Cowboy Bebop vs. Trigun
Music: Bebop
Animation: Bebop
Style: Bebop
Writing: Trigun (just BARELY, but the last half of Trigun is so perfectly constructed and I think some of Bebop's episodes that are not plot related are merely style over substance)
Story: Trigun (Not the same as Writing. This one isn't near as close.)
Spike Spiegel vs. Vash The Stampede: Tie (Too hard. I genuinely can't decide.)
Jet Black vs. Nicholas D. Wolfwood: Wolfwood
Faye Valentine vs. Meryl Stryfe: Faye
Ed vs. Milly Thompson: Tie (Again. Too tough.)
Vicious vs. Knives: Knives
Julia vs. Rem Saverem: Julia
End Count...
Cowboy Bebop: 7
Trigun: 6
I guess that means Bebop wins but... there was no way to include Legato who's my second favorite character into the comparison, so it's not entirely fair.
"Ba-na-na. A yellow fruit. Also a pudding. A delicious pudding."