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Who does Dean love?

In Dean's fantasy world, Carmen was his live-in girlfriend. She was essentially what he wanted at the time. She knew almost everything about him (his favorite beer and foods).
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Who did Dean truly love in Supernatural?

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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Is Dean In love With Castiel?

However, his affection for Castiel ultimately won, with Dean shown in tears in Purgatory when he thought he'd lost Castiel. Their reunion was their most intimate yet, as the two didn't hold back on letting the other know that they were truly sorry and didn't want to fight anymore.
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Who does Dean love the most?

The person he loves the most besides his parents is his brother Sam. Most of the sacrifices and bad decisions he makes are due to him trying to protect his brother. Its been a central theme throughout the series.
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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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Top 10 Best Romances on Supernatural

Who Dean ended up with?

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 Dean end up with 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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Who does Dean have a kid with?

Emma Winchester is the daughter of Dean Winchester and Lydia. She is an Amazon warrior, trained to kill her father, but she refuse to go through it and was accepted by her family.
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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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Why is Amara obsessed with Dean?

Eventually, it turns out that Amara was only interested in Dean because she did not want to be alone after taking revenge on God. She has even stated that she has loved God more than he could ever imagine.
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Who does Castiel lose his virginity to?

Supernatural: Former angel Castiel (Misha Collins) had a very human first on the CW hit drama: He lost his virginity to April (Shannon Lucio)! Alas, it turns out she was a reaper and stabs Cas in the chest, so yeah, no cuddling for those two.
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Who does Castiel fall in love with?

In 'Despair', Castiel sacrifices his own life to save Dean. Before he dies, he talks about his search for happiness and how he was never able to find it. He also alludes to loving Dean.
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Is Castiel Autistic?

Castiel isn't autistic.
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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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Does Dean get a happy ending?

This conclusion was particularly the case for the older brother, Dean Winchester. In Supernatural's series finale, Dean Winchester died on a hunting job, but his soul eventually ended in Heaven. Some fans were happy to see a proper conclusion for Dean Winchester's story, while others argued that he deserved better.
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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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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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Does Dean ever find love?

Dean Winchester & Robin

However, as a teenager, Dean did find love with a girl named Robin. Like always, Dean didn't get to stay with her but they did have a moment where they reconnected their love even if it was briefly. To Dean, she was the one that he let get away.
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Does Dean have a baby in Supernatural?

Do Dean & Sam Have Children? This one is a bit of a doozy, but the answer is yes. Dean accidentally conceived a child with Lydia, an Amazon who had a one-night stand with the Winchester brother in order to have a child. The child, Emma, was born two days after conception and grows up ridiculously fast.
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Do Meg and Castiel have a kid?

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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Is Lisa's kid Dean's son?

Lisa Braeden is a single mother of one, who had a fling with Dean Winchester back in 1999, whilst he was on a hunt in the vicinity. She has a young boy named Ben who shares similarities to Dean, although she has categorically stated that he is not his child.
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What did Dean whisper to Lisa?

“Look, I have no illusions. Okay, I know the life that I live, I know how that's gonna end for me. Whatever, I'm okay with that. But I wanted you to know, that when I do picture myself happy…it's with you…and the kid.”
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Was Dean in love with Jo?

Throughout the second season, Jo appears to have romantic feelings for Dean, but Dean does not have feelings for her, it seems to him that she is like a sister to him.
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Why did Rory choose Jess over Dean?

Jess: They Had More In Common Intellectually

Jess and Rory had more in common intellectually than she did with Dean. It was good for Rory to date someone who was on her level as they were able to have more interesting and intelligent conversations.
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Does Dean ever get over Rory?

When Rory comes out to him late and tipsy, Dean breaks up with her because he realizes their lives are going in completely different directions. He leaves. As Rory softly cries, Logan Huntzberger (Rory's future boyfriend) steps in to comfort her. In his final appearance, Dean does not see Rory, but rather Luke.
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