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Ruby attends in-person therapy for the first time in years; when her therapist suggests she take a break from romance, it proves to be more of a challenge than anticipated.
After Ruby's ex, Richie, confronts her about the sex timeline and his imminent death, she continues looking inward; after warning one celebrity on her timeline, she discovers a loophole in the pattern of her exes dying.
Ruby reconnects with the "one who got away," who gives her more insight into how she is in relationships; AJ makes a discovery that changes the course of the case.