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Keith, Show some Restraint
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For the male squires, it's Ilsa who shows up to butt-in.
Seems each outing has 2 major variants.
Masquerade has you picking which guest is your favorite or this one where Keith/Ilsa show up to ask the squire for a dance.
Going for a walk has either the picnic or the one where bullies show up.
And Library either has the book-choosing one or the one where the squire falls asleep.