For "Damsel in the Red Dress" characters:
Alicia:
Would ask her crush out: Very, very, awkwardly. She would basically stumble over her words the whole time and be red as a beet. But on the plus side, once they were actually a couple she would stop being so awkward and be able to be actually cute and flirty (well, being flustered can be kind of cute.) She's mostly just awkward when she's nervous or unsure how things are gonna go.
Being asked out: also very very awkwardly. But like above, she would get over that fairly quickly, and only be a little bit shy.
Kattar:
Would ask his crush out: Never. But if he accidentally slipped up and was driven into a corner, he would resign himself to admitting he liked her and try to be as frank and honest as possible, though there's a good chance it would be almost physically painful for him.
Being asked out: would be somewhere between dumbfounded and disbelieving. But when he knew, unlike Alicia, he wouldn't be embarrassed, but actually just really happy, and maybe a little playful and coquettish.
For "Lion Proof" characters:
Eliza: is already married but just assuming she asked her husband out rather than vice versa.
Asking out: would come on HARD without shyness or hesitation.
Being asked out: DID heartily agree without shyness or hesitation.
Aaron: as Eliza's husband, is also already married
But as the story starts with them as a couple their dating process was never shown, so this is me thinking it out:
Asking out: Came on HARD, with suave nerd energy
Being asked out: would casually and calmly agree
Ruby:
Asking crush out: would never. And probably has never liked anyone romantically even once in her life.
Being asked out: would say no without remorse and break the crushers heart in cold blood
(This is legit me just waiting for Zach and Kyara from "Trespassers")