Tough 'Jeopardy!' Pop Culture Questions That Will Take You Back In Time
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Tough 'Jeopardy!' Pop Culture Questions That Will Take You Back In Time

Melissa Sartore
Updated March 6, 2025 63.6K views 24 items

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Vote for the nostalgic pop culture questions from 'Jeopardy!' that weren't so tough after all.

Jeopardy! - the game where the questions are the answers and the answers are the questions. It's been on for decades, bringing quiz show fun to audiences around the world. As contestants and people playing at home tune in to tackle new questions each night, they're met with some common categories and themes.

One of the areas that shows up on Jeopardy! over and over is popular culture. Sliced by decade, genre, and location, pop culture categories also feature wordplay and puns to keep folks guessing. Movies, TV, music, games, food - nothing is really out of bounds, making pop culture questions that much more challenging.

We went into the annals of Jeopardy! and found some of the most difficult nostalgic pop culture questions to see how tough they really were. Not to brag or anything, but we got a lot of them right - how'd you do? 

Most divisive: CATEGORY: 20th Century Pop Culture
Over 2.3K Ranker voters have come together to rank this list of Tough 'Jeopardy!' Pop Culture Questions That Will Take You Back In Time

  • 1

    CATEGORY: Pop Culture America

    CATEGORY: Pop Culture America

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    Crackle, Pop, Snap

    2,059 votes
    Get it right?
  • 2

    CATEGORY: 'Pop' Culture

    CATEGORY: 'Pop' Culture

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    How many licks does it take to get to the center of a Tootsie Roll Pop?

    1,756 votes
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  • 3

    CATEGORY: Unlikely Pop Culture Pairings

    CATEGORY: Unlikely Pop Culture Pairings

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    The A-Team

    1,623 votes
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  • 4

    CATEGORY: Computer Hackers

    CATEGORY: Computer Hackers

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    WarGames

    1,460 votes
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  • 5

    CATEGORY: Pop Culture America

    CATEGORY: Pop Culture America

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    Won the West

    1,357 votes
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  • 6

    CATEGORY: Pop Culture Before & After

    CATEGORY: Pop Culture Before & After

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    My Three Sons of Anarchy

    1,332 votes
    Get it right?