Why Are Gen Z Women Dating Older Men? (Special Podcast Highlight)

Timmerie is talking about a trend that’s turning heads and raising eyebrows: Gen Z gals (we’re talking late teens to late 20s) dating men decades older. 

 

It’s Not Just About the Money (But Also… Kinda)

 

Timmerie sits down with Jim O’Day, Executive Director of Integrity Restored, to unpack this cultural phenomenon. It’s complicated.

 

Here’s what they think might be at play:

 

-Some Gen Z women don’t want to hustle. Burnout is real. Years of soccer practices, AP classes, and pressure to achieve has left them ready to say: “Sir, take me to a restaurant and pay for the charcuterie.” 

 

-The financial comfort older men bring isn’t the only thing, but it’s definitely part of the attraction. Free dinners? Vacations? Yeah, that helps.

 

Emotional Stability 

 

One of Jim’s friends is dating a woman 25+ years younger, and when asked why, she said:

 

“He’s emotionally stable. He does what he says he’s going to do. He makes plans.”

 

 

Older men, in many cases, are less glued to their phones, actually know how to have a conversation, and don’t ghost when life gets slightly inconvenient. Some Gen Z guys, meanwhile, are struggling with timidity, fear of real-life interaction, and a failure to launch. 

 

Daddy Issues or Dating Wisdom?

 

Let’s be honest... there’s some truth to the idea that some of these girls are looking for a father figure. Not in a weird way, but in a “I never saw a man treat women with respect so I’m craving that” kind of way. 

 

But Timmerie and Jim caution us: it’s not all sweet. With big age gaps come:

 

-Power imbalances 

 

-Life-stage mismatches (think: he’s planning retirement and she’s picking out throw pillows from the store)

 

-Cultural confusion (she doesn’t know his music, his political history, or what dial-up internet was) 

 

The Spiritual Dimension

 

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