Why Does Dating Feel Like a Rollercoaster?

Have you ever felt like dating is way more complicated than it needs to be?

One moment, things are going great—you're laughing, having fun, and imagining all the possibilities. Then suddenly, you're staring at your phone, re-reading their last text (or freaking out because they haven’t replied), and wondering, did I mess this up?

If you’ve been there, you’re not alone. Dating can stir up a lot of emotions—especially if you have an anxious attachment style. But here’s the thing: once you understand what’s happening under the surface, you can start to shift your patterns and feel so much calmer about dating. Let’s break down how anxious attachment can show up and what you can do to date with more confidence and ease.

What Is Anxious Attachment?

Anxious attachment is a pattern where you deeply crave connection (which is beautiful!) but often feel insecure about whether that connection will last. If you’re dating, this might mean spending more time worrying about where things are headed than actually enjoying the moment.

You’re also likely super tuned in to the other person’s vibe. If they seem distant, take longer to text back, or cancel plans, it can trigger all kinds of fears—like, are they losing interest? Did I say something wrong? It’s not that you’re overreacting; your brain is just trying to protect you from the pain of rejection. But when anxiety takes over, it can make dating feel like a full-time job instead of something fun.

How Anxious Attachment Shows Up in Dating

Let’s talk about a few common ways anxious attachment might sneak into your dating life:

Needing Constant Understanding, Reassurance, and Empathy

Do you ever send a text and then feel instantly uneasy when they don’t reply right away? Maybe you find yourself checking in more often than you’d like, just to make sure everything’s okay. It’s natural to want connection, but when you’re always seeking reassurance, it can create pressure—for both you and the person you’re dating.

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Overthinking Everything

Ever replay a short text, a small comment, or even their tone of voice in your head, trying to figure out what it really means? You might think, Was that emoji sarcastic? Are they pulling back? Overthinking like this can make dating feel more like a puzzle to solve than an experience to enjoy.

Fearing They’ll Leave

This one’s tough: even when things are going well, you might catch yourself thinking, What if they lose interest? What if this doesn’t work out? That fear of abandonment can make it hard to just relax and let the relationship unfold naturally.

Struggling to Be Present

Instead of enjoying the excitement of getting to know someone, you might be stuck wondering where things are headed. Questions like, Are they serious about me? Is this going anywhere? can pull you out of the moment and turn dating into something way more stressful than it needs to be.

Chasing After Distance

When someone pulls back—even slightly—your instinct might be to close the gap. You might send an extra text, try to re-engage, or overcompensate to “fix” the connection. But here’s the thing: that energy can sometimes make the other person pull away even more.

The Impact of These Patterns

If you’re resonating with any of this, I want you to know it’s not your fault. Anxious attachment is often rooted in early experiences, and it’s not something you chose. But it can have a real impact on how you approach dating:


Pushing people away: Constant check-ins or requests for reassurance can feel overwhelming to the other person, even if they really like you. It’s not because you’re doing something “wrong”—it’s just a lot for someone to handle early on.

Attracting avoidant partners: Anxious daters often find themselves drawn to avoidant partners—people who need a lot of space. This creates a push-pull dynamic where you’re chasing connection, and they’re pulling back. It’s exhausting.

Sabotaging healthy relationships: Even when someone is consistent and genuinely interested, anxious attachment can cause you to test the connection (without realizing it). You might pull back or overanalyze, which can unintentionally create distance.

So, What Can You Do About It?

The good news is, you can absolutely shift these patterns and approach dating with more confidence. Here’s how:

Soothe Yourself First

When anxiety hits—like after a delayed text—take a moment to pause. Try a grounding technique, like placing your hand on your chest and taking a few slow breaths, or journaling how you’re feeling. This helps you calm your nervous system so you’re not acting out of fear.

Set Realistic Expectations

It’s easy to want clarity right now, but relationships take time to build. Try letting things unfold naturally instead of expecting the person you’re dating to meet all your emotional needs right away. This takes the pressure off both of you.

Observe Before Reacting

When you’re triggered—whether by a canceled date or a short reply—pause and ask yourself, What’s really going on here? Am I reacting to this moment, or is this touching a deeper fear? That little bit of self-awareness can make a huge difference.

Build Your Own Emotional Security

The more grounded you feel in yourself, the less you’ll feel the need to rely on someone else’s reassurance. This might mean leaning into hobbies you love, spending time with friends, or working on your self-esteem.

You’re Worthy of Love, Just as You Are

Here’s the truth: dating doesn’t have to feel this hard. When you understand your attachment patterns and take small, intentional steps to shift them, it can actually be fun again. You deserve a relationship where you feel calm, safe, and valued—not one where you’re constantly second-guessing yourself.

So, next time you find yourself spiraling after a text, take a deep breath. Remind yourself: I am worthy of love just as I am. I don’t need to earn it or chase it.

Ready to Feel Calm and Secure While Dating?

If this resonates, I’ve created a course just for you. The Secure Love Toolkit is designed to help you shift anxious patterns, set clear boundaries, and attract the kind of secure, loving relationship you deserve. With practical tools, guided meditations, and step-by-step guidance, you’ll feel confident and calm as you navigate dating.


You don’t have to keep riding the rollercoaster. Learn more about the Secure Love Toolkit and take the first step toward the relationship you’ve been longing for.




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Misattunements and Anxious Attachment: Turning Emotional Misses into Connection

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Somatic Exploration to Transform Anxious Attachment