Okay maybe last one for tonight
I just love finding these things when I have nothing to do!
Just put canon characters by what label describes them

The Joyful One: Papyrus, I feel like.
The Naïve: Mmm, Monster Kid, maybe. I honestly dunno.
The Ditsy:
The Mute: Frisk. LMAO in the game they are
The Musician/Rocker: Mettaton
The Hero: Undyne (THE UNDYING!)
The Stylish: Mettaton
The Vain:
The Crybaby: *Slowly processes* Asriel
The Party Boy/Girl: Mettaton
The Confident: Papyrus, I guess
The Daredevil: Undyne
The Creepy One: Chara
The Sweet Boy/Girl: *le shrug*
The Eater: Uh... All of those npcs in Grillbys. They like never leave
The Weirdo: Alphys
The Mentally-Ill:
The Idiot: Asgore LOLLLL
The Strict: Toriel
The Artist: MEEEEEE no? Okay :(
The Nice Guy/Girl: Frisk
The Mean Guy/Girl: Chara
The Loveable: Asriel
The Polite: Frisk
The Cool: Sans
The Brains: Alphys
The Tech-Genius: Alphys
The Blunt:
The Nature/Animal Lover:
The Bookworm: 
The Gamer: Alphys
The Athlete: Undyne
The Obsessive/Possessive: Alphys... over anime XD plus she watches you so that's creepy
The Curious: Alphys
The Optimistic:
The Pessimistic:
The Nerd: Alphys
The Over-Achiever:
The Idiot: Asgore
The Coward: Asgoreee
The Down-To-Earth:
The Leader: Frisk..?
The Lousy: Sans
The Clown/Fool: Sans
The Corky:
The Sexy: METTAATOOONNN
The Lazy: Sans
The Neat-Freak: Papyrus
The Witty:
The Gossip/Nosy: Mettaton
The Nervous-Wreck: Alphys
The Air-Headed:
The Sourpuss:
The Wise: What's that turtle thing's name? Gerson?
The Popular One: Mettaton
The City Boy/Girl: Mettaton
The Country Boy/Girl: Mettaton
The Short-Tempered: Undyne
The Dancer: Mettaton
The Pervert: Totally Mettaton, maybe Alphys
The Invisible/Forgotten: Blooky. Poor poor Blooky.
The Feisty: Undyne
The Fierce: Undyne
The Adventurous: Undyne
The Obnoxious: Asgore
The Annoyance: Asgore
The Shipper: Alphys
The Fanboy/Fangirl: Alphys
The Love-Sick:
The Doormat: Asgore
The Neat-Freak: Papyrus
The Enigmatic:
The Feisty: Undyne
The Alcoholic:
The Leader: Frisk
The Shy Boy/Girl:
The Wild Guy/Girl:
The Survivalist: Undyne
The Handy: Alphys
The Rebel: Undyne
The Boundary-Freak: Asgore
The Manipulative: Chara
The Bossy: Toriel or Undyne
The Dramatic: Mettaton
The Outback:
The Smoker:
The Split-Personality: Alphys?
The Bad Boy/Girl: Mettaton
The Drama Queen: Mettaton
The Polite: Papyrus
The Cook: Papyrus
The Whiny:
The Rich-Snob: Mettaton
The Damsel-In-Distress: Mettaton "OH MY LOVE, PLEASE RUN AWAAAAY"
The Emo: Mettaton
The Tomboy: Undyne
The Girly-Girl:
The Calm One: Sans
The Elegant: Toriel
The Handsome: Mettaton
The Beautiful: Mettaton
The Loner: Alphys
The Outcast:
The Host/Hostess: Mettaton
The Dreamer: Mettaton
The Strange One: Asgore
The Scary: Chara
The Misunderstood: No. No Asshore for you.
The Gross:
The Aggressive: Undyne
The Troublesome: Chara
The Surfer: why
The Chatterbox: Mettaton
The Sassy: Mettaton
The Perky:
The Shallow:
The Diva: Mettaton
The Hard-Worker: Papyrus
The Caring: Toriel
The Peace-Maker: Toriel
The Sensitive: Alphys
The Family-Oriented: Toriel
The Courageous:
The Over-protective: Toriel
The Romantic: Mettaton
The Foreigner:
The Perfectionist: Mettaton
The Boastful: Mettaton
The Normal Guy/Girl: Mettaton
The Silly One: Sans

The ones I left blank I can't think of any

Yes I put Mettaton for most of them.

And Asgore for the ones that were insults.