diff --git a/modules/controls/src/main/java/javafx/scene/control/MultipleSelectionModelBase.java b/modules/controls/src/main/java/javafx/scene/control/MultipleSelectionModelBase.java
--- a/modules/controls/src/main/java/javafx/scene/control/MultipleSelectionModelBase.java
+++ b/modules/controls/src/main/java/javafx/scene/control/MultipleSelectionModelBase.java
@@ -278,8 +278,12 @@
         
         // This ensure that the selection remains accurate when a shift occurs.
         final int selectedIndex = getSelectedIndex();
-        if (selectedIndex >= position && selectedIndex > -1 && selectedIndex + shift > -1) {
-            final int newSelectionLead = selectedIndex + shift;
+        if (selectedIndex >= position && selectedIndex > -1) {
+            // Fix for RT-38787: we used to not enter this block if
+            // selectedIndex + shift resulted in a value less than zero, whereas
+            // now we just set the newSelectionLead to zero in that instance.
+            // There exists unit tests that cover this.
+            final int newSelectionLead = Math.max(0, selectedIndex + shift);
             setSelectedIndex(newSelectionLead);
 
             // added for RT-30356
diff --git a/modules/controls/src/test/java/javafx/scene/control/ListViewTest.java b/modules/controls/src/test/java/javafx/scene/control/ListViewTest.java
--- a/modules/controls/src/test/java/javafx/scene/control/ListViewTest.java
+++ b/modules/controls/src/test/java/javafx/scene/control/ListViewTest.java
@@ -1084,4 +1084,44 @@
 
         sl.dispose();
     }
+
+    @Test public void test_rt_38787_removeOneItem() {
+        test_rt_38787(true);
+    }
+
+    @Test public void test_rt_38787_removeMultipleItems() {
+        test_rt_38787(false);
+    }
+
+    private void test_rt_38787(boolean removeOneItem) {
+        ListView<String> stringListView = new ListView<>();
+        stringListView.getItems().addAll("a","b","c","d");
+
+        MultipleSelectionModel<String> sm = stringListView.getSelectionModel();
+        sm.select("b");
+
+        // test pre-conditions
+        assertEquals(1, sm.getSelectedIndex());
+        assertEquals(1, (int)sm.getSelectedIndices().get(0));
+        assertEquals("b", sm.getSelectedItem());
+        assertEquals("b", sm.getSelectedItems().get(0));
+        assertFalse(sm.isSelected(0));
+        assertTrue(sm.isSelected(1));
+        assertFalse(sm.isSelected(2));
+
+        // in both cases we remove the selected item, that is, 'b'
+        if (removeOneItem) {
+            stringListView.getItems().remove("b");
+        } else {
+            stringListView.getItems().removeAll("b","c");
+        }
+
+        assertEquals(0, sm.getSelectedIndex());
+        assertEquals(0, (int)sm.getSelectedIndices().get(0));
+        assertEquals("a", sm.getSelectedItem());
+        assertEquals("a", sm.getSelectedItems().get(0));
+        assertTrue(sm.isSelected(0));
+        assertFalse(sm.isSelected(1));
+        assertFalse(sm.isSelected(2));
+    }
 }
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