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Romantic or Reckless? How to Date with Wisdom

with

Kait and JJ Tomlin

Today we’re unpacking the Hopeless Romantic dating personality type as JJ explores the thrills, pitfalls, and wisdom needed for those who love big and fall fast.

Introduction

Hiii HOD fam! We are so pumped to have you back as we continue to unpack the unique dating personalities from our brand-new HOD dating quiz. Today we’re zooming in on one that, let’s be real, a lot of us secretly relate to—the hopeless romantic. You know, the friend who crafts wedding hashtags after three DMs, or feels like every crush could be a Hallmark movie. Spoiler: Kait herself confesses this is her dating type, and if that’s you too, you are so not alone.

So let’s break down what it means to be a hopeless romantic, why it’s a beautiful thing and why it can be a recipe for disappointment if left unchecked. We’ve got practical tips, encouragement, and some much-needed myth-busting. Grab your pen—let’s get wise about love!

“Love at First Swipe”: The Heart of the Hopeless Romantic

The hopeless romantic is all about heart. If there was a Disney princess for grown-up dating, it’s Anna from Frozen—craving connection, finishing each other’s sandwiches, with dreams bigger than real-life reality checks (anyone relate?). This personality type is emotionally open, eager for deep love, and obsessed with the romantic arc of their own story. Sometimes, all it takes is a “hello” and bam—your heart’s already planning the golden retriever and 2.5 kids.

The “hopeless romantic” is actually the largest group on the Heart of Dating quiz, accounting for 25-30% of daters! Here’s how you know you’re one:

  • You fall fast and attach early—sometimes before you really know the person.
  • Your imagination fills in the love story details before anything is official.
  • Rejection feels not just like a “no” but a soul-crushing verdict on your entire worth.
  • Above all, you crave to be chosen and deeply loved—like, yesterday.

Sound familiar? Yeah, you’re in friends’ company.

When Hope Outpaces Wisdom: Pitfalls of Going Full Rom-Com

Let’s get real. Hope is beautiful—it reflects God’s heart. But when hope isn’t grounded in discernment, disappointment is around the corner. Our hosts break down how hopeless romantics can unintentionally self-sabotage in dating:

  • Committing Before Trust is Built: You trust before time and consistency prove reliability. Remember the marble jar analogy—trust builds slowly with evidence, not just feels.
  • Fantasizing Over Reality: You create dream scenarios after a handful of convos—when real life hasn’t even caught up.
  • Confusing Chemistry with Compatibility: Feeling those butterflies? That’s chemistry—not a sign someone will, say, raise kids with your values.
  • Ignoring Red Flags: You see potential everywhere, glossing over things that are actually warning signs.
  • Seeking Identity in Attention: Their interest fuels your self-worth. If their focus shifts, you spiral.

These pitfalls aren’t reasons to shame yourself—they’re lights on the dashboard, reminding you to put hope in the slow lane and bring wisdom for the ride.

Emotional Fantasy vs. Godly Expectation: What’s the Difference?

Here’s the tough truth: Hopeless romantics often live in “emotional fantasy land.” Godly hope expects God to do great things but anchors those dreams in reality. Fantasy starts with you: “God, here’s the story I want, can You make it happen?” Godly hope starts and ends with Him: “God, You write my story, and that’s enough.”

Our dating lives flourish when anchored in God’s timeline, not our own script. That doesn’t mean shutting down emotion or longing—it means not letting your heart outrun what’s actually real.

Dating Advice You Need (But Don’t Want)

Time for the advice every hopeless romantic needs to tattoo on their heart: slow down. For you, “dating the boring person” (aka the consistent, steady, kind type) over the thrill-chasing charmer might just be wisdom in disguise. Sparks are fun, but slow burn is sustainable.

Practical steps:

  • Date non-exclusively for at least 90 days—guard your heart, don’t pick your wedding venue after the fourth FaceTime.
  • Notice your tendency to idealize, and practice returning to the present—not the future you built in your mind.
  • Seek identity and “enoughness” in God, not in whether someone texts back.

Being a Hopeless Romantic Is a Gift (If Anchored in Wisdom)

Listen, being a big-hearted romantic is not a flaw. It’s a God-given capacity to hope, dream, and love deeply. But that gift needs guarding! JJ reminds us: It’s not someone else’s job to keep you from heartbreak—it’s yours, in partnership with the Holy Spirit.

Let your love life be a subplot, not the main plot. Seek Jesus first; let romance be a blessing, not a god. “Seek first the kingdom… and all these things will be added to you.” (Matthew 6:33)

You’re not called to stop desiring love—just stop worshipping it.

Final Encouragement

Fellow hopeless romantics, here’s your final love note: Slow doesn’t mean settling. Guarding your heart isn’t weakness—it’s wisdom. The “boring” person might just be God’s best for your heart. And your worth, story, and future are safe—not in someone’s “yes”—but anchored in the only Love who never lets you down.

You’re not alone. We’re cheering you on as you let God shape your dating journey—one wise, hope-filled step at a time. 💛

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Kait Tomlin

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Kait Tomlin is a best-selling author, speaker, popular relationship coach, and the founder of Heart of Dating. She helps thousands of men and women on their journeys through the conversations on the Heart of Dating Podcast, which launched in 2018.

Through her ministry, Kait’s mission is to empower both men and women to have the courage to own their story, walk in victory, thrive with purpose, and discover clarity and vision in their life and relationships. In her new book, Thank You for Rejecting Me: Transform Pain into Purpose and Learn to Fight for Yourself, Kait vulnerably shares how she grew through her deepest, darkest rejections and offers readers the tools to heal from the past, take back their power, and walk in strength, victory, and love into their future. Kait currently lives in the Los Angeles area with her husband JJ and their pups Lovey and Teddy. She loves sunshine, walks, Jesus, and lip syncing to Celine Dion.

JJ Tomlin

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JJ Tomlin is a missionary kid born in Belgium, originally from Tennessee, and currently residing in the OC. He currently works in Gaming/E-Commerce, enjoys watching his Tennessee Titans on Sundays with his Goldendoodle Teddy and loves working with Christian men to raise the bar in singleness and dating.


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