Roy Dobbs

Roy Dobbs was once the Sheriff in the town of Bristol, Rhode Island. He helped Sam Winchester and Samuel Campbell hunt an Arachne, but was betrayed and was turned into an Arachne himself.

Pre-Season 6
During Sam Winchester's Soulless period, he and Samuel Campbell were hunting an Arachne that was taking men in thirties, and poisoning them in order to turn them into Arachne to breed with. They tracked the Arachne down to Bristol, where they enlisted the aid of Roy Dobbs. Sam, being soulless, used Roy as live bait and let the Arachne capture him so that he and Samuel could track the monster to her lair. There, Sam killed the female Arachne by decapitating her. Sam then shot all the Arachne's infected victims, after which he and Samuel burned the building. Unknown to them, the infected men, including Roy Dobbs, survived and escaped.

Season 6
A year later, Sheriff Roy Dobbs, now an arachne, lures Sam back by taking women that Sam slept with, in order to exact revenge. He has also infected the women and turned them into more arachne. Sam, who has regained his soul, initially remembers nothing of the original hunt, but it returns to him in flashes of memory. Dobbs catches Sam and Dean, but with the help of the Sheriff's wife Brenna, they escape, and Sam decapitates him.