diff --git a/tests/flytekit/unit/core/test_typing_annotation.py b/tests/flytekit/unit/core/test_typing_annotation.py
new file mode 100644
index 0000000000..cfcfd6b50d
--- /dev/null
+++ b/tests/flytekit/unit/core/test_typing_annotation.py
@@ -0,0 +1,61 @@
+import typing
+from collections import OrderedDict
+
+from flytekit.common.translator import get_serializable
+from flytekit.core import context_manager
+from flytekit.core.annotation import FlyteAnnotation
+from flytekit.core.context_manager import Image, ImageConfig
+from flytekit.core.task import task
+from flytekit.models.annotation import TypeAnnotation
+
+default_img = Image(name="default", fqn="test", tag="tag")
+serialization_settings = context_manager.SerializationSettings(
+    project="project",
+    domain="domain",
+    version="version",
+    env=None,
+    image_config=ImageConfig(default_image=default_img, images=[default_img]),
+)
+entity_mapping = OrderedDict()
+
+
+@task
+def x(a: typing.Annotated[int, FlyteAnnotation({"foo": {"bar": 1}})], b: str):
+    ...
+
+
+@task
+def y0(a: typing.List[typing.Annotated[int, FlyteAnnotation({"foo": {"bar": 1}})]]):
+    ...
+
+
+@task
+def y1(a: typing.Annotated[typing.List[int], FlyteAnnotation({"foo": {"bar": 1}})]):
+    ...
+
+
+def test_get_variable_descriptions():
+
+    x_tsk = get_serializable(entity_mapping, serialization_settings, x)
+    x_input_vars = x_tsk.template.interface.inputs
+
+    a_ann = x_input_vars["a"].type.annotation
+    assert isinstance(a_ann, TypeAnnotation)
+    assert a_ann.annotations["foo"] == {"bar": 1}
+
+    b_ann = x_input_vars["b"].type.annotation
+    assert b_ann is None
+
+    # Annotated simple type within list generic
+    y0_tsk = get_serializable(entity_mapping, serialization_settings, y0)
+    y0_input_vars = y0_tsk.template.interface.inputs
+    y0_a_ann = y0_input_vars["a"].type.collection_type.annotation
+    assert isinstance(y0_a_ann, TypeAnnotation)
+    assert y0_a_ann.annotations["foo"] == {"bar": 1}
+
+    # Annotated list generic
+    y1_tsk = get_serializable(entity_mapping, serialization_settings, y1)
+    y1_input_vars = y1_tsk.template.interface.inputs
+    y1_a_ann = y1_input_vars["a"].type.annotation
+    assert isinstance(y1_a_ann, TypeAnnotation)
+    assert y1_a_ann.annotations["foo"] == {"bar": 1}