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The young and the dateless: Why Gen Z, millennial men aren’t approaching women anymore

The young and the dateless: Why Gen Z, millennial men aren’t approaching women anymore

NY Post
Tuesday, January 06, 2026 08:23:52 PM UTC

Like many American men of his generation, Ryan Kessler, 28, is terrified of talking to women.

But it’s not a lack of smarts or swag that makes the single Manhattanite hesitant to approach women out in the wild; it’s the fear of being mistaken as a toxically macho, bone-headed creep.

Kessler told The Post that when trying to win over a potential love interest, the last thing he wants is to be considered a jerk who makes ladies cringe rather than swoon with a clumsy pickup line and unwelcome advances.

“I never want to make the other person feel uncomfortable, and l want to be respectful,” the cybersecurity analyst told The Post. “Some girls don’t want to be approached at all. So, I’m always trying to err on the side of caution.”

As a result, Kessler said these days his “interactions with women are very few and far between,” although he is on the hunt for his happily ever after. “I want to find ‘the one.”

Kessler considers himself a good guy but still has difficulty, at times, to muster up the courage to approach New York women at coffee shops, bookstores or even subway platforms.

Read full story on NY Post
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