This is just my opinion though, definitely not set in stone. They can be legendary for being "famous" or for infamy. I tried to do a half and half female/male split.
Female 5: rockgoddess - The First Unstoppable Top of the HoF Emmaleigh - Original Queen of Tengaged #Fiona89 / Blitszims - Goddess of the HoF Diva1 - Queen of Shops and T$ NoelSarah - She gets what she wants!
Runner Ups: trishytrash - Easily the best designer to play Tengaged gagaluv - The infamous "Mother Monster" StarringAmy - The first Tengageder to truly die, rest in peace. :/
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Male 5: BengalBoy - Survivor King and Blogger Extraordinaire Lexxu - The King of #1s BbDamian - The supposed "whore" at the top of the HoF IAmKingMac - HAAAAAAAAAAAAAAAAAAAAAAAAAAAA BioDork - The Controversial Mod and #1
Runner Ups: #zachup - Probably the most infamous fake death on Tengaged wwemrpeeps - I honestly don't know what to put here Phenomanimal - A God of Challenges
Feel free to make your own suggestions! I feel like I'm missing a few but I can't remember them.
Other Legendary Characters: corey1 - suggested by brandonpinzu #sandizzle - suggested by sirbeastly dav_o_79 - suggested by myself ZEEnon - suggested by RoboZoe Megan - suggested by myself Maggie - suggested by myself Grayson10001 - suggested by myself 2008girl - suggested by Insanity karim - suggested by RitaBlankets Bowler23, #Daniel - suggested by Aquamarine Chiku - suggested by smi9127 jenzie - suggested by JUM40BUM40 phanne - suggested by smi9127 imiquimod - suggested by myself blogs - suggested by TheGoodMan SexGoddx - suggested by blueu22
Agreed with Retsdir. Alisowned was kickass. Her imagine blogs were the best. XD Phanne - She owned Rookies before Megan. :P Jubbzy - He is a true legend of the ages. =]