Dating
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williamsmith | April 21, 2026I Thought Grooming Didn’t Apply to Me. I Was Wrong.
An anonymous writer reflects on a connection that moved faster than he realized—and the self-awareness that followed. This...
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williamsmith | January 21, 2026Apps, Isolation, and the Rising Cost of Digital Intimacy After 40
By William Smith For many gay men over 40, dating apps promised connection — a way to meet...
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williamsmith | October 12, 2025🧘🏽♂️ How to Stay Confident Through Rejection
By Thomas Meyer 1. Feel It—Then Release It It’s okay to feel disappointed. Hurt. Even a little angry.But...
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williamsmith | September 7, 2025Finding Fault with Everyone You Date: When No One is Good Enough
By Max Weber Dating can be tough at any age, but for many gay men over 40, the...
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williamsmith | August 4, 2025💔 “Good Luck Though”: And Other Phrases That Ruined My Night
From The Rejection Diaries of a Seasoned Gay By William E. Smith It started like all great modern...
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williamsmith | July 11, 2025Stop Waiting for a Partner to Live Your Life
Live it now 🛑 The Pause That Lasts Too Long How many times have you said, “Once I’m...
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williamsmith | June 20, 2025Why Some Gay Men Over 40 Stop Dating—and How to Start Again
Because love might take longer, but it’s still on the table 💔 “I just don’t have the energy...
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williamsmith | May 11, 2025How Do You Know When It’s Time to Stay or Go in a Relationship?
By William E. Smith | Gay Life After 40 In my last post, I explored why some gay...
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williamsmith | May 11, 2025Why Do Some Gay Men Think They Can “Find Better” in a Relationship?
By William E. Smith | Gay Life After 40 I’ve seen it more times than I can count...
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williamsmith | April 24, 2025When Love Has an Accent: Gay Relationships Across Distances
By Eric Hoffman There’s something uniquely beautiful—and challenging—about falling in love with someone who speaks a different first...
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williamsmith | April 17, 2025How to Deal with Questions About Why You’re Not Dating When You’re Gay and Over 40
Reaching your 40s as a gay person can be liberating, empowering, and deeply self-affirming—but it can also come...
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williamsmith | April 16, 2025Reconnecting with Lost Love: A Journey of Rediscovery
By Jay Stewart In the digital age, the concept of reconnecting with lost love has become more accessible...
