Rob Brooks, a female record store owner in the rapidly gentrified neighborhood of Crown Heights, Brooklyn revisit past relationships through music and pop culture, while trying to get over her one true love.
Rob obsesses over the identity of Mac's new girlfriend, falling deeper into the rabbit hole – and finally finding sympathy for her predicament in an unexpected place: Liam. But when her night with Liam ends with a thud, Rob realizes she may be stuck in a pattern that only she can break.
In hopes of understanding why her relationships continue to fail, Rob decides to track down her Top 5 Heartbreaks. What starts out as a satisfying romp down memory lane, ultimately leads her to the one conversation she’s been avoiding. Meanwhile, Cherise starts to put her musical talents out there.
It's a busy Saturday at Championship Vinyl. Rob and Cherise run after two teenagers who steal their records. Later, when Liam returns from tour, Rob is caught between the fantasy of a night spent backstage as a rock star’s date, and the reality of what Clyde is offering – be it friendship, or something more.
The sudden closing of their beloved venue, DeSalle's, sends Rob on a quest to recapture the past, if only for one night. Simon and Cherise take bold steps in their personal lives – maybe it's time Rob did the same.
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