Dean is on the verge of going to Hell, and Sam is reaching out to an old friend who he thinks holds the key that could change Dean's future. When they get reunited, a long kept secret comes out, that can't stop him from going to Hell, but it changes everything for him when he returns. Seeking out the woman he loves and getting back what he lost, while still managing to stop Lillith from breaking the seals may be more difficult than he thinks.