diff --git a/CHANGELOG.md b/CHANGELOG.md
index 915ba2b4..377f9c31 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -8,6 +8,7 @@ and this project adheres to [Semantic Versioning](http://semver.org/spec/v2.0.0.
 
 ### Added
 - Added `first` and `single` assertion for `Iterable`
+- Added `flatExtracting` assertion for `Iterable`
 
 ## [0.25] 2021-09-12
 
diff --git a/assertk/src/commonMain/kotlin/assertk/assertions/iterable.kt b/assertk/src/commonMain/kotlin/assertk/assertions/iterable.kt
index ee685e68..7270b854 100644
--- a/assertk/src/commonMain/kotlin/assertk/assertions/iterable.kt
+++ b/assertk/src/commonMain/kotlin/assertk/assertions/iterable.kt
@@ -181,6 +181,19 @@ fun <E, R1, R2, R3> Assert<Iterable<E>>.extracting(
     actual.map { Triple(f1(it), f2(it), f3(it)) }
 }
 
+/**
+ * Flat extracts a value from each item in the iterable, allowing you to assert on a flattened list of those values.
+ *
+ * ```
+ * assertThat(people)
+ *   .flatExtracting(Person::relatives)
+ *   .contains("Sue", "Bob")
+ * ```
+ */
+fun <E, R> Assert<Iterable<E>>.flatExtracting(f1: (E) -> Iterable<R>): Assert<List<R>> = transform { actual ->
+    actual.flatMap(f1)
+}
+
 /**
  * Asserts on each item in the iterable, passing if none of the items pass.
  * The given lambda will be run for each item.
diff --git a/assertk/src/commonTest/kotlin/test/assertk/assertions/IterableTest.kt b/assertk/src/commonTest/kotlin/test/assertk/assertions/IterableTest.kt
index 53a95f30..6852acd1 100644
--- a/assertk/src/commonTest/kotlin/test/assertk/assertions/IterableTest.kt
+++ b/assertk/src/commonTest/kotlin/test/assertk/assertions/IterableTest.kt
@@ -416,14 +416,14 @@ class IterableTest {
     }
 
     @Test fun pair_extracting_function_passes() {
-        assertThat(listOf(Thing("one", 1, '1'), Thing("two", 2, '2')) as Iterable<Thing>)
+        assertThat(listOf(Thing("one", 1, listOf('1')), Thing("two", 2, listOf('2'))) as Iterable<Thing>)
             .extracting(Thing::one, Thing::two)
             .containsExactly("one" to 1, "two" to 2)
     }
 
     @Test fun pair_extracting_function_fails() {
         val error = assertFails {
-            assertThat(listOf(Thing("one", 1, '1'), Thing("two", 2, '2')) as Iterable<Thing>)
+            assertThat(listOf(Thing("one", 1, listOf('1')), Thing("two", 2, listOf('2'))) as Iterable<Thing>)
                 .extracting(Thing::one, Thing::two)
                 .containsExactly("one" to 2, "two" to 1)
         }
@@ -432,34 +432,55 @@ class IterableTest {
             | at index:0 expected:<("one", 2)>
             | at index:0 unexpected:<("one", 1)>
             | at index:1 expected:<("two", 1)>
-            | at index:1 unexpected:<("two", 2)> ([Thing(one=one, two=1, three=1), Thing(one=two, two=2, three=2)])""".trimMargin(),
+            | at index:1 unexpected:<("two", 2)> ([Thing(one=one, two=1, three=[1]), Thing(one=two, two=2, three=[2])])""".trimMargin(),
             error.message
         )
     }
 
     @Test fun triple_extracting_function_passes() {
-        assertThat(listOf(Thing("one", 1, '1'), Thing("two", 2, '2')) as Iterable<Thing>)
+        assertThat(listOf(Thing("one", 1, listOf('1')), Thing("two", 2, listOf('2'))) as Iterable<Thing>)
             .extracting(Thing::one, Thing::two, Thing::three)
-            .containsExactly(Triple("one", 1, '1'), Triple("two", 2, '2'))
+            .containsExactly(Triple("one", 1, listOf('1')), Triple("two", 2, listOf('2')))
     }
 
     @Test fun triple_extracting_function_fails() {
         val error = assertFails {
-            assertThat(listOf(Thing("one", 1, '1'), Thing("two", 2, '2')) as Iterable<Thing>)
+            assertThat(listOf(Thing("one", 1, listOf('1')), Thing("two", 2, listOf('2'))) as Iterable<Thing>)
                 .extracting(Thing::one, Thing::two, Thing::three)
-                .containsExactly(Triple("one", 1, '2'), Triple("two", 2, '3'))
+                .containsExactly(Triple("one", 1, listOf('2')), Triple("two", 2, listOf('3')))
         }
         assertEquals(
-            """expected to contain exactly:<[("one", 1, '2'), ("two", 2, '3')]> but was:<[("one", 1, '1'), ("two", 2, '2')]>
-            | at index:0 expected:<("one", 1, '2')>
-            | at index:0 unexpected:<("one", 1, '1')>
-            | at index:1 expected:<("two", 2, '3')>
-            | at index:1 unexpected:<("two", 2, '2')> ([Thing(one=one, two=1, three=1), Thing(one=two, two=2, three=2)])""".trimMargin(),
+            """expected to contain exactly:<[("one", 1, ['2']), ("two", 2, ['3'])]> but was:<[("one", 1, ['1']), ("two", 2, ['2'])]>
+            | at index:0 expected:<("one", 1, ['2'])>
+            | at index:0 unexpected:<("one", 1, ['1'])>
+            | at index:1 expected:<("two", 2, ['3'])>
+            | at index:1 unexpected:<("two", 2, ['2'])> ([Thing(one=one, two=1, three=[1]), Thing(one=two, two=2, three=[2])])""".trimMargin(),
             error.message
         )
     }
     //region extracting
 
+    //region flatExtracting
+    @Test fun flat_extracting_function_passes() {
+        val thing = Thing("one", 2, listOf('A', 'B'))
+        assertThat(listOf(thing) as Iterable<Thing>).flatExtracting { it.three }.containsExactly('A', 'B')
+    }
+
+    @Test fun flat_extracting_function_fails() {
+        val thing = Thing("one", 2, listOf('A', 'B'))
+        val error = assertFails {
+            assertThat(listOf(thing) as Iterable<Thing>).flatExtracting { it.three }.containsExactly('C', 'D')
+        }
+        assertEquals(
+            """expected to contain exactly:<['C', 'D']> but was:<['A', 'B']>
+            | at index:0 expected:<'C'>
+            | at index:0 unexpected:<'A'>
+            | at index:1 expected:<'D'>
+            | at index:1 unexpected:<'B'> ([Thing(one=one, two=2, three=[A, B])])""".trimMargin(), error.message
+        )
+    }
+    //region flatExtracting
+
     //region first
     @Test fun first_element_present_match_passes() {
         assertThat(listOf(1, 2)).first().isEqualTo(1)
@@ -507,5 +528,5 @@ class IterableTest {
     }
     //endregion
 
-    data class Thing(val one: String, val two: Int, val three: Char)
+    data class Thing(val one: String, val two: Int, val three: List<Char>)
 }
\ No newline at end of file