diff --git a/osu.Framework.Tests/Visual/UserInterface/TestSceneTextBox.cs b/osu.Framework.Tests/Visual/UserInterface/TestSceneTextBox.cs
index 70a1b702a7..511a99dca7 100644
--- a/osu.Framework.Tests/Visual/UserInterface/TestSceneTextBox.cs
+++ b/osu.Framework.Tests/Visual/UserInterface/TestSceneTextBox.cs
@@ -881,6 +881,57 @@ public void TestCursorMovementWithSelection()
             AddAssert("second-from-last word selected", () => textBox.SelectedText == "bank");
         }
 
+        [Test]
+        public void TestTypingCancelsOngoingDragSelection()
+        {
+            InsertableTextBox textBox = null;
+
+            AddStep("add textbox", () =>
+            {
+                textBoxes.Add(textBox = new InsertableTextBox
+                {
+                    Size = new Vector2(300, 40),
+                    Text = "123",
+                    ReadOnly = false
+                });
+            });
+
+            AddStep("focus textbox", () =>
+            {
+                InputManager.MoveMouseTo(textBox);
+                InputManager.Click(MouseButton.Left);
+            });
+
+            // drag text, insert, keep mouse held, drag more and ensure it's ignored
+            AddStep("hold from middle of textbox", () => InputManager.PressButton(MouseButton.Left));
+            AddStep("move mouse to left of textbox", () => InputManager.MoveMouseTo(textBox.ScreenSpaceDrawQuad.TopLeft - new Vector2(20f, 0f)));
+            AddAssert("text selected by drag", () => textBox.SelectedText == "123");
+            AddStep("insert character", () => textBox.InsertString("1"));
+            AddAssert("text overwritten", () => textBox.Text == "1");
+            AddStep("move mouse a little", () => InputManager.MoveMouseTo(InputManager.CurrentState.Mouse.Position - new Vector2(10f, 0f)));
+            AddAssert("text not selected by drag", () => string.IsNullOrEmpty(textBox.SelectedText));
+            AddStep("release mouse", () => InputManager.ReleaseButton(MouseButton.Left));
+
+            // drag text, release mouse, insert, drag again and ensure dragging still works
+            AddStep("hold from middle of textbox", () =>
+            {
+                InputManager.MoveMouseTo(textBox);
+                InputManager.PressButton(MouseButton.Left);
+            });
+            AddStep("drag again", () => InputManager.MoveMouseTo(textBox.ScreenSpaceDrawQuad.TopLeft - new Vector2(20f, 0f)));
+            AddAssert("text selected by drag", () => textBox.SelectedText == "1");
+            AddStep("release mouse", () => InputManager.ReleaseButton(MouseButton.Left));
+            AddStep("insert character", () => textBox.InsertString("1"));
+            AddAssert("text overwritten", () => textBox.Text == "1");
+            AddStep("hold from middle of textbox", () =>
+            {
+                InputManager.MoveMouseTo(textBox);
+                InputManager.PressButton(MouseButton.Left);
+            });
+            AddStep("drag again", () => InputManager.MoveMouseTo(textBox.ScreenSpaceDrawQuad.TopLeft - new Vector2(20f, 0f)));
+            AddAssert("text selected by drag", () => textBox.SelectedText == "1");
+        }
+
         private void prependString(InsertableTextBox textBox, string text)
         {
             InputManager.Keys(PlatformAction.MoveBackwardLine);
diff --git a/osu.Framework/Audio/Sample/SampleChannelBass.cs b/osu.Framework/Audio/Sample/SampleChannelBass.cs
index ee9bc84c7b..f08f5baa49 100644
--- a/osu.Framework/Audio/Sample/SampleChannelBass.cs
+++ b/osu.Framework/Audio/Sample/SampleChannelBass.cs
@@ -19,7 +19,18 @@ internal sealed class SampleChannelBass : SampleChannel, IBassAudioChannel
         /// <remarks>
         /// This is set to <c>true</c> immediately upon <see cref="Play"/>, but the channel may not be audibly playing yet.
         /// </remarks>
-        public override bool Playing => playing || enqueuedPlaybackStart;
+        public override bool Playing
+        {
+            get
+            {
+                // When short samples loop (especially within mixers), there's a small window where the ChannelIsActive state could be Stopped.
+                // In order to not provide a "stale" value here, we'll not trust the internal playing state from BASS.
+                if (Looping && userRequestedPlay)
+                    return true;
+
+                return playing || enqueuedPlaybackStart;
+            }
+        }
 
         private volatile bool playing;
 
diff --git a/osu.Framework/Graphics/UserInterface/TextBox.cs b/osu.Framework/Graphics/UserInterface/TextBox.cs
index 98ffaca2ef..e825299cd2 100644
--- a/osu.Framework/Graphics/UserInterface/TextBox.cs
+++ b/osu.Framework/Graphics/UserInterface/TextBox.cs
@@ -722,6 +722,8 @@ private void endTextChange(bool started)
             textChanging = false;
         }
 
+        private bool ignoreOngoingDragSelection;
+
         /// <summary>
         /// Removes the selected text if a selection persists.
         /// </summary>
@@ -868,7 +870,9 @@ private void insertString(string value, Action<Drawable> drawableCreationParamet
                 drawableCreationParameters?.Invoke(drawable);
 
                 text = text.Insert(selectionLeft, c.ToString());
+
                 selectionStart = selectionEnd = selectionLeft + 1;
+                ignoreOngoingDragSelection = true;
 
                 cursorAndLayout.Invalidate();
             }
@@ -1188,6 +1192,17 @@ protected override void OnKeyUp(KeyUpEvent e)
             base.OnKeyUp(e);
         }
 
+        protected override bool OnDragStart(DragStartEvent e)
+        {
+            ignoreOngoingDragSelection = false;
+
+            if (HasFocus)
+                return true;
+
+            Vector2 posDiff = e.MouseDownPosition - e.MousePosition;
+            return Math.Abs(posDiff.X) > Math.Abs(posDiff.Y);
+        }
+
         protected override void OnDrag(DragEvent e)
         {
             if (ReadOnly)
@@ -1195,6 +1210,9 @@ protected override void OnDrag(DragEvent e)
 
             FinalizeImeComposition(true);
 
+            if (ignoreOngoingDragSelection)
+                return;
+
             var lastSelectionBounds = getTextSelectionBounds();
 
             if (doubleClickWord != null)
@@ -1233,15 +1251,6 @@ protected override void OnDrag(DragEvent e)
             onTextSelectionChanged(doubleClickWord != null ? TextSelectionType.Word : TextSelectionType.Character, lastSelectionBounds);
         }
 
-        protected override bool OnDragStart(DragStartEvent e)
-        {
-            if (HasFocus) return true;
-
-            Vector2 posDiff = e.MouseDownPosition - e.MousePosition;
-
-            return Math.Abs(posDiff.X) > Math.Abs(posDiff.Y);
-        }
-
         protected override bool OnDoubleClick(DoubleClickEvent e)
         {
             FinalizeImeComposition(true);