angry valentine's day couple

What to Do When Valentine’s Day Falls Short: Turning Disappointment into Connection

February 16, 20253 min read

Ah, Valentine’s Day. The season of romantic gestures, heart-shaped everything, and sky-high expectations. It’s easy to picture the perfect day—candles, a thoughtful gift, maybe even a surprise that takes your breath away. But what happens when your partner’s “big effort” misses the mark? When you open the box and think, Seriously?—or worse, there is no box at all?

Let’s talk about what’s really going on in moments like these. First, that disappointment you’re feeling? It’s valid. You were hoping for a special moment that made you feel seen and loved, and now you’re left questioning if your partner even knows you at all. That hurts! But before you spiral, let’s pause. Here’s the hard truth we don’t talk about enough: Did you actually tell them what you wanted? Or were you expecting them to read your mind?

I know—it’s tempting to believe that someone who loves you should “just know.” Women especially are often conditioned to anticipate everyone else’s needs, so it can feel natural to assume your partner should do the same for you. But most people aren’t mind readers. If you drop vague hints or stay silent, your partner might be doing their best with the information they have—and still fall short. Expectations are sometimes just a recipe for resentment.

Here’s another thing to consider: Unless your partner is completely indifferent (or, let’s be honest, a sociopath), they probably didn’t set out to disappoint you. That less-than-perfect gift? It may have been their genuine attempt to make you happy. Does that make your hurt feelings wrong? Absolutely not. But it’s worth reminding yourself that their intention might have been loving, even if their execution missed the mark.

So, what now? First, manage your feelings. Disappointment is real, but it’s not a license to lash out or shut down. Give yourself a moment to feel the sting, and then step back. Ask yourself: What did I truly want? A specific gift, or to feel appreciated? Sometimes, clarifying what’s at the heart of your hurt can soften its intensity.

Then, communicate. Yes, I know—talking about unmet expectations is uncomfortable. But it’s the only way to bridge the gap between what you need and what your partner understands. Be honest, but kind. Instead of saying, “How could you not know this?” try something like, “I was hoping for something that felt more personal. Can we talk about how we can both feel special next time?” This opens the door to connection, not conflict.

And finally, don’t lose sight of the bigger picture. A single Valentine’s Day won’t make or break your relationship. What matters is how you and your partner show up for each other all year long. So maybe this year Valentine’s Day wasn’t the fairy tale you envisioned—but it can still be a chance to grow closer, if you’re willing to have the tough conversations and give each other a little grace.

Because at the end of the day, love isn’t about perfect gifts. It’s about imperfect people learning how to love each other better, one moment (and one slightly disappointing Valentine’s Day, birthday, or anniversary) at a time.


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Jill R. Rosenthal, M.D.

Dr. Rosenthal is an award-winning Harvard and Stanford educated physician who retired after a 35+ year career teaching and practicing medicine at Tufts Medical School and Group Health Cooperative/Kaiser Permanente and began a second career as a wellness and mindset coach, after experiencing her own medical journey and developing an interest in other areas of health and wellness. She provides premium coaching to help busy professionals and entrepreneurs rapidly release unconscious thoughts, emotions, and behavior patterns that block them and hold them back from their true greatness, so that they can easily achieve their goals without struggling or self-sabotage, allowing them to live the life they dream of, and deserve.

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