Ashley and y/n are friends. So Ashley being friends with Conan adds up to Conan and y/n meeting a couple times. Conan gets a bit comfortable to be himself around y/n y/n watches Ashley's friend become a famous singer years later after seeing him one more time, Ashley thinks that giving y/n conans number could add some spice into her life. Y/n meeting Conan the "big star" she humbled him.