It’s Okay to Disappoint People When You’re Honoring Yourself

“Daring to set boundaries is about having the courage to love ourselves, even when we risk disappointing others.” ~Brené Brown

On a recent day trip to the Yuba River with my daughter and two friends, unexpected tensions arose, offering me a chance to reflect on a lifelong pattern that has often complicated my relationships. It was a beautiful day, and I’d been looking forward to soaking up the sun and relaxing by the water—but my friend had a more adventurous day in mind.

Though a footbridge led to a clear trail, she suggested we take a more difficult route over steep boulders. Despite my initial hesitation, I went along, wanting to be open to her plans. But as I navigated the rocks with weak knees and slippery Birkenstocks, I started to regret my choice.

Each step required more balance and focus than I’d anticipated, and as I struggled to keep my footing, I worried about disappointing my friend if I suggested another path. I often find myself accommodating others at the expense of my own comfort—a pattern I’ve been working to untangle for years. Eventually, I did speak up, and as we turned back, I felt pleased reflecting on my growth in honoring my own needs, even though it felt vulnerable.

However, just as we reached the stairs that would take us to the footbridge, my friend pivoted again. This time, she suggested wading across the river and scaling the rocky bank on the other side. The idea didn’t make sense to me, and I really didn’t want to take this route—but guilt crept in, knowing I’d already resisted one of her suggestions. Feeling that familiar tug of people-pleasing, I once again overrode my own preference.

So, we waded across, balancing our backpacks and climbing over slippery rocks to reach the opposite bank—which was steep and hazardous. My daughter scrambled up the cliff-like bank with my friend’s help, but as I struggled to find my footing, I could see the anxiety in her eyes.

In that moment, I realized I was pushing myself to do something that didn’t feel safe for either of us. What was I trying to prove? Why was I putting myself in this stressful situation when it would have been so much easier to just cross the footbridge?

Ultimately, rather than risk the steep climb, my other friend and I decided to turn back. We waded across the river again and took the stairs to the footbridge I had wanted to follow all along. Reuniting with my daughter and our friend on the other side, we finally embarked on the trail.

I felt a sense of satisfaction in once again recognizing my pattern of people-pleasing and choosing to change course. However, irritation soon followed—despite passing many perfectly nice spots, we continued hiking as our friend was determined to find a pristine, isolated area to swim. While I appreciated her vision for an adventurous day, I began to feel confined by it, realizing I was still prioritizing her desires over my own.

We wound up stumbling upon a crowded nude beach—and while I have no judgment against nudity, the situation was uncomfortable for my teenage daughter. My friend tried to convince us to swim past the bathers to find a quieter place, but I knew this wasn’t right for my daughter. This time, I didn’t hesitate. It felt incredibly uncomfortable, but I firmly said no.

I told my friends I wanted us all to enjoy ourselves at our own pace. So, I encouraged them to keep adventuring while my daughter and I turned back to where we’d started—a spot that had always felt perfectly fine for swimming. My friend seemed disappointed, and guilt once again crept in, but I felt grateful for my decision.

How often do we let ourselves be swept up by others’ desires, ignoring our own?

Years ago, I might have felt annoyed or even resentful that my day wasn’t unfolding as I’d imagined. I might have blamed my friend for being “pushy” and not listening. This time, however, I focused on observing my inner reactions rather than letting them take control.

Each obstacle became an opportunity to examine my responses. I noticed again and again how easily I slip into accommodating others, even at the expense of my own comfort—a pattern rooted in a fear of losing connection.

I felt no resentment toward my friend; I know she’s simply adventurous and eager to create memorable experiences. Alongside my love for her and trust in her good intentions, I’ve engaged in considerable shadow work. I recognize that judgment and blame are often projections, ways we avoid taking responsibility for our own feelings and needs.

So, when that familiar pull to please others arose, instead of giving in to resentment or going along just to keep the peace, I practiced something different: listening to my inner voice and aligning my actions with what I truly wanted.

It took three instances of going along before I finally gained clarity. While openness and flexibility are valuable traits, we must also be willing to risk disappointing others to honor our own needs. Far from weakening our connections, this kind of self-honoring fosters genuine relationships with ourselves and others.

My daughter and I ended up having a relaxing time in our chosen spot while our friends enjoyed their adventure. When they returned, we all took a final swim together, diving into the cool water and drying off on the warm, sunbaked rocks. On the way home, we shared a fun conversation and even stopped at a roadside stand for some of the best key lime pie any of us had ever had. It turned out to be a wonderful day filled with connection after all.

Reflecting on this experience highlights common patterns we often encounter: the tendency to please others, the fear of disappointing them, and the guilt that can arise when asserting our needs.

My relationships and enjoyment of life have significantly improved as I’ve learned to witness and navigate these conditioned responses, ultimately becoming more authentic. This doesn’t mean I no longer face challenges, like the ones I encountered on my day at the river. However, I now navigate these situations with greater ease, and my increased self-awareness has led to continuous growth and a deeper sense of freedom beyond old patterns.

Based on my experiences, here are some insights that may support you in similar situations—especially when you feel torn between your own desires and the fear of disappointing those around you:

Pay Attention.

Notice what’s happening internally and get curious about what triggers you. Identify your inner conflicts—such as discomfort with disappointing others or fear of being seen as selfish. This self-awareness is crucial for navigating your responses authentically.

Stay Present.

Focus on the current moment rather than your expectations. Embracing what is allows you to align your choices with reality instead of how you wish things would unfold. Redirect any frustration from unmet ideals into fully engaging with the experience at hand.

Take Responsibility.

Avoid blaming others, focusing instead on your own feelings and needs. This empowers you to advocate for yourself in alignment with your values, free from resentment or guilt. By slowing down and reflecting on your choices, you gain clarity and self-compassion. Ask yourself: What do I truly want now?

Speak Up with Grace.

Clearly and kindly express your needs and preferences to foster open communication while maintaining connection. Speaking up may feel daunting, but setting boundaries is a vital act of self-love. Trust that your needs are valid and worth sharing and it’s okay to voice them.

Navigating our experiences in a way that honors our true selves is an ongoing practice. By listening to our inner voice, staying curious about our reactions, and letting go of blame, we create space to pursue our desires without guilt. Each choice becomes a step toward authentic alignment, freeing us from the weight of others’ expectations.