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Funny: Who Wants to Be a Millionaire?

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    In General... 
  • When a contestant gets the answer wrong on the first question.
    • Unless (starting with syndicated Season 9 of the US version) it's actually hard.

    Regis Philbin 
  • During a Celebrity Millionaire episode, Norm MacDonald asked Regis if using a 50:50 after he said what he was deciding between would leave those exact choices, like there's some guy in the back trying to sabotage him. Regis assured him that the two choices had been locked in for months note ...but when Norm chose the 50:50 he was left with the two answers he was stuck between. Although the audience erupted into laughter, MacDonald gave Regis an absolutely majestic "WHADDID I TELL YA?" look. The whole ordeal can be seen here.
    • Of course, after the change to the 50:50 being "random", the computer left the answers the player was struggling between often enough that it led to the same allegations Norm brought up.
  • On another Celebrity episode, Jon Stewart was playing for an Alzheimer's Association of America, which led to this Crosses the Line Twice exchange during the $250,000 question:
    Regis: The Alzheimer's Association would get a quarter of a million dollars if you get this. And if you don't, they'll be back down to $32,000.
    Jon: Yeah, but they'd forget about it the next day.
  • During the Super Millionaire spin-off period that started at $1,000 and ended at $10,000,000, Regis accidentally introduced a $20,000 question as if it was worth $20,000,000, and Hilarity Ensued.
    Regis: Here we go for $20,000,000! (catches his mistake) A 20—?! I'm sorry! (audience cheers) Noooo, I take it back! "Rich jumped up!" "Really?!" Twenty thousand dollars...
  • The first contestant of the 10th-Anniversary Specials almost lost on her first question because of how suggestive it sounded at first.
  • Also from the 10th-Anniversary Specials, Patrica Heaton's mathematics meltdown.
  • During one of the Celebrity Millionaire episodes, Denis Leary was stuck on a question and used a Phone-a-Friend. When Regis asked who he wanted to call, Denis admitted he didn't even know the guy's name but knew he was from Harvard. Regis said, "We need a guy from Harvard, AT&T. Please help." When the phone picked up, Regis awkwardly said, "Hi, Regis Philbin calling from New York. Uh... are you from Harvard?" The man affirmed, and the audience giggled. Regis: "You mind telling us your name?" Man: "My name is David Blackmont." Regis: "Exactly the David we're looking for!"
    • In the same game, Denis Leary got a question about which book contained a chapter named "I Am Born" (correct answer is David Copperfield), and one of the choices was Frankenstein. Denis said he never read Frankenstein, but said he saw Young Frankenstein. Regis added that he liked it too, and mentioned Gene Hackman.
    Denis: ...Gene Hackman?? Gene Wilder.
    Regis: Gene Hackman was in it too; he had a famous scene.
    Denis: Gene Hackman was?? (realizes he's off-topic) All right never mind, we'll talk about that later.
    Regis: Gene Hackman played the blind man.
    Denis: Oh, that's right, you're right. (again realizing he's off-topic) I HAVE A LOT OF MONEY ON THE LINE!

    Meredith Vieira 

    Cedric the Entertainer 
  • September 2, 2013: Unsurprisingly, Cedric delivered on his very first day, while discussing a question about hardware supplies with 18-year old contestant Nicholas.
    Nicholas: I don't know what a caulk gun is. (audience laughs)
    Cedric: Trust me, by the time you get to college, you'll know what it is! (audience laughs harder)

    British Version 
  • One contestant's Phone-A-Friend remained silent until saying "Hello?" at the 29th second.
  • A Fastest Finger question asked "Starting with Stop, put the traffic light sequence in order according to the British Highway Code", the answer being red, red and amber, green, amber (C-B-D-A). Nobody got it right. Even funnier is what host Chris Tarrant said to the audience before revealing the correct order — "If any of them gets this question wrong, don't let them drive you home."

    German Version 

    Australian Version 

Who Do You Think You Are?Funny/Live-Action TVWhose Line Is It Anyway?

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