LogFAQs > #914217935

Since the topic remains, what I found regarding people who've met these Nine over and over:

Ryu: All but Link and Mario (Samus 02, Snake 03, Sonic 04, MM 06/07, Cloud 07/10, Samus 07, Crono 08, Seph 18)
Zelda: All but Sephiroth and Crono (MM 03, Snake 05/18, Samus 06/10, Link 07/18, Mario 08/18, Sonic 18, Cloud 18)
Bowser: All but Link, MM and Samus (Cloud 03, Mario 04, Seph Sp05, Snake 05, Crono 06/18, Sonic 13)
Zero: All but Cloud, Seph and Samus (Sonic 03, MM 04/08/13, Mario 05, Link/Crono 07, Snake 08)
Ganondorf: All but Cloud, Crono and Snake (Link 04/18, Seph Sp05, Samus 05/08, Sonic 10, Mario 13, MM 18)
L-Block: All but Mario, Seph and MM (Snake/Sonic/Link/Cloud 07, Crono 08, Samus 13)
Vincent Valentine: All but Cloud, Snake and MM (Crono 05/07/08, Sonic 06, Seph 07/10, Link/Mario 07, Samus 08)
Pikachu: All but Mario, Seph, and Sonic (Cloud 02, Crono/Samus 08, Snake 10/13, MM 13/18, Link 18)
Alucard: 5 (Cloud 02/18, Seph 03, Crono 08, Link 10, Snake 13)
Auron: 5 (Cloud 03\07, Seph 04\08, Crono 06, Sonic 08, Snake 18)
Mewtwo: 5 (Cloud/Snake 08, Sonic/Seph/MM 13)
Sora: 5 (Samus 04, Snake 05, MM 06, Sonic 07, Cloud 08)
Knuckles: 5 (Snake 02/03/04, MM 07, Mario 08, Sonic 10, Samus 13)
Jill: 5 (Link 02, Cloud 07, Seph 08, Samus 10, MM 13)
Fox: 5 (Cloud 02, Link 03, Seph/Mario 07, Snake 10)
Honorable mentions: Squall, only 4 adversaries, but the same one four times (Snake 02/06/07/10, Samus 03, Cloud 04/08, Sonic 07), and Tifa, 8 encounters with 3 adversaries (Sonic 05, Samus 06\13\twice in 18, Seph 08\10\18)
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ALL HAIL! King of the losers!