May

What happened in May over the years.

2nd

 * 1991 - "The War of the Simpsons" originally aired.
 * 1999 - "Monty Can't Buy Me Love" originally aired.

3rd

 * 1998 - "King of the Hill" originally aired.

4th

 * 1997 - "Homer's Enemy" originally aired.
 * 2008 - "Any Given Sundance" originally aired.

5th

 * 1994 - "The Boy Who Knew Too Much" originally aired.
 * 1996 - "Much Apu About Nothing" originally aired.

6th

 * 1993 - "Marge in Chains" originally aired.
 * 2007 - "Crook and Ladder" originally aired.
 * 2012 - "The Spy Who Learned Me" originally aired.

7th

 * 1992 - "Bart's Friend Falls in Love" originally aired.
 * 1995 - "The Springfield Connection" originally aired.
 * 2000 - "Last Tap Dance in Springfield" originally aired.

8th

 * 2005 - "Thank God It's Doomsday" originally aired.

9th

 * 1991 - "Three Men and a Comic Book" originally aired.
 * 1999 - "They Saved Lisa's Brain" originally aired.

10th

 * 1998 - "Lost Our Lisa" originally aired.

11th

 * 1997 - "The Simpsons Spin-Off Showcase" originally aired.
 * 2008 - "Mona Leaves-a" originally aired.

12th

 * 1994 - "Lady Bouvier's Lover" originally aired.

13th

 * 1990 - "Some Enchanted Evening" originally aired.
 * 1993 - "Krusty Gets Kancelled" originally aired.
 * 2007 - "Stop or My Dog Will Shoot!" originally aired.
 * 2012 - "Ned 'N Edna's Blend" originally aired.

14th

 * 1995 - "Lemon of Troy" originally aired.
 * 2000 - "It's a Mad, Mad, Mad, Mad Marge" originally aired.

16th

 * 1999 - "Thirty Minutes Over Tokyo" originally aired.

17th

 * 1998 - "Natural Born Kissers" originally aired.
 * 2005 - Bart Wars - The Simpsons Strike Back released on DVD again.

18th

 * 1997 - "The Secret War of Lisa Simpson" originally aired.
 * 2008 - "All About Lisa" originally aired.

19th

 * 1994 - "Secrets of a Successful Marriage" originally aired.
 * 1996 - "Homerpalooza" originally aired.

20th

 * 2007 - "24 Minutes" originally aired.
 * 2007 - "You Kent Always Say What You Want" originally aired.
 * 2012 - "Lisa Goes Gaga" originally aired.

21st

 * 1995 - "Who Shot Mr. Burns? (Part One)" originally aired.
 * 2000 - "Behind the Laughter" originally aired.

27th

 * 1992 - "Brother, Can You Spare Two Dimes?" originally aired.

28th
1998: Phil Hartman, unfortunately, dies. :-(

30th

 * 1990 - "Some Enchanted Evening" originally aired