diff --git a/osu.Game.Tests/Visual/UserInterface/TestSceneContextMenu.cs b/osu.Game.Tests/Visual/UserInterface/TestSceneContextMenu.cs
index 53693d1b70..3b43f8485a 100644
--- a/osu.Game.Tests/Visual/UserInterface/TestSceneContextMenu.cs
+++ b/osu.Game.Tests/Visual/UserInterface/TestSceneContextMenu.cs
@@ -1,6 +1,8 @@
 // Copyright (c) ppy Pty Ltd <contact@ppy.sh>. Licensed under the MIT Licence.
 // See the LICENCE file in the repository root for full licence text.
 
+using System.Collections.Generic;
+using System.Linq;
 using NUnit.Framework;
 using osu.Framework.Graphics;
 using osu.Framework.Graphics.Containers;
@@ -68,13 +70,40 @@ protected override void LoadComplete()
             );
         }
 
-        private class MyContextMenuContainer : Container, IHasContextMenu
+        private static MenuItem[] makeMenu()
         {
-            public MenuItem[] ContextMenuItems => new MenuItem[]
+            return new MenuItem[]
             {
                 new OsuMenuItem(@"Some option"),
                 new OsuMenuItem(@"Highlighted option", MenuItemType.Highlighted),
                 new OsuMenuItem(@"Another option"),
+                new OsuMenuItem(@"Nested option >")
+                {
+                    Items = new MenuItem[]
+                    {
+                        new OsuMenuItem(@"Sub-One"),
+                        new OsuMenuItem(@"Sub-Two"),
+                        new OsuMenuItem(@"Sub-Three"),
+                        new OsuMenuItem(@"Sub-Nested option >")
+                        {
+                            Items = new MenuItem[]
+                            {
+                                new OsuMenuItem(@"Double Sub-One"),
+                                new OsuMenuItem(@"Double Sub-Two"),
+                                new OsuMenuItem(@"Double Sub-Three"),
+                                new OsuMenuItem(@"Sub-Sub-Nested option >")
+                                {
+                                    Items = new MenuItem[]
+                                    {
+                                        new OsuMenuItem(@"Too Deep One"),
+                                        new OsuMenuItem(@"Too Deep Two"),
+                                        new OsuMenuItem(@"Too Deep Three"),
+                                    }
+                                }
+                            }
+                        }
+                    }
+                },
                 new OsuMenuItem(@"Choose me please"),
                 new OsuMenuItem(@"And me too"),
                 new OsuMenuItem(@"Trying to fill"),
@@ -82,17 +111,29 @@ private class MyContextMenuContainer : Container, IHasContextMenu
             };
         }
 
+        private class MyContextMenuContainer : Container, IHasContextMenu
+        {
+            public MenuItem[] ContextMenuItems => makeMenu();
+        }
+
         private class AnotherContextMenuContainer : Container, IHasContextMenu
         {
-            public MenuItem[] ContextMenuItems => new MenuItem[]
+            public MenuItem[] ContextMenuItems
             {
-                new OsuMenuItem(@"Simple option"),
-                new OsuMenuItem(@"Simple very very long option"),
-                new OsuMenuItem(@"Change width", MenuItemType.Highlighted, () => this.ResizeWidthTo(Width * 2, 100, Easing.OutQuint)),
-                new OsuMenuItem(@"Change height", MenuItemType.Highlighted, () => this.ResizeHeightTo(Height * 2, 100, Easing.OutQuint)),
-                new OsuMenuItem(@"Change width back", MenuItemType.Destructive, () => this.ResizeWidthTo(Width / 2, 100, Easing.OutQuint)),
-                new OsuMenuItem(@"Change height back", MenuItemType.Destructive, () => this.ResizeHeightTo(Height / 2, 100, Easing.OutQuint)),
-            };
+                get
+                {
+                    List<MenuItem> items = makeMenu().ToList();
+                    items.AddRange(new MenuItem[]
+                    {
+                        new OsuMenuItem(@"Change width", MenuItemType.Highlighted, () => this.ResizeWidthTo(Width * 2, 100, Easing.OutQuint)),
+                        new OsuMenuItem(@"Change height", MenuItemType.Highlighted, () => this.ResizeHeightTo(Height * 2, 100, Easing.OutQuint)),
+                        new OsuMenuItem(@"Change width back", MenuItemType.Destructive, () => this.ResizeWidthTo(Width / 2, 100, Easing.OutQuint)),
+                        new OsuMenuItem(@"Change height back", MenuItemType.Destructive, () => this.ResizeHeightTo(Height / 2, 100, Easing.OutQuint)),
+                    });
+
+                    return items.ToArray();
+                }
+            }
         }
     }
 }
diff --git a/osu.Game/Graphics/Cursor/OsuContextMenuContainer.cs b/osu.Game/Graphics/Cursor/OsuContextMenuContainer.cs
index fbb3fa0e6c..e64d2d98f4 100644
--- a/osu.Game/Graphics/Cursor/OsuContextMenuContainer.cs
+++ b/osu.Game/Graphics/Cursor/OsuContextMenuContainer.cs
@@ -9,6 +9,6 @@ namespace osu.Game.Graphics.Cursor
 {
     public class OsuContextMenuContainer : ContextMenuContainer
     {
-        protected override Menu CreateMenu() => new OsuContextMenu();
+        protected override Menu CreateMenu() => new OsuContextMenu(true);
     }
 }
diff --git a/osu.Game/Graphics/UserInterface/OsuContextMenu.cs b/osu.Game/Graphics/UserInterface/OsuContextMenu.cs
index 8c7b44f952..7cf8b3eca8 100644
--- a/osu.Game/Graphics/UserInterface/OsuContextMenu.cs
+++ b/osu.Game/Graphics/UserInterface/OsuContextMenu.cs
@@ -3,6 +3,9 @@
 
 using osuTK.Graphics;
 using osu.Framework.Allocation;
+using osu.Framework.Audio;
+using osu.Framework.Audio.Sample;
+using osu.Framework.Extensions;
 using osu.Framework.Extensions.Color4Extensions;
 using osu.Framework.Graphics;
 using osu.Framework.Graphics.Effects;
@@ -13,8 +16,16 @@ namespace osu.Game.Graphics.UserInterface
     public class OsuContextMenu : OsuMenu
     {
         private const int fade_duration = 250;
+        private Sample sampleOpen;
+        private Sample sampleClose;
+        private Sample sampleClick;
 
-        public OsuContextMenu()
+        // todo: this shouldn't be required after https://github.com/ppy/osu-framework/issues/4519 is fixed.
+        private bool wasOpened;
+        private readonly bool playClickSample;
+        private readonly Menu parentMenu;
+
+        public OsuContextMenu(bool playClickSample = false, Menu parentMenu = null)
             : base(Direction.Vertical)
         {
             MaskingContainer.CornerRadius = 5;
@@ -28,17 +39,49 @@ public OsuContextMenu()
             ItemsContainer.Padding = new MarginPadding { Vertical = DrawableOsuMenuItem.MARGIN_VERTICAL };
 
             MaxHeight = 250;
+
+            this.playClickSample = playClickSample;
+            this.parentMenu = parentMenu;
         }
 
         [BackgroundDependencyLoader]
-        private void load(OsuColour colours)
+        private void load(OsuColour colours, AudioManager audio)
         {
             BackgroundColour = colours.ContextMenuGray;
+            sampleClick = audio.Samples.Get($"UI/{HoverSampleSet.Default.GetDescription()}-select");
+            sampleOpen = audio.Samples.Get(@"UI/dropdown-open");
+            sampleClose = audio.Samples.Get(@"UI/dropdown-close");
         }
 
-        protected override void AnimateOpen() => this.FadeIn(fade_duration, Easing.OutQuint);
-        protected override void AnimateClose() => this.FadeOut(fade_duration, Easing.OutQuint);
+        protected override void AnimateOpen()
+        {
+            this.FadeIn(fade_duration, Easing.OutQuint);
 
-        protected override Menu CreateSubMenu() => new OsuContextMenu();
+            if (playClickSample)
+                sampleClick?.Play();
+
+            if (!wasOpened)
+                sampleOpen?.Play();
+
+            wasOpened = true;
+        }
+
+        protected override void AnimateClose()
+        {
+            this.FadeOut(fade_duration, Easing.OutQuint);
+
+            if (parentMenu?.State == MenuState.Closed)
+            {
+                wasOpened = false;
+                return;
+            }
+
+            if (wasOpened)
+                sampleClose?.Play();
+
+            wasOpened = false;
+        }
+
+        protected override Menu CreateSubMenu() => new OsuContextMenu(false, this);
     }
 }