diff --git a/CHANGELOG.md b/CHANGELOG.md
index 6f1bfb1..a3c206c 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -11,6 +11,7 @@ and this project adheres to [Semantic Versioning](https://semver.org/spec/v2.0.0
 
 - Changed the mod's build process making supporting multiple versions much easier
 - Relicensed under the [zlib license](LICENSE)
+- Improved toggle key behavior if the vanilla key isn't pressed but is already set to Toggle
 
 ## 1.1 - 2024-02-01
 
diff --git a/src/main/java/me/celestialfault/toggletogglesprint/ToggleToggleSprint.java b/src/main/java/me/celestialfault/toggletogglesprint/ToggleToggleSprint.java
index 1ecaf5c..643ccef 100644
--- a/src/main/java/me/celestialfault/toggletogglesprint/ToggleToggleSprint.java
+++ b/src/main/java/me/celestialfault/toggletogglesprint/ToggleToggleSprint.java
@@ -72,10 +72,15 @@ private void applyJoinStates(MinecraftClient client) {
 	}
 
 	private static void toggleOption(SimpleOption<Boolean> toggle, KeyBinding keybind, boolean activateKey) {
-		toggle.setValue(!toggle.getValue());
 		if(toggle.getValue() && activateKey && !keybind.isPressed()) {
+			// if the toggle latch is already enabled but the key isn't pressed, and we're configured to simulate
+			// the key press, then just simulate the key press instead of turning off the latch to avoid requiring
+			// pressing the toggle key twice to start sprinting/sneaking.
 			keybind.setPressed(true);
-		} else if(!toggle.getValue()) {
+			return;
+		}
+		toggle.setValue(!toggle.getValue());
+		if(!toggle.getValue()) {
 			long handle = MinecraftClient.getInstance().getWindow().getHandle();
 			boolean manuallyHeld = InputUtil.isKeyPressed(handle, KeyBindingHelper.getBoundKeyOf(keybind).getCode());
 			// note that we always call this with the value of manuallyHeld in order to handle the case where the player
@@ -83,6 +88,8 @@ private static void toggleOption(SimpleOption<Boolean> toggle, KeyBinding keybin
 			// turning off the toggle latch; in such a case, the game wouldn't think the key is being pressed, when
 			// it should logically be pressed.
 			keybind.setPressed(manuallyHeld);
+		} else if(activateKey && !keybind.isPressed()) {
+			keybind.setPressed(true);
 		}
 	}
 }