Jensen Ackles
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40 free Jensen Ackles trivia questions with answers — trivia quiz, new questions added Oct 2026.
Jensen Ackles spent fifteen seasons hunting monsters as Dean Winchester on Supernatural, but that role sits in the middle of a much longer career. He started in soap opera as a teenager, became a familiar face on early-2000s genre shows, and later reinvented himself as the swaggering Soldier Boy in The Boys. This quiz covers the whole run: the famous parts and the ones he almost landed, his voice work in animation and games, the music he records between acting jobs, and his life in Texas with his family. It is written for Supernatural fans who think they know everything about the man behind Dean, and for newer viewers who found him through The Boys. Expect plenty of easy wins and a few questions only convention regulars will get.
30 of 40 questions with answers and explanations. Play the quiz
Q 01Which black 1967 car does Jensen Ackles's character Dean Winchester drive across America in Supernatural?
Chevrolet Impala
The Chevrolet Impala doubles as Dean's home: he occasionally sleeps in it and keeps a huge stash of weapons in the trunk.
Q 02Soldier Boy, the World War II Supe Jensen Ackles played in The Boys, is a parody of which Marvel character?
Captain America
Captain America was a part Ackles was briefly in contention for himself, before Chris Evans was cast in the 2011 film.
Q 03In The Boys, Vought secretly used DNA from Jensen Ackles's Soldier Boy to create which leader of The Seven?
Homelander
Homelander is therefore his son, though Soldier Boy never knew: he was told the sample he gave was for research.
Q 04On which soap opera, set in the fictional city of Salem, did Jensen Ackles play Eric Brady for three years?
Days of Our Lives
Days of Our Lives hired him when Eric Brady was suddenly aged from a pre-teen to a young adult in the summer of 1997.
Q 05Before joining Smallville as Jason Teague, Jensen Ackles auditioned for which lead role that went to Tom Welling?
Clark Kent
Clark Kent nearly was his: Ackles was second in line for the part, then joined the cast in season four as an assistant football coach.
Q 06Jensen Ackles was born in which Texas city, where he also married in May 2010?
Dallas
Dallas drew him back long after he left for Los Angeles in 1996: he returned to marry there after a six-month engagement.
Q 07Jensen Ackles appeared in the 2001 television film Blonde, a fictional biography of which Hollywood star?
Marilyn Monroe
Marilyn Monroe was played by Australian actress Poppy Montgomery, while Ackles took the role of Eddie G., the son of actor Edward G. Robinson.
Q 08Jensen Ackles made a cameo appearance in Walker, a Texas Ranger reboot led by which former Supernatural co-star?
Jared Padalecki
Jared Padalecki played his on-screen brother for fifteen seasons before taking the title role of Cordell Walker.
Q 09Which DC hero has Jensen Ackles voiced in animated films such as The Long Halloween and Justice League: Warworld?
Batman
Batman became his role in the two-part The Long Halloween, and he kept the cowl for later films in the same animated universe.
Q 10Jensen Ackles played a serial killer and then his clone in which James Cameron series starring Jessica Alba?
Dark Angel
Dark Angel first cast him as the doomed Ben in a single episode, then brought him back as a regular playing Ben's sane clone, Alec.
Q 11Jensen Ackles voiced which former Robin, back from the dead as the Red Hood, in a 2010 animated film?
Jason Todd
Jason Todd, the second Robin, is murdered by the Joker early in the film, and Ackles voices the vengeful adult who returns.
Q 12Which actress, known for playing Rachel Gatina on One Tree Hill, married Jensen Ackles in 2010?
Danneel Harris
Danneel Harris later took her married name on screen and joined her husband on Supernatural in a recurring role as Sister Jo.
Q 13Jensen Ackles spent fifteen seasons filming Supernatural in which Canadian city, where he also shot Smallville?
Vancouver
Vancouver hosted almost the whole run: only the pilot was shot in Los Angeles before production settled in British Columbia.
Q 21Jensen Ackles played C.J., a love interest for Jen Lindley, in the final season of which teen drama?
Dawson's Creek
Dawson's Creek was one of two WB dramas that made him a familiar face to the network's viewers before Supernatural began.
Q 22Which creator of Supernatural later cast Jensen Ackles as Soldier Boy in the Prime Video series The Boys?
Eric Kripke
Eric Kripke first pictured an older, grizzled actor in the John Wayne mould before offering the part to his former leading man.
Q 23Jensen Ackles first auditioned for which Supernatural character before being asked to read for Dean instead?
Sam
Sam was the part he first read for, but once Ackles had read the script he found he preferred Dean.
Q 14Supernatural, starring Jensen Ackles as Dean Winchester, became the longest-running series on which American network?
The CW
The CW also saw it become the longest-running fantasy series in American television history, at fifteen seasons.
Q 15Jensen Ackles shared a People's Choice Award for Favorite TV Bromance with which actor who played the angel Castiel?
Misha Collins
Misha Collins was meant to appear in only a few episodes, but fan reaction to Castiel kept him on the series for years.
Q 16Dean Winchester, Jensen Ackles's Supernatural character, was named in homage to a figure in which Jack Kerouac novel?
On the Road
On the Road features the restless Dean Moriarty, a fit for a series its creator conceived as an Americana road trip.
Q 17Jensen Ackles played interim sheriff Beau Arlen opposite Reba McEntire in the third season of which ABC crime drama?
Big Sky
Big Sky first slipped him into its season two finale as a guest, and ABC made him a series regular when it renewed the show for a third season.
Q 18Jensen Ackles has appeared as Russell Shaw, older brother of Justin Hartley's survivalist hero, in which CBS drama?
Tracker
Tracker is based on Jeffery Deaver's novel The Never Game, which follows reward seeker Colter Shaw from case to case.
Q 19Jensen Ackles played Navy lawyer Lt. Daniel Kaffee on stage in Texas in 2007 in which courtroom play?
A Few Good Men
A Few Good Men ran at Casa Mañana Theatre in Fort Worth in June 2007, with Ackles appearing alongside Lou Diamond Phillips in the Aaron Sorkin drama.
Q 20On Smallville, Jensen Ackles's assistant football coach Jason Teague was a love interest for which character?
Lana Lang
Lana Lang, played by Kristin Kreuk, dated Jason for a single season: he was written out in the season four finale, months before Supernatural began.
Q 24Jensen Ackles and songwriter Steve Carlson make up which rock duo behind the albums Vol. 1 and Vol. 2?
Radio Company
Radio Company grew out of songs two former roommates wrote together, and its debut topped Billboard's Heatseekers chart.
Q 25In Gen V, Jensen Ackles's Soldier Boyfriend is the childhood imaginary friend of which Godolkin University student?
Cate Dunlap
Cate Dunlap dreamed him up as a child and modelled him on Soldier Boy, which let Ackles drop into the episode titled Jumanji.
Q 26Jensen Ackles had an early TV role on which PBS children's series about a book-loving Jack Russell terrier?
Wishbone
Wishbone cast the teenage Ackles as Michael Dunn, a lonely young man who is befriended by the mother of the dog's owner.
Q 27Jensen Ackles took on which extra job for six Supernatural episodes, beginning with Weekend at Bobby's in season six?
Director
Director was a job he kept returning to between acting scenes, and he later took charge of an episode of the series Walker too.
Q 28Which Texas city honored local resident Jensen Ackles when its mayor proclaimed an official Supernatural Day in 2018?
Austin
Austin mayor Steve Adler made the proclamation to honor both lead actors, who had each made a home in the area.
Q 29In The Boys, Jensen Ackles's Soldier Boy led which superhero team while working with the CIA during the Cold War?
Payback
Payback lost its leader when his own teammates betrayed him to the Soviet Union, where he was experimented on for decades.
Q 30Jensen Ackles starred as Tom Hanniger in which 3D remake of a Canadian slasher about a killer in mining gear?
My Bloody Valentine
My Bloody Valentine sends Tom back to the mining town of Harmony after a decade away, to sell his late father's mine.