Personally, I like to think of it more in a metaphorical sense than a literal one. Rather than losing his sisters on vacation, for one reason or another he "loses" them in the sense that his womanizing father keeps marrying and divorcing, and these woman all happen to have daughters of their own, which they then take with them when they leave.
The amount of detail regarding the reason this keeps happening I'll leave up to others' interpretation, as my own idea of why this goes down and why Rantaro loses contact with his sisters after their mothers take them away, causing him to have to search for them like he does, is kind of on the more fucked up side.
It's another headcanon I share with luck4hope, as a lot of our Amami headcanons are shared!
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The amount of detail regarding the reason this keeps happening I'll leave up to others' interpretation, as my own idea of why this goes down and why Rantaro loses contact with his sisters after their mothers take them away, causing him to have to search for them like he does, is kind of on the more fucked up side.
It's another headcanon I share with