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When Being Nice Stops Feeling Honest

Sep 10
4 min read

For much of my life, I thought being a good man meant being accommodating, considering others before myself.

I tried not to cause problems. I waited for a break in the conversation before speaking. I considered what everyone else wanted before asking what I wanted. I tried to be useful, understanding and easy to be around.

These qualities are not necessarily bad. Kindness and considering others are good qualities. Being able to understand other people is a strength.

But there is a difference between being kind and being a people pleaser.

Kindness is freely chosen. People pleasing is driven by fear.

The “Nice Guy” bargain

People pleasing often involves an unspoken bargain:

"If I am good, helpful and undemanding, people will like me. They will treat me well. They might even work out what I need without me having to ask."

This is sometimes called “Nice Guy” behaviour, particularly when it appears in men.

The problem is not that the Nice Guy is too nice. The problem is that he is not being completely honest.

He may say yes when he wants to say no. He may avoid expressing anger, desire or disagreement. He may present himself as easy-going while quietly hoping that his patience and generosity will eventually be rewarded.

When that reward does not come, resentment builds.

He thinks: After everything I have done for them, why don’t they care about me?

Other people may have no idea that a bargain was being made. They heard “yes” and assumed he meant yes. They did not know that he was keeping score.

Where people pleasing comes from

People pleasing is usually not a deliberate attempt to manipulate anyone. It is more often an unconscious survival strategy learned early in life.

Perhaps one parent was angry, unpredictable or dominating. Perhaps love depended on being helpful, quiet or successful. Perhaps disagreement led to rejection, shame or conflict.

A child in that environment learns to read the room.

What does everyone else need? Who is upset? What can I do to keep the peace?

This can make someone highly perceptive and empathetic. It can also make them disconnected from their own feelings and desires.

They become experts in other people and strangers to themselves.

The strategy may have made sense when they were young. The problem is that it continues into adulthood, long after it has stopped being useful.

The cost of always being agreeable

People pleasing can look harmless from the outside, but it comes with a cost.

When we repeatedly abandon our own needs, we begin to feel powerless. We may become exhausted, resentful or depressed. We may attract relationships in which other people are happy to take what we keep offering.

We can also become difficult to truly know.

If I am constantly changing myself to gain your approval, you are not developing a relationship with me. You are developing a relationship with the version of myself I think you will accept.

That is not real intimacy.

Ironically, the attempt to avoid rejection can prevent genuine connection. Nobody can choose us if we never let them see who we are.

Power is not always given

I recently noticed that, with some people in my life, I had been waiting for a natural break in their talking before contributing.

The break never came.

Eventually, I realised that if I wanted to be heard, I had to interrupt. Not aggressively. Not to dominate the conversation. I simply had to take up my share of the space.

It felt surprisingly good.

Sometimes we wait for permission to speak, act, lead, disagree or want something. But that permission may never arrive.

Power is not always given. Sometimes it has to be taken - not from somebody else, but back from the frightened part of ourselves that handed it away.

Healthy assertiveness is not domination. It is the willingness to remain present while another person is disappointed, uncomfortable or unhappy with us.

Working through the pattern

The first step is not to condemn the Nice Guy. He developed for a reason.

Instead, become curious about him.

What was people pleasing protecting you from? Anger? Rejection? Conflict? Being called selfish? What did you believe would happen if you expressed what you really wanted?

Then begin noticing the moments when you abandon yourself.

Perhaps you agree too quickly. Perhaps you apologise when you have done nothing wrong. Perhaps you soften every opinion until it barely means anything. Perhaps you offer help while secretly hoping someone will finally recognise your value.

Before automatically saying yes, pause.

Ask yourself:

  • What do I actually want?

  • What am I afraid will happen if I say it?

  • Am I giving freely, or am I hoping to earn love or approval?

  • Whose permission am I waiting for?

  • What am I no longer willing to tolerate?

The goal is not to become selfish, cold or inconsiderate. It is to become honest.

This may begin with small experiments: expressing a preference, declining an invitation, interrupting when necessary or allowing someone to be mildly disappointed with you.

You do not need to wait until you feel confident. Confidence usually comes after we act.

From niceness to integrity

Working through Nice Guy behaviour does not mean becoming a jerk.

It means moving beyond the false choice between domination and self-erasure.

A grounded man can care about other people without making himself responsible for all their feelings. He can be generous without keeping a secret scorecard. He can hear “no” without collapsing - and say “no” without believing he is cruel.

He can be strong without being controlling and connected without disappearing.

There may be tension when you begin to change. People who benefited from your lack of boundaries may not celebrate your growth. Some relationships will adjust. Others may not survive.

But each honest action helps build something people pleasing never could: self-respect.

You are no longer trying to earn permission to exist.

You are participating in life as yourself.

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