How to perform deeper matching of keys and values with assertj

You can also do something like this:

assertThat(characterAges).contains(entry("Frodo", 34), ...);

See https://github.com/joel-costigliola/assertj-core/wiki/New-and-noteworthy#new-map-assertions

There is no easy solution for this. One way is to implement a custom Assertion for the character map. Here is a simple custom Assertion example for this problem:

public class CharacterMapAssert extends AbstractMapAssert<MapAssert<Character, Integer>, Map<Character, Integer>, Character, Integer> {

    public CharacterMapAssert(Map<Character, Integer> actual) {
        super(actual, CharacterMapAssert.class);
    }

    public static CharacterMapAssert assertThat(Map<Character, Integer> actual) {
        return new CharacterMapAssert(actual);
    }

    public CharacterMapAssert hasNameWithAge(String name, int age) {
        isNotNull();

        for (Map.Entry<Character, Integer> entrySet : actual.entrySet()) {
            if (entrySet.getKey().getName().contains(name) && (int) entrySet.getValue() == age) {
                return this;
            }
        }

        String msg = String.format("entry with name %s and age %s does not exist", name, age);
        throw new AssertionError(msg);
    }

}

In the test case:

assertThat(characterAges).hasNameWithAge("Frodo", 34);

Be aware that you have for every custom data structure to write your own assertion. For you Character class you can generate a assertion with the AssertJ assertions generator.

---

Update Java 8

With Java 8 can also the Lambda Expression used

    assertThat(characterAges).matches(
            (Map<Character, Integer> t)
            -> t.entrySet().stream().anyMatch((Map.Entry<Character, Integer> t1)
                    -> "Frodo".equals(t1.getKey().getName()) && 34 == t1.getValue()),
            "is Frodo and 34 years old"
    );