diff --git a/backends/postgres/test/CMakeLists.txt b/backends/postgres/test/CMakeLists.txt
index 1bc0772..2d3805b 100644
--- a/backends/postgres/test/CMakeLists.txt
+++ b/backends/postgres/test/CMakeLists.txt
@@ -25,6 +25,8 @@ set(TEST_SOURCES
   ../../../test/backends/SequenceFixture.cpp
   ../../../test/backends/SequenceFixture.hpp
   ../../../test/backends/SequenceTest.cpp
+  ../../../test/backends/SessionDeleteHasMany.cpp
+  ../../../test/backends/SessionDeleteHasManyToMany.cpp
   ../../../test/backends/SessionFixture.cpp
   ../../../test/backends/SessionFixture.hpp
   ../../../test/backends/SessionInsertBelongsTo.cpp
@@ -46,7 +48,6 @@ set(TEST_SOURCES
   ../../../test/models/user.hpp
   ../../../test/utils/RecordPrinter.cpp
   ../../../test/utils/RecordPrinter.hpp
-  ../../../test/backends/SessionDeleteHasMany.cpp
 )
 
 set(LIBRARY_TEST_TARGET PostgresTests)
diff --git a/test/backends/SessionDeleteHasMany.cpp b/test/backends/SessionDeleteHasMany.cpp
index a5264c8..a67bf87 100644
--- a/test/backends/SessionDeleteHasMany.cpp
+++ b/test/backends/SessionDeleteHasMany.cpp
@@ -66,6 +66,10 @@ TEST_CASE_METHOD(SessionFixture, "Test delete object with has many relation", "[
   REQUIRE(author_result->is_persistent());
   REQUIRE(author_result.value()->books.size() == 5);
 
+  const auto id = s_king->id;
   auto del_res = ses.remove(s_king);
   REQUIRE(del_res);
+
+  author_result = ses.find<author>(id);
+  REQUIRE_FALSE(author_result);
 }
diff --git a/test/backends/SessionDeleteHasManyToMany.cpp b/test/backends/SessionDeleteHasManyToMany.cpp
new file mode 100644
index 0000000..0910b45
--- /dev/null
+++ b/test/backends/SessionDeleteHasManyToMany.cpp
@@ -0,0 +1,80 @@
+#include "catch2/catch_test_macros.hpp"
+
+#include "SessionFixture.hpp"
+
+#include "connection.hpp"
+
+#include "matador/query/session.hpp"
+
+#include "models/recipe.hpp"
+
+using namespace matador::test;
+using namespace matador::query;
+using namespace matador::object;
+
+namespace matador::test {
+template<typename AuthorType>
+void validate_author_state(const object_ptr<AuthorType>& ptr, object_state expected_state) {
+  REQUIRE(ptr.is_state(expected_state));
+  for (auto &b: ptr->books) {
+    REQUIRE(b.is_state(expected_state));
+  }
+}
+}
+
+namespace matador::utils {
+template < typename ValueType >
+std::ostream& operator<<(std::ostream& os, const result<ValueType, error>& value) {
+  if (value) {
+    return os;
+  }
+  return os << "Error: " << value.err();
+}
+
+std::ostream& operator<<(std::ostream& os, const result<void, error>& value) {
+  if (value) {
+    return os;
+  }
+  return os << "Error: " << value.err();
+}
+}
+
+TEST_CASE_METHOD(SessionFixture, "Test delete object with has many to many relation", "[session][delete][has_many_to_many]") {
+  auto result = schema.attach<recipe_sequence>("recipes")
+    .and_then( [this] { return schema.attach<ingredient_sequence>("ingredients"); } )
+    .and_then([this] { return schema.create(db); } );
+
+  session ses({bus, connection::dns, 4}, schema);
+
+  std::vector ingredients {
+    make_object<ingredient_sequence>("Apple"),
+    make_object<ingredient_sequence>("Strawberry"),
+    make_object<ingredient_sequence>("Pineapple"),
+    make_object<ingredient_sequence>("Sugar"),
+    make_object<ingredient_sequence>("Flour"),
+    make_object<ingredient_sequence>("Butter"),
+    make_object<ingredient_sequence>("Beans")
+  };
+
+  std::vector recipes {
+    make_object<recipe_sequence>("Apple Pie", std::vector{ingredients[0], ingredients[3], ingredients[4]}),
+    make_object<recipe_sequence>("Strawberry Cake", std::vector{ingredients[5], ingredients[6]}),
+    make_object<recipe_sequence>("Pineapple Pie", std::vector{ingredients[0], ingredients[1], ingredients[2]})
+  };
+
+  for (auto &r: recipes) {
+    REQUIRE(r.is_transient());
+    auto res = ses.insert(r);
+    REQUIRE(res.is_ok());
+    REQUIRE(res->is_persistent());
+  }
+
+  auto recipe_result = ses.find<recipe_sequence>(1);
+  REQUIRE(recipe_result.is_ok());
+  REQUIRE(recipe_result->is_persistent());
+  REQUIRE(recipe_result.value()->ingredients.size() == 3);
+
+  const auto ing_result = ses.find<ingredient_sequence>(ingredients[0]->id);
+  REQUIRE(ing_result.is_ok());
+  REQUIRE(ing_result.value()->recipes.size() == 2);
+}