| # | Issue | Date | Content and debuts |
| 389. |
Mad #389 |
January 2000 |
|
| 390. |
Mad #390 |
February 2000 |
|
| 391. |
Mad #391 |
March 2000 |
|
| 392. |
Mad #392 |
April 2000 |
|
| 393. |
Mad #393 |
May 2000 |
|
| 394. |
Mad #394 |
June 2000 |
|
| 395. |
Mad #395 |
July 2000 |
|
| 396. |
Mad #396 |
August 2000 |
|
| 397. |
Mad #397 |
September 2000 |
|
| 398. |
Mad #398 |
October 2000 |
|
| 399. |
Mad #399 |
November 2000 |
- $-MEN
- Totally Repulsed Live (TV Satire)
|
| 400. |
Mad #400 |
December 2000 |
- The Untold History of Mad Magazine
|
| 401. |
Mad #401 |
January 2001 |
- 20 Dumbest People, Events & Things of 2000
|
| 402. |
Mad #402 |
February 2001 |
|
| 403. |
Mad #403 |
March 2001 |
|
| 404. |
Mad #404 |
April 2001 |
|
| 405. |
Mad #405 |
May 2001 |
|
| 406. |
Mad #406 |
June 2001 |
|
| 407. |
Mad #407 |
July 2001 |
- Sluts in the City (TV Satire)
|
| 408. |
Mad #408 |
August 2001 |
- The King-Size of Queens (TV Satire)
- Bicker (TV Satire)
|
| 409. |
Mad #409 |
September 2001 |
- Hurl Horror
- The Wicked Link (TV Satire)
|
| 410. |
Mad #410 |
October 2001 |
- Lotta Crotch: Bazoom Raider
- A.I.: Absolute Idiocy
|
| 411. |
Mad #411 |
November 2001 |
|
| 412. |
Mad #412 |
December 2001 |
- Harry Plodder and the Sorry-Ass Story
- The Ugghers
|
| 413. |
Mad #413 |
January 2002 |
- 20 Dumbest People, Events & Things of 2001
- Boston Pubic (TV Satire)
|
| 414. |
Mad #414 |
February 2002 |
- America's Most Wanton! (TV Satire)
- Eh! (TV Satire)
|
| 415. |
Mad #415 |
March 2002 |
- Smellville (TV Satire)
- Behind Empty Lines
|
| 416. |
Mad #416 |
April 2002 |
- Bored of the Rings: The Feeble Schtick of Ka-Ching!
- No Emotions Eleven
|
| 417. |
Mad #417 |
May 2002 |
- A Booty-Full Mind
- The Royal Paininthebums
|
| 418. |
Mad #418 |
June 2002 |
- Spider-Sham
- Six Feet Blunder (TV Satire)
|
| 419. |
Mad #419 |
July 2002 |
|
| 420. |
Mad #420 |
August 2002 |
- The Scorpion Ka-Ching!
- Endless-Prize (TV Satire)
|
| 421. |
Mad #421 |
September 2002 |
- Star Bores Epic Load II: Attack of the Clowns
|
| 422. |
Mad #422 |
October 2002 |
|
| 423. |
Mad #423 |
November 2002 |
- 50th anniversary issue
- Road to Sedation
- Minority Retort
|
| 424. |
Mad #424 |
December 2002 |
- Harry Plodder and the Lamest of Sequels
- Designs
|
| 425. |
Mad #425 |
January 2003 |
- 20 Dumbest People, Events & Things of 2002
- Satirize That (Movie Satire)
|
| 426. |
Mad #426 |
February 2003 |
- Schlubs (TV Satire)
- When Veterinarians Go Bad
|
| 427. |
Mad #427 |
March 2003 |
|
| 428. |
Mad #428 |
April 2003 |
- Bored of the Rings - The Two+ Hours (Movie Satire)
|
| 429. |
Mad #429 |
May 2003 |
|
| 430. |
Mad #430 |
June 2003 |
- $-MEN2 (Movie Satire)
- Complete Guide to Plaiaerism
|
| 431. |
Mad #431 |
July 2003 |
- C.S.Oy: Miami (TV Satire)
|
| 432. |
Mad #432 |
August 2003 |
- Interminable 3—Rise of the Bad Scenes (Movie Satire)
- 50 Worst Things About Movies
|
| 433. |
Mad #433 |
September 2003 |
- The Faketrix Retarded (Movie Satire)
- Safety Instructions for Reading Mad Magazine
|
| 434. |
Mad #434 |
October 2003 |
- 8 Simple Rules for Writing a Mad Spoof of a Dopey ABC-TV Sitcom
|
| 435. |
Mad #435 |
November 2003 |
- Trashing Places (TV Satire)
- Seebrisket
|
| 436. |
Mad #436 |
December 2003 |
|
| 437. |
Mad #437 |
January 2004 |
- 20 Dumbest People, Events & Things of 2003
- The Blue Shield (TV Satire)
|
| 438. |
Mad #438 |
February 2004 |
- Debut of the "Fundalini" section
- Fools of Rock
- Absurd, Their Enthusiasm (TV Satire)
|
| 439. |
Mad #439 |
March 2004 |
- Masochist Commander: On the Farce Side of the World
|
| 440. |
Mad #440 |
April 2004 |
- Bored of the Rings: Rehash of the Thing
- Joan of Archaic (TV Satire)
|
| 441. |
Mad #441 |
May 2004 |
- Ailing-Us (TV Satire)
- Everwooden (TV Satire)
|
| 442. |
Mad #442 |
June 2004 |
- The O.D. (TV Satire)
- The Prize is Slight! (TV Satire)
|
| 443. |
Mad #443 |
July 2004 |
- Harry Plodder and the Pre-Teen Nerds are Actin' Bad
|
| 444. |
Mad #444 |
August 2004 |
|
| 445. |
Mad #445 |
September 2004 |
|
| 446. |
Mad #446 |
October 2004 |
|
| 447. |
Mad #447 |
November 2004 |
- The Burning Mad Show (TV Satire)
|
| 448. |
Mad #448 |
December 2004 |
- The Mad World of School
- Cosmetic Surgeons Without Borders
|
| 449. |
Mad #449 |
January 2005 |
- 20 Dumbest People, Events & Things of 2004
- Lewd & Disorder: Criminal Malcontent (TV Satire)
|
| 450. |
Mad #450 |
February 2005 |
- Two and a Half Wits (TV Satire)
|
| 451. |
Mad #451 |
March 2005 |
- Constant-Theme (Movie Satire)
|
| 452. |
Mad #452 |
April 2005 |
- Limited Thickwit's A Series of Uneventful Misfortunes
- Repeat the Fock-Ups
- Dreadwood (TV Satire)
|
| 453. |
Mad #453 |
May 2005 |
- Lots (TV Satire)
- Disparate No-Lives (TV Satire)
|
| 454. |
Mad #454 |
June 2005 |
|
| 455. |
Mad #455 |
July 2005 |
- First "Strip Club" section of gag cartoons
- Battyman, Begone!
|
| 456. |
Mad #456 |
August 2005 |
- Star Bores Epic Load III - Retread of the Sh*t!
- Dump My Ride (TV Satire)
|
| 457. |
Mad #457 |
September 2005 |
- 50 Worst Things About Video Games
|
| 458. |
Mad #458 |
October 2005 |
- Bore of the Worlds (Movie Satire)
- Behind the Scenes at the Family Guy Studios
- Trading Spouses: Meet Your New Mommy: The Animated Edition (TV Satire)
|
| 459. |
Mad #459 |
November 2005 |
|
| 460. |
Mad #460 |
December 2005 |
- Harry Plodder Has Gotta Retire
- Extreme Once-Over Home Repetition (TV Satire)
|
| 461. |
Mad #461 |
January 2006 |
- 20 Dumbest People, Events & Things of 2005
|
| 462. |
Mad #462 |
February 2006 |
|
| 463. |
Mad #463 |
March 2006 |
|
| 464. |
Mad #464 |
April 2006 |
- King Korn (Movie Satire), The Hurl(E) Show
|
| 465. |
Mad #465 |
May 2006 |
- Barebutt Mountain
- Prison Fake
|
| 466. |
Mad #466 |
June 2006 |
|
| 467. |
Mad #467 |
July 2006 |
- We Flatten Cars
- 24's Jack Bauer
|
| 468. |
Mad #468 |
August 2006 |
|
| 469. |
Mad #469 |
September 2006 |
- Mission: Implausible 3 (Movie Satire)
- The Da Vinci Coma
|
| 470. |
Mad #470 |
October 2006 |
- How Lame Is Earl? (TV Satire)
- Yell's Kitchen (TV Satire)
|
| 471. |
Mad #471 |
November 2006 |
- We Stand By Our President! (Political Satire)
- 18 Worst Things About Halloween
- A Mad Look At Pirates
- 2006's Hottest Halloween Costumes
- Honest Campaign Slogans We'd Like To Hear
- When Video Games Become Religious
- Liberals And Conservatives Agree...And Disagree
|
| 472. |
Mad #472 |
December 2006 |
- Groin's Monotony (TV Satire)
|
| 473. |
Mad #473 |
January 2007 |
- 20 Dumbest People, Events & Things of 2006
- A MAD Look at Trying to Pick-Up Women"
- Monroe and The Army Part 2
- The MAD world of the Holidays
- Dear Rodger,
|
| 474. |
Mad #474 |
February 2007 |
- Flash! We Cover Britney's Scandalous Photo!
- The Amazing Rutt (TV Satire)
|
| 475. |
Mad #475 |
March 2007 |
- We Pick On Dane Cook
- YouTube
- Naggy 911
|
| 476. |
Mad #476 |
April 2007 |
- Gone With The Windbags
- Will "The Donald" And Rosie Kiss And Make Up? Frankly, We Don't Give A Damn!
- Borat Dolls
- Entourage
- Missing Scenes From "24"
|
| 477. |
Mad #477 |
May 2007 |
- We Salute Global Warming!
- My Super Sweet 16
- The Biggest Lardass (TV Satire)
- Heroes
|
| 478. |
Mad #478 |
June 2007 |
- We Crack Wise On Spider-Man 3
- "Lewd & Disorder: It's P.U."
- Dog the Lousy Hunter
|
| 479. |
Mad #479 |
July 2007 |
- Arrrhh! Pirates of the Caribbean
- WWE
- Star Wars
- New Mad feature: "What the Heck is the Difference" (Issue used: #96)
|
| 480. |
Mad #480 |
August 2007 |
- Harry Plodder and the Torture of the Fan-Base (Movie Sattire)
- The Secret
- Chuck and Larry
- Issue used in W.t.H.i.t.D: Issue #43
|
| 481. |
Mad #481 |
September 2007 |
|
| 482. |
Mad #482 |
October 2007 |
- Ratatouille
- "America's Next Top Mobster"
- 50 Worst Things About Advertising
|
| 483. |
Mad #483 |
November 2007 |
|
| 484. |
Mad #484 |
December 2007 |
|
| 485. |
Mad #485 |
January 2008 |
- 20 Dumbest People, Events & Things of 2007
|
| 486. |
Mad #486 |
February 2008 |
|
| 487. |
Mad #487 |
March 2008 |
- Heroes
- 10 Pulitzer-Winning Cartoonists take on Bush
|
| 488. |
Mad #488 |
April 2008 |
- "Entire Issue written and drawn by Monkeys."
|
| 489. |
Mad #489 |
May 2008 |
- TV's 24
- "Slomantha Who Cares?"
|
| 490. |
Mad #490 |
June 2008 |
|
| 491. |
Mad #491 |
July 2008 |
|
| 492. |
Mad #492 |
August 2008 |
- "Ironic, Man" (Movie Satire)
|
| 493. |
Mad #493 |
September 2008 |
- Yes We Can't Obama '08
- "Inadiaper Jones and the Kingdom of the Creative Dry Spell" (Movie Satire)
- Chronicles of Narnia
|
| 494. |
Mad #494 |
October 2008 |
- The 50 Worst Things About The Internet
|
| 495. |
Mad #495 |
November 2008 |
- Presidential Election
- "The Dork Knight" (Movie Satire)
- "Mad Deconstructs TV Talk Shows: Countdown with Keith Olbermann"
|
| 496. |
Mad #496 |
December 2008 |
- Rise And Fall Of A Rap Star
|
| 497. |
Mad #497 |
January 2009 |
- 20 Dumbest People, Events & Things of 2008
- Signs that You will Grow up to be Gambler
|
| 498. |
Mad #498 |
February 2009 |
- Obama: The First 100 Minutes
- The Mad World of Pets
- 12 Surefire Tips for Stand-Up Comics
|
| 499. |
Mad #499 |
April 2009 |
- Botchmen? (Movie Satire)
- Unabridged Sports Cliches
|
| 500. |
Mad #500 |
June 2009 |
- Dead Celebrity Apprentice (TV Satire)
- A Mad Guide to Man Boobs
- The Bailout Hymn of the Republic
|
| 501. |
Mad #501 |
October 2009 |
- Harry Plodder is a Hot-Blooded Putz (Movie Satire)
- Bo Obama's New Book
|