Best Comedic Entry
- Someone Needs To Make Better Underwear Covet What Was Mine
- New Vocation Inside
- Decorating Tips for Adults Plaintive Wail
Best Dramatic Entry
- Don't Leave Me By Secret and Divine Signs
- The Fifth Commandment Headspace
- History of the World (Part 2) Shelleyness
Best Romantic Entry
- Tread Softly Planning a Sky
- In a Month Jellyfish
- For Cheryl Canadian Beauty
Best Guest Entry
- Daniel's Journal Entry Numero Uno Covet What Was Mine
- January 3, 2000 Bad Porno Music
- Guest Host She's Actual Size
Best Collaborative Entry
- Welcome & An Experiment in Email Plaintive Wail
- Valentine's Day: A Chronology Who I Am
- Drunk Talk. Sweet, Beautiful Drunk Talk Conversations Among the Ruins
Best Rant
- 19-Feb-00 Shamed
- Special Inside
- I Will Not Go Postal Go Figure
Best Account of a Public or News Event
- Sympathy for the Devil Terry's Random Notes
- The Envelope Please Inside
- 1-Jan-00 One-Woman Focus Group
Outstanding Entry
- 3-Feb-00 Reckless Sleeper
- The Dream Sperare.Com
- The Fifth Commandment Headspace
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