Personal stories and observations about modern dating, relationships, attraction, texting, ghosting, and the challenges of finding a genuine connection.

Along the way, I'm also learning more about myself. Sometimes that means recognizing old patterns, questioning my own decisions, or discovering that there's still something I haven't quite figured out.

After all, no matter how old we get or how much we've experienced, we never stop learning about ourselves.

And perhaps that's part of what makes this journey so interesting.

Love & Dating | Looking for Love in a Modern World

Reflections on modern dating, self-discovery, and staying open to what feels right.

Lily Colchan Lily Colchan

Hello… Are You Out There?

Dating after 50 has taught me more than I expected, not just about men, but about myself. From misleading dating profiles to unspoken expectations, I'm learning when to stand by my boundaries and when I might need to be a little more flexible. And somewhere along the way, I'm still hoping to find a genuine connection.

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Lily Colchan Lily Colchan

Dating After 50: Are We Ruling People Out Before We Get to Know Them?

Dating after 50 comes with its own challenges, especially when dating apps offer endless choices but few meaningful connections. After receiving likes from men nearly twenty years younger than me, I began questioning my own preferences and assumptions. Are we overlooking potentially wonderful partners before giving ourselves a chance to know them? Let's explore age differences, deal breakers, dating apps, and ways to meet new people after 50.

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Lily Colchan Lily Colchan

What One Bad Date Taught Me

Not every date leads to romance. My first dating-app date of the year taught me more than I expected about first impressions, personal boundaries, and the difference between someone taking initiative and taking control.

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Lily Colchan Lily Colchan

Looking for Love: The Trouble with the Nice Guy

What if the problem with the “nice guy” is not that he is too nice, but that he is trying so hard to be chosen that he stops being fully himself? A reflection on kindness, attraction, authenticity, and the difference between genuine care and performing for love.

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Lily Colchan Lily Colchan

Looking for Love: Is It Intuition, Fear… or a Pattern?

Sometimes the hardest part of dating isn’t seeing the signs. It’s knowing whether you’re recognizing a familiar pattern or letting an old fear speak for you. I’m learning there is a difference between bringing the past into something new and recognizing when the past has already taught me this lesson.

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Lily Colchan Lily Colchan

Maybe Love Starts Outside the House

What if the problem isn’t that love is hard to find, but that we’ve made ourselves a little too hard to find? After years of work, home, family, errands, and online dating, I’m beginning to wonder if meeting someone naturally starts with something much simpler: stepping outside the routine and becoming more available to life.

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Lily Colchan Lily Colchan

Looking for Love in the Modern World

Looking for love in the modern world can teach us as much about ourselves as it does about the people we meet. After five very different connections over three months, I began to see the difference between chemistry and readiness, attention and intention, and connection that feels good versus connection that can actually grow.

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