Dean Winchester

Physical Appearance

Dean has green eyes, light freckles on his face, and short, dark blond, Ivy League-style hair. He is 6'1"—making him shorter than his younger brother Sam, who is 6'5"—and is muscular. Dean is often referred to as "handsome" or even "cute" by other characters. He usually wears a plaid shirt over a T-shirt, jeans, and boots, unless he has to wear a disguise to impersonate someone. Until season 6, Dean often wore his father's leather jacket. He also often wore a silver watch and ring. As of season 4, Dean has a hand-shaped burn scar on his left shoulder from where Castiel pulled him out of Hell. This scar has since disappeared from his body. In the first four seasons, Dean also wore an amulet around his neck that resembled a bull's head made of brass, attached to a black cord. This amulet was given to him by Sam as a Christmas present when they were children. Throughout the first half of Season 5, Castiel attempts to use this amulet to find God, as its alleged power is to burn in God's presence. When Castiel is unsuccessful, he declares the amulet "useless" and Dean throws it away. Some time before Jus In Bello, Dean got a tattoo of the anti-possession symbol on his chest to protect himself from demons. Dean mentions to Haley Collins in season 1 that he doesn't wear shorts. However, he is actually wearing shorts while cleaning the Impala in Baby and as a substitute gym teacher in After School Special. Dean recently received the Mark of Cain, manifesting just below his elbow. The Mark was removed in Brother's Keeper. Dean later briefly possessed a pair of Black Eyes while he was a Demon. Since his separation from Sam, his appearance has become more unkempt and unshaven; his hair has also grown out a bit. In Let the Good Times Roll, Dean gains a pair of Angel Wings due to his status as the current vessel for Michael from Apocalypse World.

Personality

Dean Winchester, from the moment of his debut, was shown to be sympathetic, funny, mischievous and, in contrast to his younger brother, somewhat immature. Dean has shown numerous times to be good with children and women. At a young age, Dean was trained by his father, John Winchester, to hunt and kill creatures of the supernatural. However, unlike his brother Sam, he did not resent his father for having "raised him as a warrior". He seemed to prefer hunting the supernatural to any normal "apple pie" life, although it was revealed that when he was sixteen, he did in fact desire (or at least hope for) a normal life: he simply could not leave Sam. This, however, did not last long, as later - still sixteen - after a werewolf hunt, he realized how unique his life was. However, in Season 7, after everything he has seen and done, Dean admits to Eliot Ness that he no longer wants to be a hunter and would quit if he could. Dean is an avid fan of classic rock music. Many of his aliases include the names of famous rock musicians. He is known for using crude humor, using pop culture references, making sexual innuendos, and indulging in pornography (especially about Busty Asian Beauties). He has even stated at one point that he enjoys anime and Japanese animated pornography (Hentai).

Personality (continuation 2)

Dean typically avoids emotional intimacy, preferring to engage with women only as sexual partners. However, he has had a few long-term relationships over the years, with Cassie Robinson, pre-series, and Lisa Braeden, in season 6. After the tragic events that led Dean to ask Castiel to make it as if Lisa and their son Ben had never met him, Dean seemed to give up on having a family outside of his brother. After his breakup with Lisa, Dean was reluctant to return to his old "new town, new girl" routine. However, the one time he was shown indulging in a one-night stand in The Slice Girls, he ended up fathering an Amazon who tried to kill him. He was reluctant to defend himself against his Amazonian daughter, and Sam ended up doing the killing. After these events, he became even more reluctant to enter into a physical relationship, let alone an emotional one. This seems to disappear when he engages in sexual relations with Suzy Lee. Dean values ​​the safety of his family above all else, going so far as to kill a demon and its human host to save Sam's life, as well as sacrificing his own soul and suffering in hell to resurrect his brother. Although Dean keeps himself in excellent physical shape, he is known to have very poor eating habits. He is often shown enjoying greasy, fattening, or otherwise unhealthy food, especially cheeseburgers and pies, and dismisses salads as "rabbit food". Despite his working knowledge of the supernatural, Dean is skeptical of the "good aspects of religion". However, he becomes somewhat more open-minded after meeting the angel Castiel, but the antagonistic behavior of most angels and God's reluctance to openly participate in events prevents him from being a true believer, like Sam. When he first met God, he was shocked but angry (unlike Sam, who was rambling).

Personality (continuation 3)

Dean has also demonstrated on several occasions that he is an avid fan of movies, particularly Westerns, and was thrilled to have the chance to go to the Old West. He was also overjoyed when he met and was able to work with Eliot Ness, frequently referencing The Untouchables throughout the episode. Dean is typically ruthless and aggressive when hunting, a task he approaches with enthusiasm, making him the most ruthless of the Winchester brothers. But despite this, he is able to recognize whenever he is going too far, as seen in his interactions with Lenore and Gordon Walker (Bloodlust). He even sympathized with Elias Finch over the loss of his wife and his unjust punishment for her death. While Sam is at least willing to sympathize with what they hunt, as long as their motives can be considered morally grey, Dean sees the world primarily as black and white. He passionately despises what he hunts, especially demons, and is prepared to kill without question more often than not, unlike his brother. This caused him to develop an intolerance towards most supernatural creatures and beings. He does not like to show his emotions to monsters, and when facing beings such as Abaddon or Azazel he acts menacing and determined. When facing angels, even knowing what they could do to him, Dean is sarcastic, rude, and insulting, often referring to them as "idiots". The only being he was openly afraid of was Death; on the rare occasions they met, Dean would become nervous and cautious, and when Dean became angry or frustrated enough to respond, he would become visibly frightened and retreat the moment Death seemed irritated. Despite these traits, Dean is very calm and well-disposed when not hunting, and he values ​​the safety of his family and innocent civilians above all else, even his own life. Although he can occasionally be somewhat impulsive and arrogant, Dean is extremely intelligent and capable. He is more likely to display irrational behavior when his family is threatened.

Personality (continuation 4)

Despite being the best hunter, Dean admits that he doesn't see himself as anything more than a "grunt." He is constantly called out for feeling this way by Bobby and Sam. But regardless, his feelings always return. These feelings can be traced back to his relationship with his father John, who sometimes treated him like a tool rather than a son and held him to unrealistic or unfair standards. Dean enjoys the simple things in life, like good food and television. He almost constantly displays some level of humorous behavior and often makes light of tense situations. He sometimes comes across as silly due to this habit, but this seems to be just his way of dealing with the stress of hunting. Dean has demonstrated on several occasions a soft spot for children. He is very good with them, can talk to them easily, and is always very friendly; this probably stems from the fact that he practically raised Sam when he was a child. Dean's affection extends to almost all children, especially the younger ones, though he also cares for teenagers. Dean is more willing to put his life in danger for children than for almost anyone else. Dean's affection even extends to monster children, and despite his ruthless approach to hunting, he is generally unwilling to kill monster children unless he has a dire need. After his extraction from Hell by Castiel, Dean began to exhibit noticeable anxiety and experienced chronic, abominable nightmares of his experience there. He initially lied to Sam that he did not remember anything from his time in Hell, but eventually confessed and told him that he remembered every detail. The fact that he tortured souls just to escape torture weighed heavily on Dean, leaving him visibly sad and filled with guilt. Due to this, he believed that he was not worthy of rescue. He also explained to his brother that he wished he did not feel anything, as the sadness he felt was so overwhelming.

Personality (continuation 5)

Dean has been shown to be hypocritical at times. He shows disgust and anger towards Castiel for working with Crowley, despite the fact that he worked with Crowley last season and one of the first things he does in season 7 is call on Crowley to help take down Castiel. He even works with Crowley in every season that Crowley appears in except season 8. Despite stating "what's dead should stay dead" and consistently criticizing people who resurrect their loved ones, Dean did everything in his power to resurrect Sam, Jack, and Mary. Dean also drinks heavily, especially in times of stress. This worsened during season 7 when life was becoming too much for him to bear. Dean also fell into a period of depression. After Bobby's death at the hands of Dick Roman, Dean developed a strong and obsessive vendetta in him and spent the entire season hunting Dick down in order to kill him. As part of Bobby's dying wishes, he tried to let go of his anger and revenge, and although he ultimately succeeded in killing Dick, it was as part of the job and not out of revenge. The constant life-or-death situations Dean was forced into while in Purgatory created an extreme change in him. While he was trapped there, he became emotionless and paranoid with the fear of being attacked. He killed Purgatory monsters with ease and was always fighting for his survival. When he returned to Earth, his new outlook on life was clear. He became hardened, emotionless, and at times ruthless; his humor and puns were non-existent while hunting. This changed with Castiel's return from Purgatory, after which he began to show his lighthearted side again. Having a now haunted sense of self-creation in him during that year, he became more firm in his belief in hunting. He had personally seen all the monsters they hunted in Purgatory, and in doing so, he developed a strong sense of responsibility towards the people they saved.

Personality (continuation 6)

After Kevin's death, and Gadreel taking complete control of Sam, Dean became desperate to save him. When Sam was freed, Dean's self-loathing seemed to reach a new level: he claimed that he was poison, and that anyone near him would die. Dean decided to obtain the Mark of Cain, and in doing so, his personality became darker, with extreme levels of aggression and anger. He also became more suspicious and distrustful, and more hateful towards the supernatural. As a demon, Dean's soul became distorted and he no longer had empathy for others. He cared only for himself and what he needed. His change was so drastic that he chased Sam all over the Bunker with the intention of killing him with a hammer, only to miss by inches. He performed this task calmly and coupled it with taunts, giving the impression that he was enjoying himself. This is reinforced by the fact that instead of an axe, he decides to use a hammer to break down a door and kill Sam, despite both tasks requiring much more strength with a hammer than with an axe. Demon Dean apparently cared about the natural order, something that the old Dean despised. He even considered himself, as a demon, a part of the natural order, and that everything was set up that way. Dean retained some of his old traits, such as his love of drinking, playing pool, darts, and foosball. He is still more brutal, happily beating people and demons beyond reason with limited provocation. He is also colder, and while he initially seemed down-to-earth and charismatic, he quickly became cold and ruthless when others proved uncooperative, as demonstrated by him shaming and humiliating Ann Marie for sleeping with him the moment she rejected his advances, not caring that he had left her nearly in tears. Dean's concern for Sam, innocent people, and the Impala completely disappeared while he was a demon. He told Cole Trenton that Sam's well-being did not matter to him. He took innocent lives just to satisfy the Mark's bloodlust.

Personality (continuation 7)

In Season 11, Dean struggles with the fact that he has unleashed The Darkness upon the world. Although he has every intention of defeating The Darkness by any means necessary, he soon realizes that he cannot harm it himself, and has developed an involuntary attraction to it. This has led to a banshee finding him vulnerable and a qareen taking the form of Amara, who has become Dean's darkest desire. These events leave Dean visibly sad and depressed, but he is not ready to give up yet. With the revelation that Castiel had said "yes" to Lucifer, Dean shows great determination to save his friend, even going against Sam who believes that this is Castiel's choice. Dean's desperation leads him to use every method possible to free Castiel, and to put Castiel's safety among his top priorities. In an attempt to stop the Darkness, Dean proved to be a good strategist, he convinced God not to sacrifice himself, planned Lucifer's rescue, and convinced the Darkness to let go of its anger. This led him to save the world and get his mother back. In Season 12, Dean struggles with the changes in his life. Mary is not the woman he remembers, nor is he the son she remembers, leading the two to separate, much to Dean's distress. Dean tries to bury his initial discomfort at being abandoned by Mary, but an eventual reconciliation restores some of Dean's happiness upon her return. Another issue is Crowley and Castiel's partnership, which Dean expresses disgust at. Conflicts with Lucifer and the British Men of Letters also become major concerns for Dean. When a witch curses him to lose his memory, Dean gradually forgets important facts about himself, but a more childlike demeanor, along with a fascination with cartoons and a happy, normalcy-loving personality, begins to emerge, a likely indication of what kind of person Dean might have been had he not become a hunter.

Personality (continuation 8)

As observed throughout the season, Dean has become more open about his interests and preferences, going from hating vegetable juice in one day to drinking it without another word. Recently, Dean may be losing much of his bravado; the tough, sarcastic, and careless personality he has carried with him for most of his life is slowly fading away to reveal the real Dean Winchester underneath, which not even Sam recognizes. Following Castiel's death, Mary's imprisonment in the alternate universe, and the birth of Jack, Dean has been shown to be quite depressed. This depression has brought out a much more cynical side in Dean, to the point where he prays for everyone's return, even Crowley. When this didn't work, he replaced his sadness with anger and this caused him to lash out at Jack, blaming him for what happened to Mary and Cass, even though the latter was not to blame for these acts. He also firmly told Sam that his mother was dead, as Lucifer most likely killed her. While he acted this way, there were still glimpses of his old self underneath, as he was willing to check the alibi of a shapeshifter Mia Vallens rather than kill her and praised Jack for saving Sam. He later told Sam to keep his faith in his mother being alive, as him keeping faith would balance them out, which surprised Sam. Dean's reason, as he stated, was because he was done with everything. Dean's new attitude of being "ready" had reached the point where he was willing to let Billie (the new Death) ensure that his death would be permanent in exchange for one last favor, a stark contrast to the way Dean had usually dealt with Billie in the past. This cynicism and depression was pointed out to him by Billie, who told him that he should keep living. Dean later stated that he just needed a victory to cheer him up.

Personality (continuation 9)

Dean gained his victory in the form of Castiel being resurrected (due to Jack), after Castiel was reunited with the brothers, Dean's depression disappeared, though his cynicism remained to some extent. This also led him to be less harsh towards Jack, even seeing him as part of Team Free Will and no longer seeing him as a monster or evil, as he even stated that he was wrong about him. When he discovered that his mother was still alive from Jack, he apologized to Sam for doubting his beliefs and became determined to rescue her. Dean even smiled after Jack stated that he considers him and Sam as family, rather than his biological family Lucifer and the angels. Afterwards, Dean showed that he had overcome his depression by trying to comfort Sam over his own anger over the loss of Mary and Jack. However, some of Dean's anger remained, as he was still upset that God had not intervened, even expressing that the latter did not care at all. It was only when Father Luca Camilleri explained to Dean that miracles were not supposed to just happen, but were good acts of God's work, that Dean let go of some of his old resentment. He even told Sam to have faith that no matter what threat occurred in the future, they would deal with it.

Personality (continuation 10)

After Michael took full control of him, he described how Dean struggled to regain control and when he manifested in a mirror he ordered him to leave, but was refused. When Dean was freed, he told Sam how he suffered under his possession. Dean also wanted revenge on Archangel for using him as he was angry when Alternate Kaia compared him to the latter. He also locked himself in his room as he felt guilty for letting Michael loose. Despite Jack and Sam's assurances that this was not his fault, Dean was insecure and only gained a semblance of hope after seeing Maggie wanting to hunt after being kidnapped on a hunt. Dean later showed this side again as he was determined to get Jack back while calling him his son. After Michael possessed him again, Dean was locked in a limbo state where he owned a bar with Pamela Barnes and seemed happy, but was able to tell that something was wrong. Once Sam and Castiel helped him see the truth, he broke free from the state and fought Michael. After Michael gave him a tip, Dean resolved to restrain him like Michael had done to him. Dean's ability to keep Michael restrained is a testament to his incredible willpower, as Castiel stated at one point that he could not even imagine the strength it would take to keep Michael under control.

Deaths

Throughout the course of the series, Dean has died many times. • In My Time Of Dying - Dean came close to death and almost went with the reaper Tessa when in a coma from the car accident, only saved because Azazel healed him through Tessa as part of his deal with John. Mystery Spot - Dean dies in a multitude of different ways. They are: Shot by Mr. Carpiak at the Mystery Spot, Ran over by a car, Crushed by a falling piano, Choked on a sausage, Slipped in the shower, Poisoned by a taco, Electrocuted by his razor, Accidentally killed with an axe by Sam, Mauled by a golden retriever, Shot by a robber and Almost 100 other unknown ways. • No Rest for the Wicked - Dean is viciously mauled by Lilith's hellhounds and dragged down to Hell due to a deal with a crossroads demon to resurrect Sam. Resurrected by Castiel after four months in Hell. • Dark Side of the Moon - Dean is killed alongside Sam by Roy and Walt, who blamed them for the Apocalypse. It was also mentioned he has died more times than he knows but his memories were erased upon resurrection. Resurrected by Joshua on God's orders. • Appointment In Samarra - Dean died for seven minutes to contact Death in order to get Sam's soul back. He was resuscitated by Dr. Robert as pre-planned though Doctor Robert almost couldn't bring him back. • Do You Believe In Miracles? - Dean is killed by Metatron with an angel blade to the heart. He was subsequently resurrected by the Mark of Cain and returns as a Knight of Hell. • Red Meat - Dean commits suicide with a drug overdose to speak to the Reaper Billie in hopes of getting her to save Sam's life. Billie refuses and reveals that Sam is still alive. Before she can take him to the Empty, Doctor Kessler manages to revive Dean with adrenaline to the heart.

Deaths (continuation 2)

• First Blood - Dean makes a deal with the Reaper Billie in which she stops his and Sam's hearts then resurrects them a while later to give them a chance to escape Site 94. In exchange, they agree that a Winchester will die permanently at midnight. However, this part of the deal is broken when Castiel kills Billie instead. • Advanced Thanatology - Dean injected himself with a drug so he could temporarily die and free the ghosts of those killed by Avery Meadows with the plan for Sam to bring him back with a second injection. However, the second injection fails. After speaking with Dean, Billie, who is now Death, brought him back again. Carry On Dean and Sam are fighting vampires when one of them pushes Dean into rebar sticking out of a wooden post. Accepting his fate, Dean says his final goodbyes to Sam before dying. He and Sam are later reunited in Heaven after Sam dies of natural causes. Other deaths which didn't occur in the present timeline include: • Nightmare - Dean died in Sam's vision by Max Miller. • The End - Dean died in an alternate timeline, in the year 2014, when Lucifer snapped Future-Dean's neck. • Time After Time - Dean died in an alternate timeline. He was strangled to death by Chronos, but Sam and Jody Mills save him using a spell to summon Chronos at the at exact moment. • Patience - Dean died in Patience Turner's vision by a Wraith. Thanks to Patience Turner's warnings, Dean was able to avoid the fatal attack and kill the Wraith instead. • Atomic Monsters - In Sam's nightmare of a world where he continued drinking Demon Blood and became the leader of a demon army, Dean was killed when Sam snapped his neck with telekinesis. This is later revealed to be an alternate reality Dean that Sam was seeing God's memories of.

Deaths (continuation 3)

• Proverbs 17:3 - In Sam's nightmare of a world where he is possessed by Lucifer, Dean is immolated by the archangel after failing to kill him with the Colt. This is later revealed to be an alternate reality Dean that Sam was seeing God's memories of.

Relationships

• Dean and Sam - Dean and Sam are brothers. • Dean and Castiel - Castiel is Dean's best friend (or something more 👀) • Dean and Crowley - Dean and Crowley were somewhat friends (At the beginning of Season 10, Crowley claimed they were best friends, but it seemed Dean didn't feel the same). • Dean and Bobby - Bobby was like a second father to Dean. • Dean and Bela - Dean and Bela were enemies/allies, but more often enemies. • Dean and John - Dean worshiped his father, but they didn't always get along. • Dean and Charlie - Dean and Charlie were good friends, she was the closest Dean has had to a sister. Dean and Lisa - Possibly Dean's longest term romantic relationship - they lived together for at least one year. • Dean and Lucifer - Dean and Lucifer were mortal enemies with Lucifer being Dean's longest lasting enemy aside from Azazel. • Minor relationships - People Dean has become acquainted with over the years.

Name

• Dean is a masculine name of English origin. The meaning of the name is "leader" or "valley". Which is quite fitting, as he normally leads the events of the hunt. • In The Beginning reveals that Dean was named after his maternal grandmother, Deanna Campbell.

Trivia

• Dean seems to be rather clueless about pop culture, evidenced by him not knowing what an Xbox is, and believing MySpace to be a porn site. However, he seems to have gotten better over time as he now has a phone with apps, something that shocked Sam. • Dean is a big movie buff. Sam stated that Dean knows all of Clint Eastwood's movies line for line, especially the "the monkey movies." He is also a huge fan of Chuck Norris. He also claims Untouchables is one of his favorite movies. • Dean and Balthazar both dislike the actor Ashton Kutcher and the singer Celine Dion. • In Phantom Traveler, Dean suffers from pteromerhanophobia (fear of flying). • In Man's Best Friend With Benefits, Dean is allergic to cats. • Dean is very good at flirting, proven in notable episodes. He also coached Charlie Bradbury (a lesbian) into flirting with a male security guard. • Dean has been to the most number of different realms out of all the characters: Hell, the alternate timeline from The End, Heaven, Avalon, the alternate universe from The French Mistake, Purgatory, Apocalypse World, the Bad Place, and the Scooby-Doo Universe.