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American Focus > Blog > Lifestyle > The 13 Most Embarrassing Boyfriends in Pop Culture
Lifestyle

The 13 Most Embarrassing Boyfriends in Pop Culture

Last updated: November 10, 2025 4:10 pm
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The 13 Most Embarrassing Boyfriends in Pop Culture
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I firmly believe in love, but not with the kind of man who wears one dangly earring, high-waisted trousers, and says “Hey” after a moment of intimacy. There are certain things that just make me cringe, like men wearing dressing gowns outside of a hotel room, enjoying fizzy drinks, sporting backpacks, or playing games on their phones. But there is a difference between minor discomfort and genuine embarrassment about being in a relationship.

As Chanté Joseph eloquently put it in her recent piece for Vogue, being in a relationship is no longer seen as an achievement. In fact, being single is now considered a desirable status, challenging the outdated notion that a woman’s worth is tied to her relationship status. Isn’t it more empowering to embrace your independence rather than settle for a man who doesn’t appreciate you?

The world is filled with cringe-worthy men, and pop culture has provided us with plenty of examples. Let’s take a look at some of the biggest losers in pop cultural history.

Jack Berger from Sex and the City is a prime example of a cringe-worthy man. His indecisiveness and lack of commitment make him a less-than-desirable partner. From breaking up with Carrie via a Post-it note to constantly being overshadowed by her success, Berger is a textbook example of what not to look for in a partner.

In conclusion, it’s important to recognize the signs of a cringe-worthy man and not settle for less than you deserve. Embrace your independence and don’t be afraid to walk away from a relationship that doesn’t bring you happiness. Remember, being single is not a curse but a chance to focus on yourself and your own growth.

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