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Thinking About Dating Your Friend’s Ex?
Worthyest

Good morning. Not every situation is clear-cut. Sometimes, all we have is a gut feeling, a blurry line, and the hope that we’re doing right by everyone involved, including ourselves. That’s where today’s story begins.
Just a quick note before we start:
This one’s tricky. There’s no playbook for what’s “right” in every situation like this. We’re not here to tell you what to do. Just to offer a way of thinking about it. If you’ve ever found yourself in a messy middle, wondering what’s fair, what’s true, or what’s worth it… you’re not the only one.
Thinking About Dating Your Friend’s Ex?
There’s no formal rulebook, but most of us grow up with a quiet understanding: don’t date your friend’s ex. It’s an unspoken clause tucked into the fine print of friendship, sometimes stronger than any vow.
But life doesn’t always unfold in neat lines. People connect in unexpected ways. s. Chemistry surprises us. And suddenly, you’re in the grey zone, drawn to someone who was once, or maybe still is, off-limits.
The discomfort isn’t just about jealousy or betrayal. It’s about the layers. Shared history. Perceived loyalty. The fear of being judged or misjudged. Even if the relationship ended cleanly, even if your intentions are genuine, it can still feel like trespassing.
So what’s the right thing to do? There may not be a universal answer, but there are better questions.
Are you being honest? With yourself, with your friend, with the person you’re drawn to? Is this connection built on something real, or just the allure of the forbidden?
Have you considered the emotional math: what might be gained, and what might be lost?
Dating a friend’s ex doesn’t automatically make you disloyal. But pretending it doesn’t matter, or pushing through without care, might.
Friendship isn’t about avoiding every complicated situation. It’s about how we handle them, with honesty, respect, and enough humility to admit when we’re not sure.
In the end, it’s not just about who you’re drawn to. It’s about who you choose to be when things get complicated.
We know everyone has their own take on this, and there’s no one-size-fits-all answer. We’d love to hear how you think about it.
Drop us a line, we’re listening. [email protected]
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