I can help you with the years...
1. Darth Maul (The first incarnation)
(2002)
2. Frank Skull
(2002)
3. Yami Yugi
(2004)
4. Warren Vanderdark (I have only one of the two)
(2003, there was only one)
5. Horseman's Steed
(2003)
6. Space Monkey 3000
(2003)
7. Jim Morrison
(2002)
8. Bono
(2002)
9. Thom Yorke
(2003)
10. Brandon Boyd
(2002)
11. Chuck (More to the title?)
(2003, that's the full title)
12. Freak Ryn (SP)
(2003, spelling is correct)
13. Pan-o-Lantern
(2002)
14. Rob Zombie (Not the ones currently on the site)
(2002)
15. Macphisto
(2002)
As you can see, the majority are from 2002 (before Zombie Pumpkins even existed as a site) and 2003 (the very first launch year). These days I don't often retire patterns, because I'd like to think that the designs are good and the subject matter is desirable. But those first handful of patterns represent a time of experimental learning process.