Playboy

Playboy After Hours

The Playboy Advisor

The Playboy Panel: 1984 and Beyond – discussion is the first part of a series featuring opinions of several science fiction writers, Poul Anderson, Isaac Asimov, James Blish, Ray Bradbury, Algis Budrys, Arthur C. Clarke, Robert A. Heinlein, Frederik Pohl, Rod Serling, Theodore Sturgeon, William Tenn, and A.E. Van Vogt. Includes a small photo of each.

The Playboy Forum

The Playboy Philosophy: Part 8 – editorial by Hugh Hefner

A Night in the Byzantine Palace – fiction by Ray Russell

Rum’s the Word – drink by Thomas Mario

Change of Plan – fiction by Ken W. Purdy

Small Boats for Fun Afloat – modern living

Harry, the Rat with Women – conclusion of a novel by Jule Feiffer

Summertime Idyl – Playboy’s Playmate of the Month Carrie Enwright

Playboy’s Party Jokes – humor

The Sabbats of Satan – article by E.V. Griffith

Two on the Nile – attire by Robert L. Green

Letitia – memoir by Ben Hecht

The Bunnies – pictorial

Air France – man at his leisure by Leroy Neiman

Full Page Vargas Girl Color Illustration

The Way of a Traveling Man – ribald classic

The Road to Teevee Jeebies – satire by Shel Silverstein

How to Select Your Second Wife – satire by Shepherd Mead

On the Scene – personalities Cassius Clay, Edward Albee, Peter Falk

Little Annie Fanny – satire by Harvey Kurtzman and Will Elder

Playboy’s International Datebook -travel by Patrick Chase

1965/01 — Vol. 12 No. 1. 238 pages.

Contents include:

Playbill

Dear Playboy

Playboy After Hours

The Playboy Advisor

Playboy’s International Datebook — travel by Patrick Chase

The Playboy Forum

The Playboy Philosophy — Editorial by Hugh M. Hefner

Playboy Interview — Martin Luther King

“The Eye” — Fiction by Vladimir Nabokov (Part 1)

A Hypothetical History of Harems — Pictorial

“Bingo Bans the Bomb” — Fiction by P.G. Wodehouse

Seeing Is Believing — Article by Terry Southern

Political Conventions as Showbiz — Article by Budd Schulberg

Remembrances of Things Future — Credo by Ray Bradbury

Retroactive New Year’s Resolutions — Humor

The Age of Overbreed — Article by Sir Julian Huxley

I Don’t Get It — Humor by William Saroyan

Progressive Dinner Party — Food/Fashion by Thomas Mario and Robert L. Green

The Not-So-Classic Classics — Opinion by Mortimer Adler

Designing Female — Playboy’s Playmate of the Month Sally Duberson

Playboy’s Party Jokes — Humor

“Tea Party” — Fiction by Harold Pinter

Uncle Shelby’s Kiddie Corner — Humor by Shel Silverstein

The Psychology of Personnel Management — Article by J. Paul Getty

“Good Blonde” — Fiction by Jack Kerouac

Eleventh-Hour Santa — Gifts

Wag Dogs Tales — Humor by Bennet Cerf

Joe — Nostalgia by Jed Harris

“Dial ‘F’ for Frankenstein” — Fiction by Arthur C. Clarke

Symbolic Sex — Humor by Don Addis

Playboy’s Playmate Review — Pictorial

The Trial of a True Friend — Ribald Classic by Shaykh Al Nefzawi

Beatle in the Bull Ring — Article by Kenneth Tynan

My War With the Machines — Humor by Woody Allen

My Fair Teevee Jeebies — Satire

Hostileman — Satire by Jules Feiffer

On the Scene — Personalities features brief biographies with black & white photos of three personalities of the time over two pages, this issue: Soichiro Honda – Vittorio Gassman – Edwin D. Etherington

The Playboy Art Gallery — Humor by Jim Beaman

Little Annie Fanny — Satire by Harvey Kurtzman and Will Elder