This week on Just Ask Her, we’re tackling three very real (and wildly different) dating dilemmas from our listeners:

• Carlos wants to know if there’s any hope for a conservative guy dating in a liberal city—or if he should hold out for a future move.

• Mark has rekindled things with his high school sweetheart… but there’s one big problem: she’s still best friends with his ex-wife.

• And an anonymous bachelor is wondering how to strike up a conversation with the woman he always runs into—but never has a chance to talk to.

We’re talking dating across political lines, what to do when the past gets in the way of the present, and how to approach a girl you barely know without being weird about it. Let’s dive in.

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