4 Heartbreaking moments in Supernatural Season 4

Supernatural -- "Lucifer Rising" -- Photo: Michael Courtney/The CW -- Acquired via CW TV PR
Supernatural -- "Lucifer Rising" -- Photo: Michael Courtney/The CW -- Acquired via CW TV PR /
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SUPERNATURAL — “Are You There God? It’s Me, Dean Winchester” — Photo: Sergei Bachlakov/The CW — Acquired via CW TV PR
SUPERNATURAL — “Are You There God? It’s Me, Dean Winchester” — Photo: Sergei Bachlakov/The CW — Acquired via CW TV PR /

Fresh from the pit, Supernatural Season 4 opened the gap between Heaven and Hell. While diabolical angels were on the agenda so too were heartbreaking moments.

Up until this point, Supernatural had established itself as a monster of the week serial episodic. Of course, Kripke had other ideas stirring in that brilliant mind of his. One of which took form in a straight-laced Sales Provider for AM Radio who often adorned a trench coat draped lazily over a loosened blue tie.

Devoted Catholic, Jimmy Novak, was the stepping stone between what is now referred to as the series’ early days to pop culture guessing, personal bubble bursting, fluttering in and out, team free will. Castiel, portrayed by Misha Collins, immediately made his presence felt and became a fandom favorite. Whilst he made a substantial impact on the season, there was a rift unfolding between the brothers.

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Mary signs her life away

Much like John Winchester was the first owner of the Impala, it is set in Supernatural lore that the hunter was also the first in the family to pick up the salt and burn lifestyle. “In the Beginning“, however, proves that this wasn’t exactly the case.

In one of the first odes to Back To The Future, Dean travels to the past and comes across a younger version of his mother. As his parents’ relationship progresses before his eyes, there’s another insight looming in the background: Mary’s family has close ties to the hunting circle.

One of the very reasons why she fell in love with John in the first place is because he was like a breath of fresh air. Not realizing who he is, Mary lets Dean onto the fact that she’s pregnant with John’s baby.

Supernatural
SUPERNATURAL — “In The Beginning” — Photo: Sergei Bachlakov/The CW — Acquired via CW TV PR /

She’s tired of the life she has been given and wants out of it. More than that, the idea of her future children growing up around it is something she can’t fathom. Knowing what he does, Dean takes this as his cue to tell her to not get out of bed on Nov. 2, 1983.

As with all potential glimpses of hope goes in Supernatural, further into the episode John’s close to dying. In order to have him back, Mary must come to an agreement with Yellow Eyes.

Dean opens up about hell

There are many things accustomed to Dean Winchester, from his preference in food and beverages to his favorite curse word, but opening up isn’t exactly one of them. Over the course of the series, there have been few times where he’s dropped his walls around other people. Others, he has instead taken to sorting out his feelings in solitude.

After Castiel raised him from perdition in the first episode, he has constant nightmares leaving his memories frozen in the time he spent in hell. Thing is, Sam knows something is up with his brother and after hearing Alastair says that Dean has promise, there’s an awkward tension in the air.

With Sam being reluctant to press on the subject, in the middle of nowhere, leaning against the Impala, Dean breaks down in “Heaven and Hell”.

For 30 years, Dean was tortured in ways nobody would be able to imagine until his psyche deteriorated. Each day there was an offer from Alastair: he was to be taken off the rack in replacement for other souls.

Come the 30th year until he left hell on the 40th, he gave in. In uncontrollable tears and Sam unable to fill the empty silence, the only wish that Dean has now is that he wouldn’t be able to feel a thing.

Supernatural — “On The Head of a Pin” — Photo: Sergei Bachlakov/The CW — Acquired via CW TV PR
Supernatural — “On The Head of a Pin” — Photo: Sergei Bachlakov/The CW — Acquired via CW TV PR /

Dean tells Cas he broke the first seal

In alignment to the overarching thread of the season, Sam isn’t the only person Dean talks to about his time in hell. “On the Head of a Pin” shows Dean laying in a hospital bed, connected to machines, with Castiel beside him. The two landed themselves into a scuffle with Uriel.

See, there has been gossip between the angels which lands itself onto the ears of the eldest Winchester. Apparently he broke the first seal. In Supernatural speak, the seals are metaphorical of locks on a door and when breaking all of them, the door opens.

What exactly lays on the other side? Lucifer! After he fell from grace, God commanded Michael to bind him into his cage with 66 seals. The first shall be broken by a righteous man — or in this case, Dean — and he will be the one to end it.

It is the first major foreshadowing of the Winchesters fight to stop the apocalypse in Season 5. We know that the final seal is Lilith which is then broken come the Season 4 finale. However, in that moment, Dean now has the burden on his shoulders that the fate of the universe begins and ends with him.

For someone who has hunting as a constant to show fear and state that the world is as a consequence doomed shows how monumental the situation is in comparison.

Sam walks out on Dean

From Amy the kitsune to the various faces of Ruby, Sam’s entanglements with supernatural beings has always fallen question to Dean’s ideologies. Nevertheless, Sam recognizes he has demon blood coursing in his veins which obviously makes him a tad peculiar.

Supernatural — “Lucifer Rising” — Photo: Michael Courtney/The CW — Acquired via CW TV PR
Supernatural — “Lucifer Rising” — Photo: Michael Courtney/The CW — Acquired via CW TV PR /

Take out Ruby’s double-crossed plans and the argument always falls that if in spite of everything, Dean can still see the good in him then there is the potential for goodness in others. The situation befalling them in “When the Levee Breaks” is different.

While Dean was in hell, Ruby seduced Sam into using his demonic powers to evacuate demons from their meat-suits. Now, they want to combine forces and kill Lilith.

Dean sees it as plain manipulation. Coming to an ultimatum, he tells his brother as soon as he lets Ruby go, the two of them can continue the plan and kill Lilith. It just wouldn’t technically end in a nose bleed.

The power play between them, already insinuating the dynamic between their destined fates as Lucifer and Michael, results in the eldest calling his brother a monster. Sam then takes the first punch followed by another from Dean.

The two begin to brawl to the point where Dean is no match, laying on the floor with shards of glass around him as Sam begins to choke him out. He comes to his senses and leaves the hotel room. After that fight, the relationship between them is never the same.

Next. 4 Heartbreaking moments in Supernatural Season 3. dark

Which scenes in Supernatural Season 4 had you heartbroken? Are there any we left out? Share in the comments below.

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