300. How to Stop Trying to Control Everything in Your Love Life (Dating Dilemmas)

Dating comes with a lot of frustrating uncertainty. You can’t know if attraction will grow, whether someone will choose the relationship, or how another person will react when you tell them the truth. In this special 300th episode of Dating Intentionally, I’m answering your dating dilemmas about what happens when you want certainty, but the situation simply can’t give it to you yet.

We’re getting into four dating dilemmas:

1. How long should you give someone to warm up physically when you’re tired of making the first move?
2. What do you do when you’ve been telling little lies to make someone like you and now the relationship is getting more serious?
3. Should you give a longtime friend a romantic chance when you’re not sure the attraction is there?
4. How long do you wait when your partner says they need to “figure things out”?

I’m talking about...

• Why trying to control the outcome can actually make dating harder
• How to tell the difference between accepting someone’s pace and ignoring your own needs
• Why self-worth can affect how honestly you show up when you really like someone
• What to do when you’re curious about someone but don’t feel an immediate spark
• Why you don’t need to play out an entire relationship in your head before you’ve even gone on one date
• What “figuring things out” should actually look like inside a relationship
• How to make dating decisions when you have no idea how the story will end

And because this is episode 300, I’m ending with a rapid-fire Q&A covering questions like: What’s the most underrated green flag? How do you stop obsessing over someone after it ends? Should you give up if they cancel twice without rescheduling? How do you tell someone you don’t want to text all day? And how do you stay unbothered when you know the person you’re dating is seeing other people too?

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