Dating today is a whole new game, but how different is it across generations? In this episode of The Midlife Crisis Hotline, Phyllie and Nicky welcome special guest Em, a 26-year-old navigating the highs and lows of modern dating. Together, they compare experiences and uncover surprising generational dating trends.

Em shares her experiences with dating apps like Hinge and Bumble, why Gen Z struggles with post-pandemic dating culture and how social media stalking has become a necessary pre-date ritual. Meanwhile, Phyllie and Nicky reflect on dating before the digital era—when meeting someone through friends, at a bar, or a party was the norm.

Em also shares her take on why some women struggle to be seen as “girlfriend material” and why many men seem afraid to approach women in person. Is confidence the secret weapon in dating success?

Whether you’re dating, happily single, or just curious about how dating culture has evolved, this episode is full of laughs. 

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🎶 Music Credit:

“Your Little Fool” by Baby & the Luvies