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ILLUMINATION

We curate & disseminate outstanding stories from diverse domains to create synergy. Apply: https://digitalmehmet.com & https://substackmastery.com Subscribe to content marketing strategy: https://drmehmetyildiz.substack.com/ External: https://illumination-curated.com

The Question That Reveals He’s The One

What men on dating apps really want and how to tell if he’s serious

5 min readOct 10, 2025

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Disclaimer: The views and experiences shared here are personal and do not represent all men or all dating experiences. Every individual is unique.

Dating in a city like Boston gives you a broad and interesting perspective on how men approach relationships and what they’re looking for in love.

I look for potential dates who are educated and have stable careers, as these qualities align with my values and lifestyle.

Even with filters, you realize you’ll meet different types of men who might check those two boxes but aren’t compatible in other ways. I don’t mean this in a rude way — most guys I’ve met are pretty upfront about what they’re looking for, bar a few outliers.

Usually by the end of the first date, you generally have an idea whether you want to take it further. On my last date, I was a bit put off by the persistence of the man I was having coffee with because he assumed I was ready to date him.

Could it have been because we shared a great conversation?

You can strike up a conversation with just about anyone, on a plane, in a subway, and get along like a house on fire. It doesn’t mean there is anything to it

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ILLUMINATION
ILLUMINATION

Published in ILLUMINATION

We curate & disseminate outstanding stories from diverse domains to create synergy. Apply: https://digitalmehmet.com & https://substackmastery.com Subscribe to content marketing strategy: https://drmehmetyildiz.substack.com/ External: https://illumination-curated.com

Yana Bostongirl
Yana Bostongirl

Written by Yana Bostongirl

✨ Boston-based| 🖋️A memoir in motion| Indian American| 🌍Third culture soul| Not great at small talk, obsessed with big questions, and still figuring it out💫

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