"Well first I was going to stay here long enough to lull everybody into a false sense of security," he begins, and yes he's absolutely making this up as he goes along "and then I'll do something endearing and delightful, they're already used to having me around so they'll be charmed by it. Maybe... ask someone out in a grand romantic gesture." he's going to ignore why he decided on that thing in particular "Once everybody loves me, and I have my romantic ally, I'll be so popular and beloved that Ben will have no chance but to become my friend. Then I'll steal his crown and rule all of Auradon."
It's a stupid, overly vague plan that doesn't make any sense when you actually think about it, but it's a deliberate choice - he doesn't want to give her a plan that sound plausible in case she thinks he's actually thinking of doing it, but mostly he just wants to make her laugh.
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"Well first I was going to stay here long enough to lull everybody into a false sense of security," he begins, and yes he's absolutely making this up as he goes along "and then I'll do something endearing and delightful, they're already used to having me around so they'll be charmed by it. Maybe... ask someone out in a grand romantic gesture." he's going to ignore why he decided on that thing in particular "Once everybody loves me, and I have my romantic ally, I'll be so popular and beloved that Ben will have no chance but to become my friend. Then I'll steal his crown and rule all of Auradon."
It's a stupid, overly vague plan that doesn't make any sense when you actually think about it, but it's a deliberate choice - he doesn't want to give her a plan that sound plausible in case she thinks he's actually thinking of doing it, but mostly he just wants to make her laugh.