diff --git a/hibernate-core/src/test/java/org/hibernate/orm/test/orderby/OrderByTest.java b/hibernate-core/src/test/java/org/hibernate/orm/test/orderby/OrderByTest.java
index d8fa6052e1..ac22158e7b 100644
--- a/hibernate-core/src/test/java/org/hibernate/orm/test/orderby/OrderByTest.java
+++ b/hibernate-core/src/test/java/org/hibernate/orm/test/orderby/OrderByTest.java
@@ -1,9 +1,22 @@
 package org.hibernate.orm.test.orderby;
 
+import java.util.ArrayList;
+import java.util.HashSet;
 import java.util.List;
+import java.util.Set;
+
+import jakarta.persistence.CascadeType;
 import jakarta.persistence.DiscriminatorValue;
 import jakarta.persistence.Entity;
+import jakarta.persistence.FetchType;
+import jakarta.persistence.GeneratedValue;
 import jakarta.persistence.Id;
+import jakarta.persistence.JoinColumn;
+import jakarta.persistence.JoinTable;
+import jakarta.persistence.ManyToMany;
+import jakarta.persistence.ManyToOne;
+import jakarta.persistence.OneToMany;
+import jakarta.persistence.OrderBy;
 
 import org.hibernate.testing.TestForIssue;
 import org.hibernate.testing.orm.junit.DomainModel;
@@ -22,7 +35,11 @@ import static org.junit.jupiter.api.Assertions.assertEquals;
 		annotatedClasses = {
 				OrderByTest.Person.class,
 				OrderByTest.P1.class,
-				OrderByTest.P2.class
+				OrderByTest.P2.class,
+				OrderByTest.Task.class,
+				OrderByTest.TaskVersion.class,
+				OrderByTest.User.class,
+				OrderByTest.Group.class
 		}
 )
 @SessionFactory
@@ -35,6 +52,34 @@ public class OrderByTest {
 					session.persist( new P1( 1L, "abc" ) );
 					session.persist( new P1( 2L, "abc" ) );
 					session.persist( new P2( 3L, "def" ) );
+
+					Group g1 = new Group();
+					g1.setName( "g1" );
+					Group g2 = new Group();
+					g2.setName( "g2" );
+					Set<Group> groups = new HashSet();
+					groups.add( g1 );
+					groups.add( g2 );
+					User u = new User();
+					u.setGroups( groups );
+					session.persist( u );
+
+					Task t = new Task();
+					t.setId( 1L );
+					TaskVersion tv1 = new TaskVersion();
+					tv1.setName("tv1");
+					tv1.setAssignee(u);
+					List<TaskVersion> versions = new ArrayList<>();
+					versions.add( tv1 );
+					t.setTaskVersions( versions );
+					tv1.setTask(t);
+
+					TaskVersion tv2 = new TaskVersion();
+					tv2.setName("tv2");
+					tv2.setAssignee(u);
+					t.getTaskVersions().add(tv2);
+					tv2.setTask(t);
+					session.persist( t );
 				}
 		);
 	}
@@ -42,8 +87,13 @@ public class OrderByTest {
 	@AfterEach
 	protected void cleanupTest(SessionFactoryScope scope) {
 		scope.inTransaction(
-				session ->
-						session.createQuery( "delete from Person" ).executeUpdate()
+				session -> {
+					session.createMutationQuery( "delete from Person" ).executeUpdate();
+					session.createMutationQuery( "delete from TaskVersion" ).executeUpdate();
+					session.createMutationQuery( "delete from UUser" ).executeUpdate();
+					session.createMutationQuery( "delete from GGroup" ).executeUpdate();
+					session.createMutationQuery( "delete from Task" ).executeUpdate();
+				}
 		);
 	}
 
@@ -61,6 +111,16 @@ public class OrderByTest {
 		);
 	}
 
+	@Test
+	@TestForIssue( jiraKey = "HHH-15885")
+	public void testOrderBy(SessionFactoryScope scope) {
+		scope.inSession(
+				session -> {
+					session.get(Task.class, 1L);
+				}
+		);
+	}
+
 	@Entity(name = "Person")
 	public static abstract class Person {
 		@Id
@@ -113,4 +173,137 @@ public class OrderByTest {
 			super( id, name );
 		}
 	}
+
+	@Entity(name = "Task")
+	public static class Task {
+
+		@Id
+		private Long id;
+
+		@OneToMany(mappedBy = "task", cascade = CascadeType.ALL, fetch = FetchType.EAGER)
+		@OrderBy("id DESC")
+		private List<TaskVersion> taskVersions;
+
+		public Long getId() {
+			return id;
+		}
+
+		public void setId(Long id) {
+			this.id = id;
+		}
+
+		public List<TaskVersion> getTaskVersions() {
+			return taskVersions;
+		}
+
+		public void setTaskVersions(List<TaskVersion> taskVersions) {
+			this.taskVersions = taskVersions;
+		}
+	}
+
+	@Entity(name = "TaskVersion")
+	public static class TaskVersion {
+
+		@Id
+		@GeneratedValue
+		private Long id;
+
+		@ManyToOne(fetch = FetchType.EAGER)
+		@JoinColumn(name = "assignee", nullable = true)
+		private User assignee;
+
+		@ManyToOne(fetch = FetchType.EAGER)
+		@JoinColumn(name = "task_id", nullable = false)
+		private Task task;
+
+		private String name;
+
+		public String getName() {
+			return name;
+		}
+
+		public void setName(String name) {
+			this.name = name;
+		}
+
+		public Task getTask() {
+			return task;
+		}
+
+		public void setTask(Task task) {
+			this.task = task;
+		}
+
+		public User getAssignee() {
+			return assignee;
+		}
+
+		public void setAssignee(User assignee) {
+			this.assignee = assignee;
+		}
+
+		public Long getId() {
+			return id;
+		}
+
+		public void setId(Long id) {
+			this.id = id;
+		}
+	}
+
+	@Entity(name = "UUser")
+	public static class User {
+
+		@Id
+		@GeneratedValue
+		private Long id;
+
+		@ManyToMany(fetch = FetchType.EAGER, cascade = { CascadeType.PERSIST, CascadeType.MERGE })
+		@JoinTable(name = "user_groups", joinColumns = @JoinColumn(name = "user_id"), inverseJoinColumns = @JoinColumn(name = "group_id"))
+		@OrderBy("name")
+		private Set<Group> groups;
+
+		public Long getId() {
+			return id;
+		}
+
+		public void setId(Long id) {
+			this.id = id;
+		}
+
+		public Set<Group> getGroups() {
+			return groups;
+		}
+
+		public void setGroups(Set<Group> groups) {
+			this.groups = groups;
+		}
+	}
+
+	@Entity(name = "GGroup")
+	public static class Group {
+
+		@Id
+		@GeneratedValue
+		private Long id;
+
+		private String name;
+
+		public String getName() {
+			return name;
+		}
+
+		public void setName(String name) {
+			this.name = name;
+		}
+
+		public Long getId() {
+			return id;
+		}
+
+		public void setId(Long id) {
+			this.id = id;
+		}
+	}
+
 }