Why Over-Accommodating Is Quietly Hurting Your Relationships

When being “easy” costs you honesty, connection, and real intimacy.

Over-Accommodating Starts as a Survival Skill

This blog gets a little personal.

Therapists writing about over-accommodating is a bit like writers writing about… writing.

I don’t need to speak for the whole profession, but many of us became trained as therapists long before we ever went to school. Formal training, supervision, and consultation often become the place where we learn how to turn a survival strategy into a superpower—how to make something workable out of the radioactive spider of accommodation that bit us in childhood.

Over-accommodating is primarily a way to hide from authenticity.

As kids, being an “easy” kid is a wildly effective survival skill.
It helps in homes with conflict.
It helps when a sibling needs more attention due to illness, addiction, or behavioral struggles.
It helps when adults are unpredictable, overwhelmed, or emotionally unavailable.
It helps when there are frequent moves, losses, or transitions.

For a child, shrinking yourself can feel safer than taking up space.

When Over-Accommodating Stops Working

There are moments in adulthood that quietly invite us to outgrow people-pleasing.

Leaving home for college or work can place us in leadership roles where we realize other people’s behavior now affects us directly.
Serious dating relationships reveal patterns we can’t explain away as “just them.”
Even when friends agree our partner is difficult, we may sense that we are participating in a dynamic that blocks honest dialogue.

Midlife is often a turning point here.

Men and women tend to move through this season differently, shaped by cultural gender norms.
But there’s a shared invitation:
to reckon with exhaustion, burnout, and the resentment that builds when old strategies no longer work.

Resentment Is a Signal, Not a Character Flaw

Resentment is an important light on the dashboard.

It usually signals that you aren’t being clear or consistent about your own boundaries.

That’s not how we typically think about resentment.
Anger still carries hope for change.
Resentment is anger that has lost hope and gone underground.

As long as the locus of control stays outside of us, hope erodes.

Many over-accommodators carry a quiet belief:
If I just give enough, they’ll eventually reciprocate.

Resentment is often the moment we finally see that this strategy isn’t working.

And when that honesty lands, it usually brings grief.

They aren’t who I hoped they were.
My parent won’t change.
My partner won’t meet me here.
My boss won’t see me differently.
Even my kids may not respond the way I imagined.

What Boundaries Actually Are (And Aren’t)

This is where boundaries matter.

A boundary is not a wall.
It’s not the withdrawal of love.
It’s not punishment.

A boundary is the condition required for love and care to exist.

It says:

  • This is where you end and I begin.
  • This is what helps me stay present.
  • This is how I can show up honestly.

Boundaries aren’t about control.
They’re about clarity.

When Distance Becomes the Boundary

In this cultural moment of estrangement and no-contact relationships—especially between parents and adult children—distance is rarely about a single rupture.

More often, it’s the result of repeated attempts to connect on terms that might work for both people.
Those terms are violated.
So the boundary tightens.
And sometimes the boundary becomes distance itself.

Divorce, estrangement, and the ending of long-term friendships carry complex grief.
They leave unanswered questions and real loss on both sides.

No matter which side you find yourself on, the invitation remains the same:
to understand your relationship with over-accommodation,
how it shaped your choices,
and how to begin untangling yourself from it.

How Therapy Helps Untangle People-Pleasing Patterns

Therapy slows the pattern down.
Not to shame it.
But to understand where it came from.

In therapy, you can:

  • Notice when accommodation activates automatically.
  • Practice naming needs without apologizing.
  • Learn to tolerate discomfort without disappearing.

The goal isn’t rigidity.
And it isn’t selfishness.

It’s becoming real.

A Different Kind of Kindness

Real kindness includes you.
Real connection requires friction.
And healthy relationships make room for two full people.

If you’re tired of being “easy” and still feeling alone,
that isn’t failure.

It’s information.

And it might be time to let your relationships meet the real you.

Is over-accommodating the same thing as being kind or empathetic?

No. Over-accommodating is about managing other people’s comfort at the expense of your own authenticity. Kindness allows room for honesty and mutual impact. Over-accommodation avoids tension, often out of fear of conflict, rejection, or abandonment. While it can look generous, it usually leads to resentment and emotional distance over time.

Why does people-pleasing lead to resentment in relationships?

Because needs go unnamed and unmet. Many people-pleasers hold the belief that if they give enough, others will eventually reciprocate. When that doesn’t happen, anger turns inward and hardens into resentment. Resentment is often a signal that boundaries haven’t been clearly expressed or consistently held.

How can therapy help with people-pleasing and boundary issues?

Therapy helps slow the pattern down. It creates space to understand where over-accommodating began and why it once felt necessary. In therapy, people learn to: Notice automatic accommodation responses Practice naming needs without excessive guilt or apology Tolerate discomfort without disappearing or over-explaining The goal isn’t becoming rigid or selfish. It’s learning how to stay present and honest in relationships.

Jeremy Dew, LPC
February 13, 2026

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