MAD Magazine Letter Pages Recurring Features
Envelope of the Month
in Order of Appearance in Regular Issues
| Letter Title | Description | Issue / Date |
|---|---|---|
| Rabbit Punch |  Picture of Alfred substitutes for MAD’s New York address and makes it to them from Los Angeles with no problem. Take that! Playboy bunny. |
65 — Sep 1961 |
| No Address Given | New Zealander successfully tries the Alfred picture as address stunt. | 79 — Jun 1963 |
| Addressee Known | The postal service passes the test a third time when Richland, Washington sender sends a letter to MAD using just Alfred’s face. | 135 — Jun 1970 |
| Envelope of the Month | Drawing of Bill Gaines holding a card with office address. | 278 — Apr 1988 |
| Envelope of the Month | Smiling Bill Gaines with Alfred button holds a wine bottle after a big meal. | 287 — Jun 1989 |
| Envelope of the Month | Prehistoric Gaines with dinosaur may have carved a MAD logo in stone with his club. | 291 — Dec 1989 |
| Envelope of the Month | MAD’s address is printed on the back of Alfred’s trenchcoat he’s opening to flash Gaines, DeBartolo, Berg, Jaffee and Aragones (reference to #257). | 294 — Apr 1990 |
| Envelope of the Month | Alfred E. Simpson leans on his skateboard and says, “What, me have a cow?” | 301 — Mar 1991 |
| Envelope of the Month | Writer congratulates MAD on their 300th issue, borrows Alfred from It’s a World, World, World, World MAD paperback. | 302 — Apr 1991 |
| Envelope of the Month | Duck Edwing style cannibal roasts Bill Gaines in “The Probable Publisher’s Problem.” | 308 — Jan 1992 |
| Envelope of the MonthPart II | Nurse prepares to sponge bath an old-age Alfred hooked up to an IV drip, heart monitor and oxygen. | 308 — Jan 1992 |
| Envelopes of the MonthSpecial International Edition | Sword-brandishing Alfred from Greece and an Alfred E. Shamir from Israel | 313 — Sep 1992 |
| Envelope of the Month | Minimalistic White Spy reads a note with MAD’s address on it. | 316 — Jan 1993 |
| Envelope of the Month | Inexplicable fold-in involving Alfred and Dave Berg faces. | 320 — Jul 1993 |
| Envelope of the Month | Bill Clinton meets his long-lost twin brother Alfred. | 325 — Feb 1994 |
| Envelope of the Month | Congratulations on 500 months of MAD | 329 — Jul 1994 |
| Envelope of the Month | Alfredosaurus: monstrous creature features the faces of nine notable Alfreds | 332 — Dec 1994 |
| Big “Envelope of the Month” Blowout! | Three envelopes:
|
339 — Sep 1995 |
| Envelope of the Month | Jerry Garcia tribute with Alfred skull and “Gratefully MAD” shirt. | 342 — Jan 1996 |
| Envelope of the Month | Norwegian mountain farm scene of an Alfred cow being milked. | 343 — Mar 1996 |
| Envelope of the Month | Alfred dressed in a Holstein cow costume like Gateway’s computer box trademark. | 347 — Jul 1996 |
| Envelope of the Month | Spy vs Spy, a Zeppelin and Bill Gaines picking his nose | 353 — Jan 1997 |
| Envelope of the Month | Han Solo Alfred is frozen in carbonite from The Empire Strikes Back. | 358 — Jun 1997 |
| Envelope of the Month | Collage of Alfred pieces and MAD logos done up in a sort of sixties pop-art style. | 363 — Nov 1997 |
| Envelope of the Month | Pour milk over Alfred E. Neuman cereal and it says, “Subscribe to MAD Magazine.” | 370 — Jun 1998 |
| The Spies shed a tear over the grave of their creator, Antonio Prohias. | 371 — Jul 1998 | |
| Envelope of the Month | Through a drawing of Jack Nicholson, a distant relative of the late Will Sampson, Chief from One Flew Over The Cuckoo’s Nest, calls a supposed picture of Will in a Celebrity Snaps contest from #374 bogus. | 378 — Feb 1999 |
| Envelope of the Month | Alfred wears a hat the editors call “old-time French Foreign Legion prison garb.” | 382 — Jun 1999 |
| MAD Celebrity Snaps | Fan sends a picture of herself with Jerry Springer, not only gets that Celebrity Snap printed, but her envelope art featuring Alfred printed too! | 390 — Feb 2000 |
| Envelope of the Month | Homage to the late Don Martin using Digs Deeper paperback art. | 396 — Aug 2000 |
| Envelope of the Month | Alfred is Super-President! | 399 — Nov 2000 |
| Envelope of the Month | William M. Gaines with Arthur the plant and some alfredo | 403 — Mar 2001 |
| Cheese Whizzes | In response to a cheese-related MAD question from the editors, reader sends answers in envelope decorated with cheese labels. | 411 — Nov 2001 |
| Envelope of the Month | Mermaid lays atop a purple MAD logo reading her treasure trove of MADs with a fish, crab and lobster. | 422 — Oct 2002 |
| Envelope of the Month | 50th birthday cake with Spy vs Spy and Alfred candles. | 425 — Jan 2003 |
| Envelope of the Month | White Spy discovers “The Plan” among Black Spy’s briefcase full of MADs, but sneaky Black Spy lights the TNT fuse in White Spy’s back pocket. | 430 — Jun 2003 |
| Envelope of the Month | The Spies launch a desert offensive against Saddam Neuman. | 431 — Jul 2003 |
| Envelope of the Month | “Having fun flying a remote controlled Alfred E. Neuman.” — Can’t say much more… | 435 — Nov 2003 |
| Envelope of the Month | A merging of SpongeBob SquarePants with MAD Magazine characters. | 436 — Dec 2003 |
| Stamp of Approval | Four examples of envelopes sent in response to MAD requesting an end to Jim Hutchings’ reign as printed envelope submission king:
|
438 — Feb 2004 |
| Envelope of the Month | Another attempt to displace Jim Hutchings has the markings of someone from an insane asylum (Flip the bird, Monroe, a zeppelin, Spies, Alfred), according to the editors. | 441 — May 2004 |
| Envelopes of the Month | A trio of Spy vs. Spy-themed envelopes:
|
442 — Jun 2004 |
| Envelope of the Month | “Billy!! — Are you reading MAD Magazine in class?!” “What? — Is this MAD Magazine? I thought it was my arithmetic textbook!” | 443 — Jul 2004 |
| Envelope of the Month | Alfred with two girlfriends, including one with an Arthur arm tattoo. | 445 — Sep 2004 |
| Envelope of the Month | Bitterman theme — “Don’t get MAD… Get bitter.” | 446 — Oct 2004 |
| Envelope of the Month | Bush vs. Kerry — “What, me decide?” | 447 — Nov 2004 |
| Envelope of the Month | Mount Rushmore replacements: Sam Viviano, Al Jaffee, Sergio Aragones, Richard Williams, Tom Richmond, Kelly Freas, Mort Drucker and Jack Davis | 451 — Mar 2005 |
| Envelope of the Month | More fun than a Barrel O’ Neumans… | 453 — May 2005 |
| Envelope of the Month | Four Monroe-related envelopes and postcards in honor of his 100th MAD appearance:
|
457 — Sep 2005 |
| Envelope of the Month | Alfred Harry Potter flies over Hogwarts on his Floor Sweeper 3000. | 460 — Dec 2005 |
| Envelope of the MonthS.V.U. (Special Victims Unit) | MAD prints a photo of an envelope that never made it to the offices featuring Alfred as a singing sunny-side-up fried egg. | 463 — Mar 2006 |
| Sub Crawl | Alfred tries to negotiate peace between the Spies. | 465 — May 2006 |
| Envelope of the Month | Gray Spy holds a couple strategically placed bombs with her minature rival White and Black Spies standing on each one. | 466 — Jun 2006 |
| MAD Envelope of the Month | Alfred shows off his enormous tongue used for licking MAD character postage stamps. | 467 — Jul 2006 |
| MAD Envelope of the Month | Howie Mandel makes the cover of a Deal or No Deal MAD. | 470 — Oct 2006 |
| Envelope of the Month | Hutchings vs. Handfield in an “Envelope of the Month” boxing/chess? competition. | 471 — Nov 2006 |
| Envelope of the Month | A pair of St. Patrick’s Day entries: Simple leprechaun Alfred with a four-leaf clover and one with leprechaun versions of the Spies, Monroe and Alfred. | 476 — Apr 2007 |
| Envelope of the Month | An audience of MAD characters watches Rosie O’Donnell pummel Donald Trump in the wrestling ring. Alfred officiates. | 479 — Jul 2007 |
| Envelope of the Month | Classic Star Trek bridge scene with Uhura, Spock and Alfred as (possibly) Chekov. | 480 — Aug 2007 |
| Envelope of the Month | Art Wars — The Envelope Strikes Back — More Handfield vs. Hutchings nonsense | 485 — Jan 2008 |
| Envelope of the Month | Spy mayhem with some wiring making a MAD logo. | 488 — Apr 2008 |
| Envelope of the Month | Spies fake each other out around a MAD logo. | 491 — Jul 2008 |
| Envelope of the Month | Pumped-up Monroe sports Alfred bicep tattoo. | 494 — Oct 2008 |
| Envelope of the Month | Perspective shot of Alfred’s lower face in foreground with trademark tooth gap, repulsed ladies in background make faces behind him. | 499 — Apr 2009 |
| Envelope of the Month | Alfred speeds along in his race car for the Indianapolis 500th Issue of MAD. | 500 — Jun 2009 |
| Envelope of the Month | Black and white Alfred tears through the envelope from his MAD world into ours. | 502 — Jan 2010 |
| Envelope of the Month | Daughter dedicates MAD character-covered envelope to her recently deceased mother. | 505 — Oct 2010 |
| Envelopes of the Month | Mad Hatter Alfred hosts a Mad tea party and the cast of Madmen get a Spy vs. Spy presentation from Alfred. | 506 — Dec 2010 |
| Envelope of the Month | Alfred E. Ninja complete with nunchucks bangs himself in the head. | 508 — Apr 2011 |
| Envelope of the Month | Hands clink champagne glasses as minature Spies battle from black and white sleeves. | 509 — Jun 2011 |
| Envelope of the Month | Aragones-style “The Shadow Knows” muscular MAD logo-lifter is actually a struggling skinny guy. | 510 — Aug 2011 |
| Envelope of the Month | Artist places MAD within the context of some interesting “Masterpieces of Mankind”: Sculpture of David, Citizen Kane, The Sopranos, Watchmen, The Mona Lisa, Hamlet, Ulysses, Clannad and South Park | 511 — Oct 2011 |
| Envelope of the Month | “Technicolor, graffiti-esque, Jaffee-centric” | 512 — Dec 2011 |
| Envelope of the Month | Colorful graffiti taken to a whole new level with a MAD logo in there if you really look for it. Bonus black and white stenciled Alfred head! | 515 — Jun 2012 |
| Envelope of the Month | Lotus-positioned Alfred gets “Homeo-Pathetic Medicine” involving “Electric Chockra Treatments.” Are those power lines or stink lines emanating from his body? | 521 — Jun 2013 |
| Envelope of the Month | Royals William and Kate with baby Alfred | 523 — Oct 2013 |
| Envelope of the Month | Guardians of the Parodies | 530 — Dec 2014 |
| Envelope of the Month | Doppelgänger Alfred assists “Weird Al” Yankovic with his guest editorial duties. | 533 — Jun 2015 |
| Envelope of the Issue | Alfred and the Spies arrives in Los Angeles. | 1 — Jun 2018 |
| Envelope of the Issue | Alfred E. Linebacker | 2 — Aug 2018 |
| Envelope of the Issue | Spy vs. Spy /  |
4 — Dec 2018 |
| Envelope of the Issue | LeBron James tells Alfred, “Bring it on Neuman.” | 5 — Feb 2019 |
| Envelope of the Month | Devil Donald Trump | 6 — Apr 2019 |
| Envelope of the Month | Ear-ringed Alfred front / Trump on back says “I’m MAD” | 7 — Jun 2019 |
| Envelope of the Month | Alfred becomes a muscular Shazam! | 8 — Aug 2019 |
Envelope of the Month — from #451, March 2005