diff --git a/src/duplicate-tab.js b/src/duplicate-tab.js
index 4bbfd50..c42154b 100644
--- a/src/duplicate-tab.js
+++ b/src/duplicate-tab.js
@@ -136,7 +136,20 @@ export default class DuplicateTab {
     async #respondToPage(data, sender) {
         try {
             const { url, incognito, id } = await settings.session.getKeyValue(oldTabData)
-            if (data.selected === 'normal' || data.selected === 'normal-and-navigate-back') {
+            let goBack = async () => {
+                // We can only try to navigate back on the old tab because
+                // we need to have the activeTab permission as we're not
+                // requesting the generic scripting permission from the user
+                await browser.scripting.executeScript({
+                    target: {
+                        tabId: id
+                    },
+                    func: () => {
+                        window.history.back()
+                    }
+                })
+            }
+            if (data.selected === 'normal' || (data.selected === 'normal-and-navigate-back' && !incognito)) {
                 if (incognito === false) {
                     await this.#duplicateSameTypeOfTab(id)
                 } else {
@@ -144,27 +157,20 @@ export default class DuplicateTab {
                     await this.#getAndCloseAdvancedDuplicationPageAndClearData()
                 }
                 if (data.selected === 'normal-and-navigate-back') {
-                    // We can only try to navigate back on the old tab because
-                    // we need to have the activeTab permission as we're not
-                    // requesting the generic scripting permission from the user
-                    await browser.scripting.executeScript({
-                        target: {
-                            tabId: id
-                        },
-                        func: () => {
-                            window.history.back()
-                        }
-                    })
+                    await goBack()
                 }
                 return true
             }
-            if (data.selected === 'private') {
+            if (data.selected === 'private' || (data.selected === 'normal-and-navigate-back' && incognito)) {
                 if (incognito === true) {
                     await this.#duplicateSameTypeOfTab(id)
                 } else {
                     await this.#createNewTabInWindow(url, true, true)
                     await this.#getAndCloseAdvancedDuplicationPageAndClearData()
                 }
+                if (data.selected === 'normal-and-navigate-back') {
+                    await goBack()
+                }
                 return true
             }
             if (data.selected === 'window' || data.selected === 'move-window') {
diff --git a/src/page/main.js b/src/page/main.js
index 7b31d52..e8ab9e9 100644
--- a/src/page/main.js
+++ b/src/page/main.js
@@ -84,6 +84,10 @@ buttons.forEach((b) => b.deleter = new IdempotentElementDeleter(b.element))
         buttons.get('window').element.classList.remove('normal-style')
         buttons.get('move-window').element.classList.add('private-style')
         buttons.get('move-window').element.classList.remove('normal-style')
+        buttons.get('normal-and-navigate-back').element.classList.add('private-style')
+        buttons.get('normal-and-navigate-back').element.classList.remove('normal-style')
+        let navigateBackTabNav = document.querySelector('#normal-and-navigate-back-tab-name')
+        navigateBackTabNav.textContent = 'Private Browsing'
     }
     const { allowedIncognitoAccess } = response
     if (allowedIncognitoAccess === false) {
diff --git a/src/page/page.html b/src/page/page.html
index 08c17c1..37b0efc 100644
--- a/src/page/page.html
+++ b/src/page/page.html
@@ -30,15 +30,8 @@ <h1 id="header">
           <span><span class="button-shortcut">M</span>ove to new Window</span>
           <span class="shortcut window-shortcut">4</span>
       </button>
-      <!--
-        TODO: Probably more helpful if this dynamically swaps between opening
-        in a Normal tab and Private tab to match the tab the window was in
-        as opening a private tab back in a non private window and navigating
-        the private tab back seems very niche compared to keeping both of them
-        private
-      -->
       <button id="normal-and-navigate-back" class="grid-button-item normal-style" tabindex="1">
-          <span>Normal Tab and navigate <span class="button-shortcut">B</span>ack</span>
+          <span><span id="normal-and-navigate-back-tab-name">Normal</span> Tab and navigate <span class="button-shortcut">B</span>ack</span>
           <span class="shortcut dark-shortcut">5</span>
       </button>
     </div>