Charlie Bradbury

Charlene "Charlie" Bradbury was a mastermind hacker that helped Sam and Dean find out what Dick Roman was hiding. Her name was an alias, and had started a new life at least once before. Initially hired by Dick to hack Frank Deveraux's hard drive, Roman kept her alive since she possessed a certain "spark" that the Leviathan were unable to copy.

Personality
Charlie is an I.T. expert who worked for Richard Roman Enterprises before discovering about the Leviathans. She's a lesbian with a taste in electro pop, left politics and is a keen gamer and fangirl with her favorite series including Harry Potter, The Lord of the Rings and Star Wars. She describes herself as being "completely obsessed" and is highly intelligent. She also admits to having a problem with authority and as such will sometimes hack websites to display this. Charlie is also shown to be openly flirtatious. Despite being intelligent, and very interested in the world of the supernatural and fiction, Charlie is somewhat timid, and is easily intimidated when facing opponents who could kill her, as well as anything generally supernatural or dangerous, though she normally manages to overcome her fears to do what's right or what's necessary. She also commonly uses geek speak and slang. She has a sort of sibling like relationship with the brothers, particularly Dean.

The Girl With the Dungeons and Dragons Tattoo
Charlie is an employee of Richard Roman Enterprises. During her free time, she exploits her hacking skills and makes donations to charities in the names of big companies. Dick Roman knows of her computer prowess, and seeks her out to hack into Frank Deveraux's hard drive. She completes the job in under twenty-four hours. When she sees a file labeled "Richard Roman Enterprises" her curiosity gets the better of her, and she opens it to see all of Frank's data on Dick. She thinks she has "hacked her way into a loony bin" until she sees her boss get eaten by a leviathan.

She goes home and is about to flee when Sam and Dean appear. They convince her they aren't leviathan, and enlist her help in keeping the contents of the hard drive safe from Dick and reading his emails to find out what he's looking for on his archeological digs. She bravely returns to the company, flirts her way to Dick's computer, despite being lesbian, and retrieves the emails before returning to her desk to wipe Frank's drive. She soon discovers from Dick's emails that whatever Dick was looking for in the digs has been found and is due to arrive at the airport that very day. Sam and Dean, masquerading as workers, switch the package for an identical one containing a borax bomb. Charlie almost gets out of the building, but Dick realizes what she's been doing when the bomb goes off, and locks the building down. Sam, Dean, and Bobby's ghost save the day, though Charlie does break her arm.

At the end, she flies away, promises to disappear, not for the first time, apparently, and tells the boys never to contact her again.

LARP and the Real Girl
After Roman Enterprises is taken down, Charlie returns to the country. She lives normally for a year as she becomes more and more popular on the land of Moondoor, a Live-Action Role-Playing game, and eventually she is named the in-game Queen. Everything fares well until two of her subjects go missing, and found dead by the police. Sam and Dean look into both deaths and, upon discovering she was in the game, decide to seek her help.

Charlie is initially quite reluctant to get anywhere near the Winchester brothers again, claiming she wants to keep on living, but when they reveal that her missing friends died, she decides to help them to prevent any more deaths. She and Dean ask around about the strange mark on the victims while Sam does computer research.

Pac-Man Fever
Charlie came to Dean and Sam's place after finding a "case" for them. Later it is implied that it was actually a lie, and that she needed an excuse to be in the town. Charlie helped distract Dr.O'Brien at the morgue, while Dean and Sam later look at the victim's body. After finding out that the thing that was liquefying victims was a djinn, she was kidnapped by one of the djinns while donating money to help a woman named Gertrude Middleton. Charlie was duct taped to a chair when the djinn touched her, put her in a coma, while her insides were liquefying. Dean entered her dreams via dream root, where she was trying to kill vampires. During this point, it is later revealed that the mystery woman is later to be her mother, and that the real reason she's in town is because of her. Charlie is told by Dean to let her mother go, so that they can return back to the real world. After Dean saves her life, she read to her mother for the last time, and leaves, finally letting her go. She then tells Sam and Dean goodbye, and later tells Dean she loves him; he replies "I know."

Season 7

 * The Girl With The Dungeons and Dragons Tattoo

Season 8

 * LARP and the Real Girl
 * Pac-Man Fever

Trivia

 * Charlie is a lesbian.
 * She is 28 years old, according to the episode "Pac-Man Fever", where it states that she was 12 when her parents were involved in a car accident, and her mother has been on life-support for the past 16 years.
 * She tells the brothers that Charlie Bradbury is not really her name. The surname "Bradbury" may have come from Ray Bradbury, author of Fahrenheit 451 and The Martian Chronicles among others.
 * She later uses the alias "Carrie Heinlein". The surname comes from Robert Heinlein, author of Starship Troopers and Stranger in a Strange Land.
 * She also has the alias "Annie Tolkien". The surname comes from J. R. R. Tolkien, author of the Lord of the Rings trilogy and The Hobbit.
 * Another alias of hers is "Christine K. Leguin". The surname may have come from Ursula K. Le Guin, author of the Earthsea fantasy series and the Hainish science fiction series.
 * Her surname appears to be "Middleton", as her mother's name is Gertrude Middleton.
 * She has a collection of figurines and posters, both at home and at work. Her favorite seems to be one of Hermione Granger, her favorite Harry Potter character, which she refers to as "H".
 * She is the fourth character in the series and second female character to be named Charlie.
 * She has a tattoo, which she got at Comic Con while drunk, of Princess Leia in a slave girl bikini astride a 20-sided dice.
 * She is also a Lord of the Rings fan, as she refers Dick Roman giving her an assignment as having "the Eye of Sauron" as watching her. She also said that her mother read her The Hobbit when she was young.
 * Charlie said that she went to a convention in Topeka, Kansas City. The showdown between Michael and Lucifer was between here and Lawrence.