Dating Intentionally

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

September 22, 2026·36 min
Episode Description from the Publisher

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:How long should you give someone to warm up physically when you’re tired of making the first move?What do you do when you’ve been telling little lies to make someone like you and now the relationship is getting more serious?Should you give a longtime friend a romantic chance when you’re not sure the attraction is there?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 harderHow to tell the difference between accepting someone’s pace and ignoring your own needsWhy self-worth can affect how honestly you show up when you really like someoneWhat to do when you’re curious about someone but don’t feel an immediate sparkWhy you don’t need to play out an entire relationship in your head before you’ve even gone on one dateWhat “figuring things out” should actually look like inside a relationshipHow to make dating decisions when you have no idea how the story will endAnd 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?Submit a dating dilemmaTHANKS TO OUR SPONSORS😎 Zenni: Get 15% off your first order and free shipping on orders over $65MORE FROM DATING INTENTIONALLYDate Tracker: Start your 7-day free trial! (iOS link)Take the quiz: What's holding you back in dating?Say hi on InstagramBook a 1:1 with meSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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