| Debut | Hint | Source | Character | % Correct |
|---|---|---|---|---|
| 2008 | Chemistry teacher who becomes a meth kingpin known as Heisenberg | Breaking Bad | Walter White | 82%
|
| 2019 | Mentally ill failed comedian whose violent breakdown sparks a citywide uprising | Joker | Arthur Fleck | 71%
|
| 1890 | Beautiful but hedonistic young man whose portrait ages and decays in his place | The Picture of Dorian Gray | Dorian Gray | 71%
|
| 2006 | Serial killer of questionable villainy, as he only kills killers | Dexter | Dexter Morgan | 69%
|
| 1969 | Once-honorable son turned ruthless don of his family crime dynasty | The Godfather series | Michael Corleone | 63%
|
| 1996 | Charismatic founder of secret fight club who becomes an anarchist terrorist | Fight Club | Tyler Durden | 53%
|
| 1593 | Power-hungry English noble who kills his way to the throne in a Shakespeare tragedy | Richard III | Richard III | 47%
|
| 1991 | Manhattan investment banker with a taste for murder and luxury brands | American Psycho | Patrick Bateman | 45%
|
| 1983 | Cuban refugee who builds a bloody Miami drug empire | Scarface | Tony Montana | 45%
|
| 1999 | New Jersey mob boss juggling panic attacks, therapy, and murder | The Sopranos | Tony Soprano | 45%
|
| 1955 | Eloquent but depraved narrator obsessed with a 12-year-old girl | Lolita | Humbert Humbert | 43%
|
| 2003 | Student who uses a deadly notebook to exact his sense of justice | Death Note | Light Yagami | 41%
|
| 1976 | Lonely New York cabbie whose vigilante fantasies turn violent | Taxi Driver | Travis Bickle | 41%
|
| 1962 | Delinquent youth who delights in “a bit of the old ultraviolence” | A Clockwork Orange | Alex DeLarge | 39%
|
| 1955 | Charming con artist who lies and kills to live the high life in Italy | The Talented Mr. Ripley | Tom Ripley | 33%
|
| 2013 | Stockbroker who scams his way to obscene wealth and debauchery | The Wolf of Wall Street | Jordan Belfort | 29%
|
| 2013 | Southern politician who manipulates, murders, and monologues his way to power | House of Cards | Frank Underwood | 25%
|