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Shoulds and Shouldn'ts Worksheet


We all tend to engage in what’s known as “demanding thinking,” using words like “should,” “ought,” and “must.” The more frequently we use these words in our thoughts or speech, the more pressure and stress we place on ourselves.



For example, you might think, “I should clear my to-do list before the end of the week,” or “I should make more time for my friends.”

The more these “shoulds” and “oughts” pile up, the more likely we are to feel frustration, disappointment, anger, guilt, or even depression.


Interestingly, the word “should” comes from the Anglo-Saxon “sceolde,” meaning “owed” or “obliged” which hints at how we may be internally scolding ourselves.


One of the most demanding versions is: “I should be successful at everything I try to do,” which places an almost impossible burden on us.


We often learn this style of thinking in childhood. The more rigid these beliefs become, the more critical we tend to be of ourselves and others. The following exercises are designed to help you loosen or reduce the number of “should” statements in your internal dialogue.

Shoulds and Shouldn'ts | ChatCBT
CBT Worksheet

Shoulds and Shouldn'ts

Identify the rigid rules and demands you place on yourself and others — then loosen their grip.

🔍

Spot the Pattern

Recognise the hidden "should" rules that govern your thoughts, feelings, and actions

⚖️

Question the Rule

Challenge where these demands come from and whether they are truly serving you

🔄

Find Flexibility

Replace rigid rules with softer, more compassionate alternatives that leave room for being human

🌱

Build Awareness

A simple daily practice to help you catch "should" thinking before it takes hold

How to use this worksheet

Start by listing all of the "should," "must," and "ought" statements you notice yourself making — about yourself, about others, and about life. Then work through each section, taking your time with the questions. There are no right or wrong answers — the goal is awareness and flexibility, not perfection.

1
Identify Your "Should" Statements

Write down all of the "should," "must," and "ought" rules you notice yourself holding. Don't filter or judge — just list them as they come. Include rules you apply to yourself, to others, and to life in general.

I should always be productive I must never show weakness Others should treat me fairly Life ought to be fair I shouldn't need help
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2
The Challenge

Choose the most demanding "should" statement from your list above — the one that feels the most rigid or the most distressing. Write it below, then work through the questions that follow.

Questions to explore Where does this belief come from? Who says you must follow it? Is there any rule that says you have to? Why does it matter so much to you?
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3
Cost–Benefit Analysis

List the advantages and disadvantages of holding onto this belief or rule. Be honest — there may be real advantages, and that is worth acknowledging.

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4
Try a Substitute

Rewrite your "should" statement using a softer, more flexible phrase. The goal is not to abandon your values — it is to hold them more gently, without turning them into rigid demands.

"I would feel better if..." "I would prefer it if..." "I would feel more comfortable if..." "It would be nice if..."
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5
"Should" Busting — Daily Practice

Spend five minutes each day writing down or saying aloud all of the "should," "must," and "ought" statements you notice. Over time, this practice helps you recognise just how many unhelpful and unrealistic demands you place on yourself and others — and how automatic they have become.

Reflection After trying this practice, what did you notice? Were there more "should" thoughts than you expected? Did any of them surprise you?
🌿 Remember: "Should" statements are not facts — they are rules you have learned, often long ago, in a very different context. Questioning them is not weakness. It is one of the most courageous and compassionate things you can do for yourself.