| Issue | #50 |
| Published | [August] 2000 |
| Cover Price | 5.95 USD; 6.95 CAD |
| Pages | 84 |
| Editing | Bill Morrison (art director; editor); Terry Delegeane (managing editor) |
| Notes | This has a wraparound, cardstock cover. |
| Characters | Homer Simpson; Marge Simpson; Bart Simpson; Lisa Simpson; Grampa Simpson; Patty Bouvier; Selma Bouvier; Radioactive Man; Krusty the Clown; Itchy; Scratchy |
| Genre | Humor; Sitcom; Family |
| Pencils | Bill Morrison (signed) |
| Inks | Jason Ho (signed) |
| Colors | Nathan Kane (signed) |
| Notes | This has a wraparound, cardstock cover. |
| Script | Matt Groening |
| Pencils | Matt Groening (signed) |
| Inks | Matt Groening (signed) |
| Letters | typeset |
| Notes | Letter to readers about the 50th issue of Simpsons Comics. |
| Characters | Homer Simpson; Marge Simpson; Bart Simpson; Lisa Simpson; Maggie Simpson; Grampa Simpson [Abe Simpson]; Santa's Little Helper; Mr. Burns [Charles Montgomery Burns]; Waylon Smithers; Milhouse van Houten; Martin Prince; Ralph Wiggum; Wendell; Uter; Sherri; Terri; Mayor Quimby; Chief Wiggum; Officer Lou; Officer Eddie; Barney Gumble; Hans Moleman; Blue-haired Lawyer; Otto Mann; Ned Flanders; Rod Flanders; Todd Flanders; Cletus; Brandine; Reverend Lovejoy; Helen Lovejoy; Krusty the Clown; Agnes Skinner; Principal Skinner; Moe Szyslak; Professor Frink; Groundskeeper Willie; Bumblebee Man; Kent Brockman; Dr. Hibbert; Patty Bouvier; Selma Bouvier; Apu Nahasapeemapetilon; Bernice Hibbert; Carl; Lenny; Dr. Nick Riviera; Rainier Wolfcastle; Mr. Teeny; Nelson Muntz; Dolph; Kearney; Jimbo Jones; Edna Krabappel; Snake; Jasper; Kent Brockman; Kirk van Houten; Comic Book Guy; Lunchlady Doris; Sideshow Mel; Sergio Aragones; Maude Flanders; Luann van Houten; Fat Tony; Mr. Legs |
| Synopsis | A battle between Upper Springfield and Lower Springfield over the water supply. |
| Genre | Humor; Sitcom; Family |
| Script | Neil Alsip |
| Pencils | Oscar Gonzalez Loyo |
| Inks | Tim Bavington |
| Colors | Karen Bates |
| Letters | Jeannine Black |
| Characters | Radioactive Man; Fallout Boy; VILLAIN: Crab |
| Genre | Humor; Sitcom; Family; Superhero |
| Script | Scott M. Gimple |
| Pencils | James Lloyd |
| Inks | Steve Steere, Jr. |
| Colors | Art Villanueva |
| Letters | Chris Ungar |
| Notes | An homage to the Hostess Fruit Pie ads with Krusty Snack Cakes. |
| Characters | Bartman [Bart Simpson]; Houseboy [Milhouse van Houten]; Homer Simpson; Marge Simpson; Maggie Simpson; Nelson Muntz; Jimbo Jones; Wendell; Principal Skinner; Edna Krabappel; Martin Prince; Sherri; Dr. Hibbert; Apu Nahasapeemapetilon; Rainier Wolfcastle; Krusty the Clown; Waylon Smithers; Pimple-faced Teen; Helen Lovejoy; Jasper |
| Synopsis | Bartman adds some new costumes to his wardrobe. |
| Genre | Humor; Sitcom; Family; Superhero |
| Script | Chuck Dixon |
| Pencils | Bill Morrison |
| Inks | Steve Steere, Jr.; Mike Rote |
| Colors | Nathan Kane |
| Letters | Chris Ungar |
| Characters | Itchy; Scratchy |
| Genre | Humor; Sitcom; Family; Horror |
| Script | Scott Cunningham |
| Pencils | Mike Worley |
| Inks | Mike Worley |
| Colors | Art Villanueva |
| Letters | Karen Bates |
| Characters | Krusty the Clown; Homer Simpson; Marge Simpson; Bart Simpson; Lisa Simpson; Maggie Simpson; Chief Wiggum; Rainier Wolfcastle; Mr. Teeny; Ehud Guzman (film producer); Comic Book Guy; Apu Nahasapeemapetilon; Captain McCallister; Hans Moleman; Gino Crocetti; Penny; Officer Lou; Officer Eddie; Professor Frink; Kent Brockman |
| Genre | Humor; Sitcom; Family |
| Script | Doug Tuber; Tim Maile; Steve Luchsinger |
| Pencils | Edwin Aguilar |
| Inks | Scott McRae |
| Colors | Art Villanueva; Chris Ungar |
| Letters | Karen Bates |
| Editing | Nathan Kane (art supervisor) |
| Characters | Radioactive Man [Claude Kane III]; Gloria Grand |
| Synopsis | Radioactive Man enters a portal-potty and ends up in a Bizzaro universe. |
| Genre | Humor; Sitcom; Family; Superhero |
| Script | Jesse Leon McCann; Robert L. Graff |
| Pencils | Hilary Barta |
| Inks | Hilary Barta |
| Colors | Nathan Kane |
| Letters | Chris Ungar |
| Characters | Homer Simpson; Marge Simpson; Bart Simpson; Lisa Simpson; Maggie Simpson; Martin Prince; Wendell; Kearney; Dolph; Jimbo Jones; Milhouse van Houten; Nelson Muntz; Sherri; Terri; Ralph Wiggum; Uter; Rod Flanders; Todd Flanders; Fat Tony [Anthony D'Amico]; Mr. Legs; Chief Wiggum; Otto Mann; Blue-haired Lawyer; Luann van Houten |
| Synopsis | The gangsters open a baby sitting agency. |
| Genre | Humor; Sitcom; Family |
| Script | Gail Simone |
| Pencils | Phil Ortiz |
| Inks | Tim Harkins |
| Colors | Art Villanueva |
| Letters | Chris Ungar |
| Characters | Matt Groening; Grampa Simpson [Abe Simpson]; Professor Frink |
| Synopsis | Matt Groening takes the readers on a tour of the Bongo Comics offices. |
| Genre | Humor; Sitcom; Family |
| Script | Gail Simone |
| Pencils | Phil Ortiz |
| Inks | Scott McRae |
| Colors | Chris Ungar |
| Letters | Karen Bates |