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Does Dean start to like Jack?

After learning that Jack apparently killed Derek Swan, Dean discussed killing him for it with Sam. However, Dean admitted that he actually liked Jack and saw it as a worst-case scenario that he must be killed.
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Who did Dean truly love?

The first season of Supernatural featured some of the best monsters and moments, but one of the most personal plot points involved the introduction of Dean's first true love, Cassie Robinson (Megalyn Echikunwoke).
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Who does Dean start dating?

Later, Dean starts dating Lindsay Lister (Arielle Kebbel). Beginning in Season 4, Dean appears less often on Gilmore Girls. However, he does have one more key plot line, as he eventually marries Lindsay.
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Does Jack become good Supernatural?

After the second death of Lucifer and the betrayal and death of Michael, Jack absorbs God's power and becomes the new God, the effort to turn him into a cosmic bomb having also made Jack a power vacuum that sucked up all of the power around him, including from the fights with Michael, Lucifer and Chuck.
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Does Jack turn bad in Supernatural?

As his soul burned off, his insecurities left him and the desire to be good was replaced with the desire to be powerful. When that power took over his morals and Mary Winchester questioned his actions, his will killed her. Because of him, Sam and Dean lost their mother again and Jack completely went off the deep end.
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team free will being fathers to jack for nine minutes and seven seconds

Does Dean get a love interest?

Dean Winchester and Lisa Braeden have shared a complicated, romantic relationship. They're almost like family, which includes Lisa's son Ben, due to Dean's relationship with the two. Dean deeply cares for Lisa and Ben and would hate to see them hurt.
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Does Dean love Jack in Supernatural?

Despite his words and his anger over Jack killing his mother, Dean's love for Jack was strong enough for Dean to spare Jack's life and mourn Jack's death when God killed him moments later. After Jack's death, Dean proved to be the most willing to work with the demon Belphegor who used Jack's corpse as his vessel.
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Do Jo and Dean ever kiss?

In the end, neither happened, though Jo and Dean did share a kiss before she died in “Abandon All Hope…” Watch that scene below.
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What happens to Jack after he kills Mary?

Supernatural 15x13 - Jack gets his soul back and says sorry to Sam and Dean for killing Mary!
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Why is Jack coughing up blood?

At the end, Jack coughs up blood in front of Dean before suddenly collapsing, bleeding from his nose and mouth. Rowena determines that Jack's condition is a result of his human and angel sides attacking each other without his grace maintaining a balance.
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Does Jack forgive Sam and Dean?

Jack is Forgiven

Dean says they miss him too and they want to clear things up. Jack says he regrets the 'accident'… what happened to Mary. He explains that Mary kept saying he didn't have a soul and he didn't want the no soul thing to become an issue.
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How is Jack stronger than God?

After his survival of the initial explosion in the Empty and becoming a power vacuum that had absorbed enough energy, Jack became immune to God's and Amara's powers, best seen when God failed to smite him, Jack was then capable of absorbing all of God's powers.
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Does Dean shoot Jack?

14.20 Moriah

In a cemetery, Dean confronts Jack with it, but can't bring himself to kill Jack, instead dropping the gun. This enrages Chuck, who demands Dean pick up the gun and kill Jack, going so far as to try and entice Dean by promising to bring Mary back.
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Does Jack heal Castiel?

Using the power of his soul, Jack was able to heal Castiel of the gorgon poison when the antidote failed to work.
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Who is Dean soulmate?

Before Heaven was changed by Jack into accommodating every person rather than being separated in their individual Heavens, only soulmates could reside in one place together. To this end, it was confirmed that Sam's soulmate was his brother Dean, as they shared their Heaven.
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Who does Dean get pregnant?

Lydia met Dean Winchester, along with Castiel at a bar. She shared a conversation with the Winchester and then went to her house where the two enjoyed a night together. Unknown to Dean, Lydia was impregnated with his child and in just a couple of hours, Lydia was already nine months pregnant.
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Who does Dean have a kid with?

Emma Winchester is the daughter of Dean Winchester and Lydia.
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Does Dean ever get a happy ending?

Sam and Dean were then reunited in the new heaven, where Jack (Alexander Calvert) made some necessary improvements: No more walls, and you don't have to live solely in memories. The final shot of the series saw the brothers, together, happy.
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Who does Castiel fall in love with?

While it was no doubt among the saddest Supernatural scenes, Castiel and Dean's final goodbye summed up their relationship. Castiel decided to declare his love for Dean, thus experiencing a moment of true happiness for the first time in his existence.
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Who does Dean sleep with?

Cassie Robinson

When her father was killed, she contacted Dean for help and they eventually renewed their relationship by sleeping together, now that she saw the supernatural. However, their relationship could not progress because Dean soon left town again.
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Does Castiel have a child?

Cassandra Masters is the daughter of Castiel and Meg Masters and the only known Nephalem to exist, which is a hybrid between a union of an angel and demon, even being part human due of Castiel and Meg's human vessels. Cassandra acts as one of the leading main characters with Sam and Dean.
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Does Dean forgive Castiel?

Dean appears visibly saddened by Castiel's lack of faith in him. Castiel later returns in Two Minutes to Midnight and apologizes to Dean for not having more faith in him. Dean forgives Cass, and they reconcile.
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How did Jack lose his soul?

Unable to contact God, both Jo and Castiel acknowledge the truth that Castiel has been hiding from the Winchesters: Jack burned up his soul completely when he killed Michael and is now soulless.
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Who is Dean Winchester's wife?

Supernatural Season 13 has added a new cast member whose surname will be abundantly familiar to fans. Danneel Ackles, an actress who, of course, is the wife of Dean Winchester himself, Jensen Ackles, is set to play a recurring character.
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Does Dean marry anyone?

Dean invites Rory and her mother to his wedding, but after some intervention from Luke (who heard Dean confess his remaining feelings for Rory the night before whilst he was drunk), the two decide to not attend. Dean marries Lindsay in Season 4.
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