19 Times Dean from Supernatural stole our hearts

Dean Winchester is a complex character from the show Supernatural. He is loyal, charming, humorous, and haunted by his past. His expert hunting capabilities and attitude have amassed a huge fanbase. There are plenty of moments in the show where Dean has stolen the hearts of millions, so, in this list, we are going to talk about 19 times Dean from Supernatural stole our hearts.

1) Getting closure with his father

When John Winchester was resurrected, his confrontation with Dean was one of the most emotionally charged moments of the show. Dean had a complex relationship with his father. However, in this scene, we can see that Dean is no longer the resentful man who once sought his father’s approval, and he is finally able to let go of the past.

2) Apologizing to Adam for leaving him behind in hell

Dean apologizing to Adam was one of the most powerful moments of Season 15. It showcased Dean’s character development and his capacity for empathy. He felt responsible for leaving Adam behind in Hell and acknowledged his actions. This scene resonated with the viewers, highlighting how much Dean had transformed throughout the series.

3) Dean meeting Ben

When Dean met Ben, whose behavior had an uncanny resemblance to his, he initially thought Ben was his own son. Though it was later confirmed that Ben was not his son, seeing Dean with Ben resonated with viewers. Dean always wanted a normal life, and watching him connect with Ben served as a reminder of his human side, despite the tough exterior that he displayed.

4) Admitting that he loves being a hunter

Dean’s final acceptance of his love for the life he has is the culmination of his journey and a powerful statement. On several occasions, we have seen Dean struggle to accept the life of a hunter, which comes at a cost. His final acceptance signifies a profound shift. as he is not the most emotionally expressive character. This scene stole the hearts of viewers.

5) Dean revisiting Purgatory

Dean’s return to Purgatory in Season 9 Episode 15 was a potent mix of nostalgia and a reminder of the impact the experience had on him. Though Purgatory is a terrifying place, it was a significant chapter in Dean’s life. The experience left deep scars on him, and revisiting it brought back the trauma he suffered, which resonated with viewers.

6) His willingness to lock himself away in season 14

The pivotal moment in Season 14 occurs when Dean learns that Michael will eventually be able to take control. In response, he builds the Ma’lak Box and is willing to lock himself away. He chooses to sacrifice himself to prevent widespread destruction. His willingness to bear the responsibility, no matter the personal cost, resonated with viewers.

7) When Dean went to Heaven

Although Dean had faced death several times, when he was shot and went to Heaven, it felt completely different. The scene was emotionally charged and resonated with viewers. His reunion with Bobby, who played a significant role in his life, was a testament to their strong and unbreakable bond.

8) Live-action role-playing (LARP)

This episode was one of the funniest and most heartwarming episodes of Supernatural, as we got to see Dean and Charlie’s unique banter and friendship. Watching Dean embrace the silliness and escapism of LARP was refreshing. He was fully committed to his role, adopting the persona, and his enthusiasm was infectious.

9) Dean turns into a demon

Though Dean turning into a demon in Season 3 was not a warm and fuzzy moment, it was undeniably etched into the memories of viewers in a devastating way. Dean, who was always the one fighting darkness, becoming a demon himself was shocking. However, Jensen Ackles’ performance truly stole our hearts.

10) Taking Control of Apocalypse Michael

Dean taking control of Apocalypse Michael was truly a moment that stole our hearts. The scene showcased Dean’s inner strength and incredible willpower. Fighting Michael—one of the most powerful archangels—after he had taken over Dean’s body proved that, no matter how difficult the situation, Dean Winchester never gives up.

11) Dean’s readiness to die

Dean’s readiness to sacrifice himself has always resonated with viewers, especially in Episode 12 of Season 1, which is relatively early in the show. His unwavering love for Sam and his willingness to do anything and everything to save him shows how deeply he cares about his brother. Dean’s willingness to sacrifice himself for Sam’s sake stole the hearts of viewers.

12) Dean says no to Michael

Dean’s refusal to let Michael use his body as a vessel in Season 5, Episode 14 is a pivotal moment in the show. It showcases Dean’s assertion of his own free will. He’s aware of the outcome if he says yes, and to protect Sam from death, he’s willing to sacrifice himself. Though his decision is not an easy one, his ultimate choice to say no to Michael—compared to Sam’s yes to Lucifer—truly defines his character.

13) Dean living a normal life

The episode where Dean gets to see a life where his mother is still alive, and he is living a normal life with his girlfriend, truly stole the hearts of viewers. It showed the normalcy that Dean always craved, and Sam also had a chance at a normal childhood. Dean getting a taste of normal life resonated deeply with viewers.

14) Dean acting like a dog

This episode of Season 9 was one of the most hilarious of Supernatural, where we see Dean displaying a canine persona. From head tilts like a dog to chasing squirrels, Dean truly embodied a dog. Despite the comedic moments, this episode was heartwarming, as we could see Dean’s unwavering loyalty to Sam heightened.

15) Dean fighting the fairies

Dean’s interaction with the fairies—or rather his misunderstanding of what was going on—in Season 6, Episode 9 was comedic genius. He was convinced they were dealing with aliens and completely dismissed the obvious signs of fairies being involved. Dean shouting at Sam, telling him to “fight the fairies” while getting arrested, truly stole the hearts of viewers.

16) Dean’s chemistry with Castiel

This iconic duo made Supernatural even more fun to watch. The gruff hunter and the clueless angel form a unique friendship with their contrasting personalities, yet they always look out for one another. Dean and Castiel’s unwavering loyalty toward one another and the emotional depth of their connection truly resonate with viewers.

17) Dean, a scaredy cat

Dean who is usually brave and a stoic hunter when infected with the ghost sickness transformed into a scaredy cat. He got terrified and jumpy at everything he saw. It showed that even the bravest heroes have their weaknesses and seeing Dean turn from a brave hunter to a person who gets scared of everything stole the hearts of the viewers and became a memorable part of the series.

18) Refusing to kill Jack

Despite his good intentions, Jack poses a significant threat mainly because of him being a Nephilim and possessing uncontrollable power. Dean understood the eventual danger that could occur because of Jack however, he was torn between his loyalty and the danger he represented. However, Dean’s eventual decision to not kill Jack showed his inner turmoil which resonated with the viewers.

19) Dean reversing his car

This iconic episode from season 11 became a classic. Baby is more than a car to Dean and his meticulously backing her up stole the hearts of the viewers. The sound of the Impala’s engine and Dean checking the mirrors as he smoothly maneuvers his car is a visual treat. This is a truly emotional moment in the show.