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Like I said, random chance. After I check the wiki, it's when Cassie fishing and gin washing his pants meet together and that where it's proceed.

(2 edits)

the problem is she refuses to go fishing. Ever. She’s left the safe house while gin is at the lake like ten times and every time shes gone to the apple tree

Honestly it's happened once to me and never again, really do be rng based.