Dean Winchester

Dean has green eyes, light freckles on his face and short-cropped Ivy league hair that is dark blond. He is 6'1" making him shorter than his younger brother Sam and muscular. Dean is noted to be "handsome" or even "pretty" by other characters constantly.

He usually wears a plaid shirt over a T-shirt, jeans, and boots, unless he has to wear a disguise in order to impersonate someone. Until Season 6, Dean often wore his father's leather jacket. He also used to wear a watch and a silver ring. As of Season 4, Dean has a hand-shaped burn scar on his left shoulder from where Castiel pulled him out of Hell.

For the first four seasons, Dean also wore an amulet around his neck that resembled the head of a bull made of brass, attached to a black cord. This amulet was given to him by Sam as a Christmas gift when they were children.

Sometime before Jus In Bello, Dean got a tattoo on his chest of the anti-possession symbol 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 the 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 separating from Sam, his appearance has become more scruffy and unshaven; his hair has also grown out a bit.

In Let the Good Times Roll, Dean gains a pair of Angel's Wings due to his status as Apocalypse World Michael's current vessel. During the brief period of time Dean was in control while Michael powered him from within, Dean was able to display the wings and use them in battle against Lucifer. Once Michael took full control of Dean and teleported away from Sam and Jack, he changed from Dean's usual attire to that of a 1920's era suit and hat.

When Dean meets John in the Monster Club's universe, he has a much more scruffy appearance, although he is more clean shaven by the time that he meets with the Monster Club after the Akrida's defeat.

Dean Winchester, from the moment of his debut, was shown to be an understanding, funny, mischievous, and, in contrast to his younger brother, a little immature. Dean's shown countless times to be good with kids and the ladies. At an early 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 him "raised like a warrior". He seemed to prefer hunting the supernatural over any normal "apple pie" life, though it was revealed that when he was sixteen, he did in fact desire (or at least hope for) a normal life: he just couldn't leave Sam. This however did not last long, as later on - while still sixteen - following a werewolf hunt, he realized just how unique his life was. However, by Season 7, following all that he has seen and done, Dean admits to Eliot Ness that he no longer wants to be a hunter and would give it up if he could.

Dean is an avid fan of classic rock music. Many of his aliases have included the names of famous rock musicians. He is known to use crude humor, use pop culture references, make sexual innuendos, and indulge in pornography (especially about Busty Asian Beauties). He has even stated once that he does enjoy anime and Japanese animated porn (Hentai).

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 her son Ben had never met him, Dean seemed to give up on ever having a family other than his brother. After his break up with Lisa, Dean was reluctant to get back into his old routine of "new town, new girl." However, the one time he was shown to indulge in a one-night stand in The Slice Girls he ended up fathering an Amazon that tried to kill him. He was reluctant to defend himself against his Amazonian daughter and Sam ended up making the kill. After these events, he became even more reluctant to get in a physical relationship let alone an emotional one. This seems to fade when he engages in intercourse with Suzy Lee.

Dean values his family's safety over anything else, even going so far as to kill a demon and its human host in order to save Sam's life, as well as sacrificing his very soul and suffering in hell to resuscitate his brother.

Even though Dean keeps himself in excellent physical shape, he is known to have very bad eating habits. He is often shown enjoying greasy, fattening or otherwise unhealthy food, especially cheeseburgers and pie, and dismisses salads as "rabbit food."

Dean is terrified of flying and claims that is the reason why he drives everywhere.

Despite his working knowledge of the supernatural, Dean is skeptical with regard to the "good aspects of religion." However, he becomes somewhat more open-minded after meeting the angel Castiel, yet 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 did meet God he was shocked, but angered (unlike Sam who was rambling on). After God called him out on his anger, Dean opened up, though held some of his anger and supposedly abandoned humanity before God told him to stop comparing himself to his father.

Dean has also shown on several occasions that he is an avid fan of movies, particularly westerns, and was thrilled to be given a 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 during the episode.

Dean is typically ruthless and aggressive when he is hunting, a task which he approaches enthusiastically, making him the more merciless of the Winchester siblings. But in spite of that, he is capable of acknowledging whenever he's going too far, as seen with his interaction with Lenore and Gordon Walker (Bloodlust). He even sympathized with Elias Finch on his loss of his wife and his unfair punishment for her death. Whereas Sam is at least willing to sympathize with what they hunt, provided that their motives can be counted as morally gray, Dean mostly sees the world 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 has caused him to develop a bigotry against most supernatural creatures and beings.

He dislikes showing his emotions to monsters, and when facing beings like Abaddon or Azazel he acts threatening and determined. When facing the angels, even knowing what they could do to him, Dean is sarcastic, rude, and insulting, often referring to them as "dicks". The only being he was openly afraid of was Death; on the rare occasions that they met, Dean was nervous and cautious, and when Dean was angry or frustrated enough to talk back, he became visibly scared and backed off the moment Death appeared annoyed.

Despite these traits, Dean is very laid-back and well-disposed when not on the hunt, and he values the safety of his family and innocent civilians above all else, even his own life. Though on occasion he can be somewhat impulsive as well as arrogant, Dean is both extremely intelligent and competent. He is more likely to exhibit irrational behavior when his family is threatened.

Despite being the better hunter, Dean admits he doesn't see himself as anything other 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 at times treated him as a tool rather than as a son and who held him to unrealistic or unfair standards.

Dean enjoys the uncomplicated things in life, such as good food and television. He almost constantly displays some level of humorous behavior, and frequently makes light of tense situations. He sometimes appears foolish due to this habit, but this seems to be merely his means of dealing with the stress of hunting.

Dean shows on multiple occasions a soft spot for children. He is very good with them, able to talk to them with ease, and he is always very sympathetic; this most likely stems from the fact he practically raised Sam when he was a child. Dean's affection extends to nearly all children, particularly young ones, although he also cares about teenagers. Dean is more willing to put his life in danger for children than he is for nearly anyone else. Dean's affection even extends to monster children, and despite his ruthless approach to hunting, he's usually unwilling to kill monster children unless he has a crucial need.

After his extraction from Hell by Castiel, Dean began exhibiting noticeable anxiety and experienced chronic, abominable nightmares of his experience there. He initially lied to Sam that he remembered nothing of his time in Hell, but eventually confessed and told him he remembered every detail. The fact that he tortured souls just to escape torture himself weighed heavily on Dean, leaving him visibly sad and guilt-ridden. Due to this, he believed he was unworthy of rescue. He also explained to his brother that he wished he couldn't feel anything, as the sorrow he felt is so overwhelming. Dean later revealed in Family Remains that it was not just the fact he tortured souls, but the fact he enjoyed it.

Another side of Dean is his utter disgust at Sam for many of his dangerous or foolish actions, such as drinking demon blood, and having a sexual relationship with a demon. While this made him angry, Dean continues to love Sam since he knows their family isn't perfect. His reluctance to completely leave his brother made it difficult for Dean to stay with the Braedens during season 6, and many a times Dean has chosen his brother over others.

Dean has been shown to be hypocritical at times. He shows disgust and rage at Castiel for working with Crowley, despite the fact that he worked with Crowley in the past season and one of the first things he does in season 7 is call Crowley to help take down Castiel. He even works with Crowley in every season that Crowley appears, except season 8. Despite stating "what's dead shoud stay dead," and consistently criticizing people who resurrect their loved ones, Dean has done everything in his power to resurrect Sam, Jack, and Mary.

Dean also drinks a lot of alcohol, especially during times of stress. This worsened during season 7 when life was becoming too difficult for him to bear. Dean also fell into a period of depression. Following Bobby's death at the hands of Dick Roman, Dean developed a very strong, obsessive revenge streak in him and spent the entirety of the season hunting Dick down to kill him. As part of Bobby's last wishes he tried to let go of his anger and vengeance, and while in the end he succeeded in killing Dick, it was as part of the job and not for vengeance.

The constant life-or-death situations Dean was forced into while in Purgatory created an extreme change in him. While he was stuck there, he became emotionless and paranoid of the fear of getting attacked. He killed monsters of Purgatory with ease and was always fighting for his survival. When returned to Earth, his new outlook on life was clear. He became hardened, emotionless, and at times ruthless; his humor and puns were nonexistent when hunting. That changed with Castiel's return from Purgatory after which he started to show his light-hearted side again.

Having a now haunted sense of self-created in him during that year, he became firmer in his belief of hunting. He had personally seen all the monsters they hunted in Purgatory and in doing so, developed a strong sense of responsibility to the people they saved. Dean now believes that it is their duty to save people and quitting out of the hunting business is permanently out of the question. Despite becoming more ruthless, Dean has developed more faith in monsters managing to recover their humanity, as shown with him willing to let Kate go, presumably developed from his time with Benny.

Following Kevin's death, and Gadreel taking complete control of Sam, Dean became desperate to save him. When Sam was freed, Dean's self-loathing seems to have reached a new height: He claims he's poison, and that anyone near him dies. Dean decided to obtain the Mark of Cain, and by doing so, his personality became darker, with extreme levels of aggression and wrath. He also became more distrusting and suspicious, and more hate-filled toward the supernatural.