diff --git a/public/index.html b/public/index.html
index 489d8706a..d8c7e99d2 100644
--- a/public/index.html
+++ b/public/index.html
@@ -5276,6 +5276,12 @@
                                                             Prevent further recursion (this entry will not activate others)
                                                         </span>
                                                     </label>
+                                                    <label class="checkbox flex-container alignitemscenter flexNoGap">
+                                                        <input type="checkbox" name="delay_until_recursion" />
+                                                        <span data-i18n="Delay until recursion (this entry will only be checked on recursive checking)">
+                                                            Delay until recursion (this entry will only be checked on recursive checking)
+                                                        </span>
+                                                    </label>
                                                 </div>
                                             </span>
                                         </small>
diff --git a/public/scripts/char-data.js b/public/scripts/char-data.js
index fa2f03382..20e484f31 100644
--- a/public/scripts/char-data.js
+++ b/public/scripts/char-data.js
@@ -24,6 +24,7 @@
  * @property {boolean} group_override - Overrides any existing group assignment for the extension.
  * @property {number} group_weight - A value used for prioritizing extensions within the same group.
  * @property {boolean} prevent_recursion - Completely disallows recursive application of the extension.
+ * @property {boolean} delay_until_recursion - Will only be checked during recursion.
  * @property {number} scan_depth - The maximum depth to search for matches when applying the extension.
  * @property {boolean} match_whole_words - Specifies if only entire words should be matched during extension application.
  * @property {boolean} use_group_scoring - Indicates if group weight is considered when selecting extensions.
diff --git a/public/scripts/world-info.js b/public/scripts/world-info.js
index d454ad104..630982578 100644
--- a/public/scripts/world-info.js
+++ b/public/scripts/world-info.js
@@ -1234,6 +1234,7 @@ const originalDataKeyMap = {
     'displayIndex': 'extensions.display_index',
     'excludeRecursion': 'extensions.exclude_recursion',
     'preventRecursion': 'extensions.prevent_recursion',
+    'delayUntilRecursion': 'extensions.delay_until_recursion',
     'selectiveLogic': 'selectiveLogic',
     'comment': 'comment',
     'constant': 'constant',
@@ -1891,6 +1892,18 @@ function getWorldEntry(name, data, entry) {
     });
     preventRecursionInput.prop('checked', entry.preventRecursion).trigger('input');
 
+    // delay until recursion
+    const delayUntilRecursionInput = template.find('input[name="delay_until_recursion"]');
+    delayUntilRecursionInput.data('uid', entry.uid);
+    delayUntilRecursionInput.on('input', function () {
+        const uid = $(this).data('uid');
+        const value = $(this).prop('checked');
+        data.entries[uid].delayUntilRecursion = value;
+        setOriginalDataValue(data, uid, 'extensions.delay_until_recursion', data.entries[uid].delayUntilRecursion);
+        saveWorldInfo(name, data);
+    });
+    delayUntilRecursionInput.prop('checked', entry.delayUntilRecursion).trigger('input');
+
     // duplicate button
     const duplicateButton = template.find('.duplicate_entry_button');
     duplicateButton.data('uid', entry.uid);
@@ -2152,6 +2165,7 @@ const newEntryTemplate = {
     position: 0,
     disable: false,
     excludeRecursion: false,
+    delayUntilRecursion: false,
     probability: 100,
     useProbability: true,
     depth: DEFAULT_DEPTH,
@@ -2519,7 +2533,7 @@ async function checkWorldInfo(chat, maxContext) {
                 continue;
             }
 
-            if (allActivatedEntries.has(entry) || entry.disable == true || (count > 1 && world_info_recursive && entry.excludeRecursion)) {
+            if (allActivatedEntries.has(entry) || entry.disable == true || (count > 1 && world_info_recursive && entry.excludeRecursion) || (count == 1 && entry.delayUntilRecursion)) {
                 continue;
             }
 
@@ -2887,6 +2901,7 @@ function convertAgnaiMemoryBook(inputObj) {
             disable: !entry.enabled,
             addMemo: !!entry.name,
             excludeRecursion: false,
+            delayUntilRecursion: false,
             displayIndex: index,
             probability: 100,
             useProbability: true,
@@ -2925,6 +2940,7 @@ function convertRisuLorebook(inputObj) {
             disable: false,
             addMemo: true,
             excludeRecursion: false,
+            delayUntilRecursion: false,
             displayIndex: index,
             probability: entry.activationPercent ?? 100,
             useProbability: entry.activationPercent ?? true,
@@ -2968,6 +2984,7 @@ function convertNovelLorebook(inputObj) {
             disable: !entry.enabled,
             addMemo: addMemo,
             excludeRecursion: false,
+            delayUntilRecursion: false,
             displayIndex: index,
             probability: 100,
             useProbability: true,
@@ -3008,6 +3025,7 @@ function convertCharacterBook(characterBook) {
             position: entry.extensions?.position ?? (entry.position === 'before_char' ? world_info_position.before : world_info_position.after),
             excludeRecursion: entry.extensions?.exclude_recursion ?? false,
             preventRecursion: entry.extensions?.prevent_recursion ?? false,
+            delayUntilRecursion: entry.extensions?.delay_until_recursion ?? false,
             disable: !entry.enabled,
             addMemo: entry.comment ? true : false,
             displayIndex: entry.extensions?.display_index ?? index,
diff --git a/src/endpoints/characters.js b/src/endpoints/characters.js
index 2e3171880..fc7ae3ef8 100644
--- a/src/endpoints/characters.js
+++ b/src/endpoints/characters.js
@@ -436,6 +436,7 @@ function convertWorldInfoToCharacterBook(name, entries) {
                 group_override: entry.groupOverride ?? false,
                 group_weight: entry.groupWeight ?? null,
                 prevent_recursion: entry.preventRecursion ?? false,
+                delay_until_recursion: entry.delayUntilRecursion ?? false,
                 scan_depth: entry.scanDepth ?? null,
                 match_whole_words: entry.matchWholeWords ?? null,
                 use_group_scoring: entry.useGroupScoring ?? false,