In "The I of the Storm," Raylan and Winona go on a date to see Dave Alvins band at a place that happens to be off the beaten path; he thinks she doesnt want anyone to see them together because shes still married. In fact, she isnt even sure about divorcing Gary because she thinks she and Raylan can never be happy together. (Flawed female-related logic that seems to be one weak spot in the show.) So they quickly descend from needing one another to facing the same old failure. Plus, sniper Gutterson happens to be across the bar -- so much for secrets, thinks Raylan.
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