Kaylorelle Memorial Cup: Play of the Year
| Year | Character | World | Player | Race | Class | Reason |
| 1981 | NoName | Dafan | Luc | Human | NrC | Calmly walks off unnoticed with most of a treasury |
| 1982 | [party] | Dafan | -- | -- | -- | Painful failure at sneak attempt into Coronu's tower |
| 1983 | Gandalf | Dafan | Alan | PartElf | MU | Feeblemind card gets mind-possessor instead of him |
| 1984 | [party] | Dafan | -- | -- | -- | The Battle of Three Tents |
| 1985 | Lanefan | Dafan | Keith | Human | F | Theft of forgotten Sword of Healing from treasury |
| 1986 | Haldir | Dafan | Alan | PartElf | F-MU-T | Dealings in occupied Ikon ending in leap off acropolis |
| 1987 | [party] | Aerth | -- | -- | -- | 587 Kobolds vs. village of Hommlet |
| 1988 | Samantha | Telenet | Charlotte | Hobbit | NtC-Th | Resurrection of Pugsley |
| 1989 | [party] | Telenet | -- | -- | -- | Assault on the Wurgen Assassin's Guild |
| 1990 | Judah(joint) | Telenet | Warren | Dwarf | A | Battle with a clay golem |
| Kalvin(joint) | Telenet | Neil | Human | Cvr | " | |
| Monach(joint) | Telenet | Lawrence | Elf | MU-I | " | |
| 1991 | Felemid | Telenet | Neil | Elf | B | Escape from Drow prison and return to party |
| 1992 | Aldea | Telenet | Bryony | Elf | NtC | Solo pursuit of Book of Gant |
| 1993 | Sh'kaira | Telenet | Bryony | Human | F | Blaze-of-glory death during battle at Min's hideout |
| 1994 | Sevinal | Telenet | NPC | Human | MU | Surprise attack on party from within |
| 1995 | Taro | Hobbitika | Brigid | PartElf | F-T | Finding wish ring and wishing party back to life |
| 1996 | Cnutkum | Riveria | Kim | B'bar'n | F | One-on-one battle vs. ghoul to save party |
| 1997 | [party] | Riveria | -- | -- | -- | Defeat of skeleton warrior in Dragonspear Castle |
| 1998 | Thorgrimm (joint) | Riveria | Robin | Dwarf | F | Mauled by ghouls while celebrating victory over door |
| Xenophonos (jt.) | Bryony | Human | F | |||
| 1999 | Orm | Riveria | Robin | Dwarf | F | Surprise attack on party from within |
| 2000 | [party] | Riveria | -- | -- | -- | Battle vs 44 Ogres in Dragon Mountains |
| 2001 | Dior | Riveria | Dawn | PartElf | WrC | Saves party with lions against assassins and mage |
| 2002 | Trilby | Riveria | Randie | Hobbit | NtC | Bead of Force blocks Vampire, several lives saved |
| 2003 | Pearl | Riveria | Randie | Gnome | MU-NrC | Blows up party in fire swamp |
| 2004 | Dakiell | Riveria | Erin | Human | F | Cuts head off F-15 foe with dying blow |
| 2005 | Zagras | Beory | Jason | Elf | R-T | Sacrifices self in cube of force vs. major opponent |
| 2006 | Araglas | Riveria | Robin | Elf | F | Starring role in battle vs. beholders |
| 2007 | Alastair | Beory | Matt | Human | P | Sacrifices self vs. Iron Hydra so party can escape |
| 2008 | Elindel | Eberron | James | Elf | MU | Completely blind charge against enemy cleric knocks it off ledge to waiting party |
| 2009 | [party] | Beory | -- | -- | -- | Battle vs. Rakshasa, Efreet, and 6 Demons |
| 2010 | [party] | New Dfn | -- | -- | -- | Draw from Deck of Many Things, and results |
| 2011 | Karg | New Dfn | Lawrence | Human | WrC | Uses spell sphere to turn around a losing battle vs. Drow |