diff --git a/app/src/main/java/org/thoughtcrime/securesms/components/settings/app/subscription/donate/DonationCheckoutDelegate.kt b/app/src/main/java/org/thoughtcrime/securesms/components/settings/app/subscription/donate/DonationCheckoutDelegate.kt
index f0a1f4bb4..8b3bac840 100644
--- a/app/src/main/java/org/thoughtcrime/securesms/components/settings/app/subscription/donate/DonationCheckoutDelegate.kt
+++ b/app/src/main/java/org/thoughtcrime/securesms/components/settings/app/subscription/donate/DonationCheckoutDelegate.kt
@@ -235,9 +235,9 @@ class DonationCheckoutDelegate(
         return
       }
 
-      if (throwable is DonationError.PayPalError.UserCancelledPaymentError) {
-        Log.d(TAG, "User cancelled out of paypal flow.", true)
-        fragment?.findNavController()?.popBackStack()
+      if (throwable is DonationError.UserCancelledPaymentError) {
+        Log.d(TAG, "User cancelled out of payment flow.", true)
+        fragment?.findNavController()?.popBackStack(R.id.donateToSignalFragment, false)
         return
       }
 
diff --git a/app/src/main/java/org/thoughtcrime/securesms/components/settings/app/subscription/donate/DonationWebViewOnBackPressedCallback.kt b/app/src/main/java/org/thoughtcrime/securesms/components/settings/app/subscription/donate/DonationWebViewOnBackPressedCallback.kt
new file mode 100644
index 000000000..c813bfed7
--- /dev/null
+++ b/app/src/main/java/org/thoughtcrime/securesms/components/settings/app/subscription/donate/DonationWebViewOnBackPressedCallback.kt
@@ -0,0 +1,20 @@
+package org.thoughtcrime.securesms.components.settings.app.subscription.donate
+
+import android.webkit.WebView
+import androidx.activity.OnBackPressedCallback
+
+/**
+ * Utilized in the 3DS and PayPal WebView fragments to handle WebView back navigation.
+ */
+class DonationWebViewOnBackPressedCallback(
+  private val dismissAllowingStateLoss: () -> Unit,
+  private val webView: WebView,
+) : OnBackPressedCallback(true) {
+  override fun handleOnBackPressed() {
+    if (webView.canGoBack()) {
+      webView.goBack()
+    } else {
+      dismissAllowingStateLoss()
+    }
+  }
+}
diff --git a/app/src/main/java/org/thoughtcrime/securesms/components/settings/app/subscription/donate/paypal/PayPalConfirmationDialogFragment.kt b/app/src/main/java/org/thoughtcrime/securesms/components/settings/app/subscription/donate/paypal/PayPalConfirmationDialogFragment.kt
index 4386f3b8a..fc975e2fa 100644
--- a/app/src/main/java/org/thoughtcrime/securesms/components/settings/app/subscription/donate/paypal/PayPalConfirmationDialogFragment.kt
+++ b/app/src/main/java/org/thoughtcrime/securesms/components/settings/app/subscription/donate/paypal/PayPalConfirmationDialogFragment.kt
@@ -8,6 +8,7 @@ import android.view.View
 import android.webkit.WebSettings
 import android.webkit.WebView
 import android.webkit.WebViewClient
+import androidx.activity.ComponentDialog
 import androidx.core.os.bundleOf
 import androidx.fragment.app.DialogFragment
 import androidx.fragment.app.setFragmentResult
@@ -18,6 +19,7 @@ import org.signal.core.util.logging.Log
 import org.thoughtcrime.securesms.R
 import org.thoughtcrime.securesms.components.ViewBinderDelegate
 import org.thoughtcrime.securesms.components.settings.app.subscription.PayPalRepository
+import org.thoughtcrime.securesms.components.settings.app.subscription.donate.DonationWebViewOnBackPressedCallback
 import org.thoughtcrime.securesms.databinding.DonationWebviewFragmentBinding
 import org.thoughtcrime.securesms.util.visible
 
@@ -55,6 +57,14 @@ class PayPalConfirmationDialogFragment : DialogFragment(R.layout.donation_webvie
     binding.webView.settings.javaScriptEnabled = true
     binding.webView.settings.cacheMode = WebSettings.LOAD_NO_CACHE
     binding.webView.loadUrl(args.uri.toString())
+
+    (requireDialog() as ComponentDialog).onBackPressedDispatcher.addCallback(
+      viewLifecycleOwner,
+      DonationWebViewOnBackPressedCallback(
+        this::dismissAllowingStateLoss,
+        binding.webView
+      )
+    )
   }
 
   override fun onDismiss(dialog: DialogInterface) {
diff --git a/app/src/main/java/org/thoughtcrime/securesms/components/settings/app/subscription/donate/paypal/PayPalPaymentInProgressFragment.kt b/app/src/main/java/org/thoughtcrime/securesms/components/settings/app/subscription/donate/paypal/PayPalPaymentInProgressFragment.kt
index c9d9b8624..c77870d81 100644
--- a/app/src/main/java/org/thoughtcrime/securesms/components/settings/app/subscription/donate/paypal/PayPalPaymentInProgressFragment.kt
+++ b/app/src/main/java/org/thoughtcrime/securesms/components/settings/app/subscription/donate/paypal/PayPalPaymentInProgressFragment.kt
@@ -130,7 +130,7 @@ class PayPalPaymentInProgressFragment : DialogFragment(R.layout.donation_in_prog
         if (result != null) {
           emitter.onSuccess(result)
         } else {
-          emitter.onError(DonationError.PayPalError.UserCancelledPaymentError(args.request.donateToSignalType.toErrorSource()))
+          emitter.onError(DonationError.UserCancelledPaymentError(args.request.donateToSignalType.toErrorSource()))
         }
       }
 
@@ -158,7 +158,7 @@ class PayPalPaymentInProgressFragment : DialogFragment(R.layout.donation_in_prog
         if (result) {
           emitter.onSuccess(PayPalPaymentMethodId(createPaymentIntentResponse.token))
         } else {
-          emitter.onError(DonationError.PayPalError.UserCancelledPaymentError(args.request.donateToSignalType.toErrorSource()))
+          emitter.onError(DonationError.UserCancelledPaymentError(args.request.donateToSignalType.toErrorSource()))
         }
       }
 
@@ -187,7 +187,7 @@ class PayPalPaymentInProgressFragment : DialogFragment(R.layout.donation_in_prog
           Log.d(TAG, "User confirmed order. Continuing...")
           emitter.onSuccess(confirmationData)
         } else {
-          emitter.onError(DonationError.PayPalError.UserCancelledPaymentError(args.request.donateToSignalType.toErrorSource()))
+          emitter.onError(DonationError.UserCancelledPaymentError(args.request.donateToSignalType.toErrorSource()))
         }
       }
 
diff --git a/app/src/main/java/org/thoughtcrime/securesms/components/settings/app/subscription/donate/stripe/Stripe3DSDialogFragment.kt b/app/src/main/java/org/thoughtcrime/securesms/components/settings/app/subscription/donate/stripe/Stripe3DSDialogFragment.kt
index 55edb67b8..23bb4caf5 100644
--- a/app/src/main/java/org/thoughtcrime/securesms/components/settings/app/subscription/donate/stripe/Stripe3DSDialogFragment.kt
+++ b/app/src/main/java/org/thoughtcrime/securesms/components/settings/app/subscription/donate/stripe/Stripe3DSDialogFragment.kt
@@ -8,6 +8,7 @@ import android.view.View
 import android.webkit.WebSettings
 import android.webkit.WebView
 import android.webkit.WebViewClient
+import androidx.activity.ComponentDialog
 import androidx.core.os.bundleOf
 import androidx.fragment.app.DialogFragment
 import androidx.fragment.app.setFragmentResult
@@ -15,6 +16,7 @@ import androidx.navigation.fragment.navArgs
 import org.signal.donations.StripeIntentAccessor
 import org.thoughtcrime.securesms.R
 import org.thoughtcrime.securesms.components.ViewBinderDelegate
+import org.thoughtcrime.securesms.components.settings.app.subscription.donate.DonationWebViewOnBackPressedCallback
 import org.thoughtcrime.securesms.databinding.DonationWebviewFragmentBinding
 import org.thoughtcrime.securesms.util.visible
 
@@ -47,6 +49,14 @@ class Stripe3DSDialogFragment : DialogFragment(R.layout.donation_webview_fragmen
     binding.webView.settings.javaScriptEnabled = true
     binding.webView.settings.cacheMode = WebSettings.LOAD_NO_CACHE
     binding.webView.loadUrl(args.uri.toString())
+
+    (requireDialog() as ComponentDialog).onBackPressedDispatcher.addCallback(
+      viewLifecycleOwner,
+      DonationWebViewOnBackPressedCallback(
+        this::dismissAllowingStateLoss,
+        binding.webView
+      )
+    )
   }
 
   override fun onDismiss(dialog: DialogInterface) {
diff --git a/app/src/main/java/org/thoughtcrime/securesms/components/settings/app/subscription/donate/stripe/StripePaymentInProgressFragment.kt b/app/src/main/java/org/thoughtcrime/securesms/components/settings/app/subscription/donate/stripe/StripePaymentInProgressFragment.kt
index e024c87a0..6861a31bb 100644
--- a/app/src/main/java/org/thoughtcrime/securesms/components/settings/app/subscription/donate/stripe/StripePaymentInProgressFragment.kt
+++ b/app/src/main/java/org/thoughtcrime/securesms/components/settings/app/subscription/donate/stripe/StripePaymentInProgressFragment.kt
@@ -25,6 +25,7 @@ import org.thoughtcrime.securesms.components.settings.app.subscription.DonationP
 import org.thoughtcrime.securesms.components.settings.app.subscription.donate.DonationProcessorAction
 import org.thoughtcrime.securesms.components.settings.app.subscription.donate.DonationProcessorActionResult
 import org.thoughtcrime.securesms.components.settings.app.subscription.donate.DonationProcessorStage
+import org.thoughtcrime.securesms.components.settings.app.subscription.errors.DonationError
 import org.thoughtcrime.securesms.databinding.DonationInProgressFragmentBinding
 import org.thoughtcrime.securesms.util.LifecycleDisposable
 import org.thoughtcrime.securesms.util.fragments.requireListener
@@ -128,7 +129,7 @@ class StripePaymentInProgressFragment : DialogFragment(R.layout.donation_in_prog
             if (result != null) {
               emitter.onSuccess(result)
             } else {
-              emitter.onError(Exception("User did not complete 3DS Authorization."))
+              emitter.onError(DonationError.UserCancelledPaymentError(args.request.donateToSignalType.toErrorSource()))
             }
           }
 
diff --git a/app/src/main/java/org/thoughtcrime/securesms/components/settings/app/subscription/errors/DonationError.kt b/app/src/main/java/org/thoughtcrime/securesms/components/settings/app/subscription/errors/DonationError.kt
index 8747160d6..01d65c94b 100644
--- a/app/src/main/java/org/thoughtcrime/securesms/components/settings/app/subscription/errors/DonationError.kt
+++ b/app/src/main/java/org/thoughtcrime/securesms/components/settings/app/subscription/errors/DonationError.kt
@@ -19,9 +19,10 @@ sealed class DonationError(val source: DonationErrorSource, cause: Throwable) :
     class RequestTokenError(source: DonationErrorSource, cause: Throwable) : GooglePayError(source, cause)
   }
 
-  sealed class PayPalError(source: DonationErrorSource, cause: Throwable) : DonationError(source, cause) {
-    class UserCancelledPaymentError(source: DonationErrorSource) : DonationError(source, Exception("User cancelled payment."))
-  }
+  /**
+   * Utilized when the user cancels the payment flow, by either exiting a WebView or not confirming on the complete order sheet.
+   */
+  class UserCancelledPaymentError(source: DonationErrorSource) : DonationError(source, Exception("User cancelled payment."))
 
   /**
    * Gifting recipient validation errors, which occur before the user could be charged for a gift.