The Awkward Truth: I Dated His Homie

On this episode of Kissfessionals, we’re unpacking what happens when your new boo finds out you used to date his friend.

Is it messy?
Is it mature?
Or is this just what happens when everybody runs in the same circle?

We’re talking “small town syndrome” — even when you live in a big city. Because let’s be real… sometimes it’s not that the world is small, it’s just that your social scene is tight.

In this episode, we break down:

• Dating within the same friend group

• Unspoken loyalty codes between men

• When the past should stay in the past

• And whether overlapping history is a red flag… or just grown adult reality

Plus, we get honest about boundaries, transparency, and how to move when everybody knows everybody.

Because sometimes the real tea isn’t that you dated his homie…
It’s how secure everybody is about it now.

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