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Dean stops at another seedy motel only this time there are two guys next door who watch his pretty young self check in alone. They’re waiting for him when he comes out of the shower with a towel wrapped around his waist. Dean discovers a few things about himself during the encounter. Starts pre-season 1 after John leaves and before Dean goes to Sam.
Chapter 4 and ongoing is consensual and falls within S1 timeline.
Dean's journey of kink discovery.