The Gold Cup: Most Entertaining Character
| Year | Character | World | Player | Race | Class |
| 1981 | Swiness | Dafan | NPC | Elf | Magic User |
| 1982 | Globbo | Dafan | Miq | PartOrc | Fighter |
| 1983 | Gandalf | Dafan | Alan | PartElf | Magic User |
| 1984 | Gandalf (tie) | Dafan | Alan | PartElf | Magic User |
| Lanefan (tie) | Dafan | Keith | Human | Fighter | |
| 1985 | Kaali | Dafan | Bernard | Elf | Fighter / Thief |
| 1986 | Arlan | Dafan | Bryony | PartElf | Nature Cleric / Thief |
| 2000 | Darby | Riveria | John | Leprechaun | Magic User |
| 2004 | Appppil | Beory | Keith | PartElf | Illusionist |
| 2005 | Appppil | Beory | Keith | PartElf | Illusionist |
| 2006 | Seamus | Riveria | Matt | Dwarf | War Cleric |
| 2007 | Appppil | Beory | Keith | PartElf | Illusionist |
| 2008 | Khadrous | Decast | Chad | Human | Bard |
| 2009 | Aknot | NewDafan | Micha | PartOrc | Fighter |
| 2010 | Kirkos | Decast | Alan | Human | Magic User |
| 2011 | Elena | NewDafan | Keith | Elf | Necromancer / Assassin |