Steve Dean's Dating Library

Behind the Scenes of Sixty Years of Online Dating Technology

In less than the span of a single human lifetime, over 300 million people have turned to digital dating and mating networks.

Feb 20 • Steve Dean

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November 2025

Why You're Not Getting Matches on Dating Apps

It’s not always easy to find someone who fits our specific quirks, preferences, desires, and life trajectory…and likes us back. In fact, it’s among the…

Nov 4, 2025 • Steve Dean

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October 2025

What Dating Apps Should Do Differently

Humans today are beings of unparalleled agency, skill, and thirst for knowledge. We have grown accustomed to learning constantly, yet…Dating apps are…

Oct 28, 2025 • Steve Dean

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Dating in the Age of AI

It’s too easy to spend an hour or more each day swiping into the void, sending messages to barebones profiles, getting mired in milquetoast…

Oct 21, 2025 • Steve Dean

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June 2025

How to Practically Proffer Dates That Don't Suck (Part 3)

Tangible action steps for cultivating creative dates together.

Jun 27, 2025 • Steve Dean

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Stop Accidentally Suggesting Dates that Suck (Part 2)

What kinds of dates are people designing today, and how could they do better?

Jun 18, 2025 • Steve Dean

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How to Design Dates That Don't Suck (Part 1)

First Date Anatomy and Examples

Jun 12, 2025 • Steve Dean

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April 2025

When Your Private Bits Become Public Bytes

How to protect yourself and your data in online dating and beyond

Apr 10, 2025 • Steve Dean

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March 2025

Dating App Profile Text — Everything You Need to Know

how to write effective dating bios that attract compatible people. plus dating profile ideas, examples, and tips!

Mar 26, 2025 • Steve Dean

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Do This Before Your First Dating App Photoshoot

cost comparisons, pre-shoot prep, and pragmatic tips for photos that spark compatibility and charm

Mar 21, 2025 • Steve Dean

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How to Navigate Dating in 2025

surveying the minefields of burnout, AI, toxic masculinity, and attentional colonization

Mar 12, 2025 • Steve Dean

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February 2025

Dating App Messaging — Everything You Need to Know

tips for escaping the digital slog and optimizing our messages so we can actually meet face to face (and feel creative in the process)

Feb 19, 2025 • Steve Dean

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