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Hilariously Cringeworthy Dating Game Show FAILs

Updated February 24, 2020 166.1k views22 items

Making the decision to go on one of those reality show dating games means one of two things: either you have a killer sense of humor about your own love life, or you're seriously desperate and willing to try anything. The combination of those two things usually makes for some pretty hilarious televised moments, and we've put together a list of the funniest, most cringeworthy dating show fails for you to gawk at.  

Whether contestants are playing The Newlywed Game, trying to find modern love on The Bachelor/Bachelorette, or setting themselves up for a Blind Date, something embarrassing, funny, or downright cringeworthy is bound to happen. From classic shows like Love Connection to more modern shows like Singled Out, there's always an embarrassing moment or two when contestants start getting hot and heavy on television. These dating show bloopers include funny things people have said to get out of a bad date, horribly wrong answers to questions about their significant others, and awkward moments between couples who simply don't have good chemistry.  

Check out this list of awkward dating game show fails below, and be sure to let us know what you think in the comment section. 
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  • The Only Way to Cure Your Urban Is to See Your Doctor Immediately

    The Only Way to Cure Your Urba is listed (or ranked) 1 on the list Hilariously Cringeworthy Dating Game Show FAILs
    Video: YouTube
    This poor blonde woman's problem is less that she doesn't know the answer and more than she doesn't understand the question.
  • What Are These People Putting on Their Food?!

    What Are These People Putting  is listed (or ranked) 2 on the list Hilariously Cringeworthy Dating Game Show FAILs
    Video: YouTube
    These women may have no idea what the word  "condiment" means, but their answers are so much more priceless than they would've been if they did.
  • Well, It Doesn't HAVE to Be a Girl. . .

    Well, It Doesn't HAVE to B is listed (or ranked) 3 on the list Hilariously Cringeworthy Dating Game Show FAILs
    Video: YouTube
    This wife's request for clarification of a question about her husband provides far more info about him than any answer.
  • The Grass Isn't Always Greener. . .

    The Grass Isn't Always Gre is listed (or ranked) 4 on the list Hilariously Cringeworthy Dating Game Show FAILs
    Video: YouTube
    This guy's hilariously honest answer proves that his neighbor's side of the fence may be bigger, but his is definitely more fun!
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