When Castiel returned battered and bloodied, Dean questioned him on where he was held as Castiel tried to warn him about the threat. 4.18 The Monster at the End of This Book Dean's displeasure in Castiel and Crowley's partnership shows when he complains about Castiel a few times. Dean also labeled himself, Sam and Castiel as Team Free Will. When he returns, he tells Dean that he does not take orders from Dean. He tells Dean that he can't fight the Mark forever, that it's only a matter of time before he turns and everyone but him will be long dead and he would have to watch Dean kill again. When Dean demands to know why they would do this, Castiel tells Dean, "I see nothing but pain here! They fought off many angels to save Alternate Charlie and Ketch. In The Monster at the End of This Book, Castiel stops Dean from attacking Chuck Shurley by explaining he was a Prophet. However, Castiel states he only did so to protect him from the Leviathans, who hold a grudge against him and were hunting him. Despite the danger they now face of the world ending, Dean takes Castiel on a road trip, to discuss about Castiel's reasoning for becoming a vessel and Dean's own opinion of the angel. Castiel stops by Dean's hospital room and talks to Sam a bit before investigating why the devil's trap broke. In the morning, Dean and Castiel are left in the Impala with Belphegor. Castiel is next seen when he comes to Dean after the rising of the witnesses. This causes Dick to explode, sending Dean and Castiel to Purgatory. He gets worried when the angels states they have come for Anna Milton. Having spent four painful months in Hell (40 years in hell years) after being dragged there by relentless hellhounds, Dean is miraculously rescued by the angel Castiel who later tells Dean "I'm the one who gripped you tight and raised you from perdition." The Leviathans head towards the municipal water supply, and disappear in the water. Castiel refuses to believe this, and leaves the angry Raphael who is trapped in a ring of holy fire. Dean was worried when Castiel was teleported by the latter. While the first time Castiel saves Dean, he makes it clear that he was just following his orders. Reluctantly Dean agreed and the two traveled to the monster realm where they encountered a Leviathan but they were able to defeat him. Dean and Sam decide to confront the woman while Castiel and Ishim, the last of their garrison, await at a church. Dean. Dean bids everyone, including Castiel, farewell. He acts on his word in Hell's Angel, when the brothers decide to lure Lucifer into a trap and use the angel suppressing sigil to enable Castiel to take back control of his vessel, and give Dean a chance to convince the angel to expel Lucifer. After years of toying with viewers, no-one expected Supernatural to actually canonise the show's most popular ship. Castiel's argument was that Dean was abandoning their cause when he had turned his back on the angels because of his trust in Dean. Digital Spy participates in various affiliate marketing programs, which means we may get paid commissions on editorially chosen products purchased through our links to retailer sites. The tension in Dean and Castiel's relationship continued in Back and to the Future as the season directly picked up from where we left off. Despite sharing a desire to defeat Lucifer, Castiel was dead-set against the idea of Dean letting Alternate Michael possess him since he correctly assume Michael would take control. - See if u can answer this Castiel trivia question! This results in him being banished by Sam. During a case in My Bloody Valentine, Dean and Sam are working on leads them to hearts with Enochian sigils carved on them, Dean calls Castiel in for assistance. himself despite being in a weakened state from Purgatory that only gets worse when he uses his powers. Dean is shocked by how loose Castiel is (Dean walks in on Castiel preparing to have an orgy). When the plan instead fails and God is left dying on the floor of a warehouse, the team are seemingly left with an unconscious Lucifer. Sam and Dean arrive and try to stop her, but Dagon proves immune to their attacks and even destroys The Colt. Initially, Dean suspected Sam as his deliverer, but when this proves to be wrong, the brothers, with Bobby Singer's assistance, seek the help of a psychic, Pamela Barnes. Dean is visibly sympathetic to Castiel's feelings and looks as if he wants to comfort him but Castiel returns Dean his amulet, calling it useless before teleporting away. 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