diff --git a/public/scripts/extensions/quick-reply/src/SlashCommandHandler.js b/public/scripts/extensions/quick-reply/src/SlashCommandHandler.js
index f6b339cdf..15f7524a4 100644
--- a/public/scripts/extensions/quick-reply/src/SlashCommandHandler.js
+++ b/public/scripts/extensions/quick-reply/src/SlashCommandHandler.js
@@ -419,30 +419,35 @@ export class SlashCommandHandler {
             namedArgumentList: [
                 SlashCommandNamedArgument.fromProps({
                     name: 'set',
-                    description: 'QR set name',
+                    description: 'Name of QR set to add the context menu to',
                     typeList: [ARGUMENT_TYPE.STRING],
                     isRequired: true,
                     enumProvider: localEnumProviders.qrSets,
                 }),
                 SlashCommandNamedArgument.fromProps({
                     name: 'label',
-                    description: 'Quick Reply label',
+                    description: 'Label of Quick Reply to add the context menu to',
                     typeList: [ARGUMENT_TYPE.STRING],
                     enumProvider: localEnumProviders.qrEntries,
                 }),
                 SlashCommandNamedArgument.fromProps({
                     name: 'id',
-                    description: 'numeric ID of the QR, e.g., id=42',
+                    description: 'Numeric ID of Quick Reply to add the context menu to, e.g. id=42',
                     typeList: [ARGUMENT_TYPE.NUMBER],
                     enumProvider: localEnumProviders.qrIds,
                 }),
                 new SlashCommandNamedArgument(
-                    'chain', 'boolean', [ARGUMENT_TYPE.BOOLEAN], false, false, 'false',
+                    'chain',
+                    'If true, button QR is sent together with (before) the clicked QR from the context menu',
+                    [ARGUMENT_TYPE.BOOLEAN],
+                    false,
+                    false,
+                    'false',
                 ),
             ],
             unnamedArgumentList: [
                 SlashCommandArgument.fromProps({
-                    description: 'QR set name',
+                    description: 'Name of QR set to add as a context menu',
                     typeList: [ARGUMENT_TYPE.STRING],
                     isRequired: true,
                     enumProvider: localEnumProviders.qrSets,
@@ -450,13 +455,16 @@ export class SlashCommandHandler {
             ],
             helpString: `
                 <div>
-                    Add context menu preset to a QR.
+                    Add a context menu preset to a QR.
+                </div>
+                <div>
+                    If <code>id</code> and <code>label</code> are both provided, <code>id</code> will be used.
                 </div>
                 <div>
                     <strong>Example:</strong>
                     <ul>
                         <li>
-                            <pre><code>/qr-contextadd set=MyPreset label=MyButton chain=true MyOtherPreset</code></pre>
+                            <pre><code>/qr-contextadd set=MyQRSetWithTheButton label=MyButton chain=true MyQRSetWithContextItems</code></pre>
                         </li>
                     </ul>
                 </div>
@@ -470,27 +478,27 @@ export class SlashCommandHandler {
             namedArgumentList: [
                 SlashCommandNamedArgument.fromProps({
                     name: 'set',
-                    description: 'QR set name',
+                    description: 'Name of QR set to remove the context menu from',
                     typeList: [ARGUMENT_TYPE.STRING],
                     isRequired: true,
                     enumProvider: localEnumProviders.qrSets,
                 }),
                 SlashCommandNamedArgument.fromProps({
                     name: 'label',
-                    description: 'Quick Reply label',
+                    description: 'Label of Quick Reply to remove the context menu from',
                     typeList: [ARGUMENT_TYPE.STRING],
                     enumProvider: localEnumProviders.qrEntries,
                 }),
                 SlashCommandNamedArgument.fromProps({
                     name: 'id',
-                    description: 'numeric ID of the QR, e.g., id=42',
+                    description: 'Numeric ID of Quick Reply to remove the context menu from, e.g. id=42',
                     typeList: [ARGUMENT_TYPE.NUMBER],
                     enumProvider: localEnumProviders.qrIds,
                 }),
             ],
             unnamedArgumentList: [
                 SlashCommandArgument.fromProps({
-                    description: 'QR set name',
+                    description: 'Name of QR set to remove',
                     typeList: [ARGUMENT_TYPE.STRING],
                     isRequired: true,
                     enumProvider: localEnumProviders.qrSets,
@@ -500,6 +508,9 @@ export class SlashCommandHandler {
                 <div>
                     Remove context menu preset from a QR.
                 </div>
+                <div>
+                    If <code>id</code> and <code>label</code> are both provided, <code>id</code> will be used.
+                </div>
                 <div>
                     <strong>Example:</strong>
                     <ul>
@@ -541,6 +552,9 @@ export class SlashCommandHandler {
                 <div>
                     Remove all context menu presets from a QR.
                 </div>
+                <div>
+                    If <code>id</code> and a label are both provided, <code>id</code> will be used.
+                </div>
                 <div>
                     <strong>Example:</strong>
                     <ul>
@@ -908,12 +922,11 @@ export class SlashCommandHandler {
         }
     }
 
-
     createContextItem(args, name) {
         try {
             this.api.createContextItem(
                 args.set,
-                args.label,
+                args.id !== undefined ? Number(args.id) : args.label,
                 name,
                 isTrueBoolean(args.chain),
             );
@@ -923,14 +936,14 @@ export class SlashCommandHandler {
     }
     deleteContextItem(args, name) {
         try {
-            this.api.deleteContextItem(args.set, args.label, name);
+            this.api.deleteContextItem(args.set, args.id !== undefined ? Number(args.id) : args.label, name);
         }  catch (ex) {
             toastr.error(ex.message);
         }
     }
     clearContextMenu(args, label) {
         try {
-            this.api.clearContextMenu(args.set, args.label ?? label);
+            this.api.clearContextMenu(args.set, args.id !== undefined ? Number(args.id) : args.label ?? label);
         } catch (ex) {
             toastr.error(ex.message);
         }
diff --git a/public/scripts/extensions/quick-reply/src/ui/ctx/ContextMenu.js b/public/scripts/extensions/quick-reply/src/ui/ctx/ContextMenu.js
index 48ac3fbae..3741d2869 100644
--- a/public/scripts/extensions/quick-reply/src/ui/ctx/ContextMenu.js
+++ b/public/scripts/extensions/quick-reply/src/ui/ctx/ContextMenu.js
@@ -19,7 +19,7 @@ export class ContextMenu {
         this.itemList = this.build(qr).children;
         this.itemList.forEach(item => {
             item.onExpand = () => {
-                this.itemList.filter(it => it != item)
+                this.itemList.filter(it => it !== item)
                     .forEach(it => it.collapse());
             };
         });
@@ -36,7 +36,9 @@ export class ContextMenu {
             icon: qr.icon,
             showLabel: qr.showLabel,
             label: qr.label,
+            title: qr.title,
             message: (chainedMessage && qr.message ? `${chainedMessage} | ` : '') + qr.message,
+            isHidden: qr.isHidden,
             children: [],
         };
         qr.contextList.forEach((cl) => {
@@ -51,7 +53,9 @@ export class ContextMenu {
                         subTree.icon,
                         subTree.showLabel,
                         subTree.label,
+                        subTree.title,
                         subTree.message,
+                        subTree.isHidden,
                         (evt) => {
                             evt.stopPropagation();
                             const finalQr = Object.assign(new QuickReply(), subQr);
diff --git a/public/scripts/extensions/quick-reply/src/ui/ctx/MenuHeader.js b/public/scripts/extensions/quick-reply/src/ui/ctx/MenuHeader.js
index 2fe6f7a68..c4c10148c 100644
--- a/public/scripts/extensions/quick-reply/src/ui/ctx/MenuHeader.js
+++ b/public/scripts/extensions/quick-reply/src/ui/ctx/MenuHeader.js
@@ -2,7 +2,7 @@ import { MenuItem } from './MenuItem.js';
 
 export class MenuHeader extends MenuItem {
     constructor(/**@type {String}*/label) {
-        super(null, null, label, null, null);
+        super(null, null, label, null, null, false, null, []);
     }
 
 
diff --git a/public/scripts/extensions/quick-reply/src/ui/ctx/MenuItem.js b/public/scripts/extensions/quick-reply/src/ui/ctx/MenuItem.js
index 2b4daba99..f6a5db069 100644
--- a/public/scripts/extensions/quick-reply/src/ui/ctx/MenuItem.js
+++ b/public/scripts/extensions/quick-reply/src/ui/ctx/MenuItem.js
@@ -4,11 +4,12 @@ export class MenuItem {
     /**@type {string}*/ icon;
     /**@type {boolean}*/ showLabel;
     /**@type {string}*/ label;
+    /**@type {string}*/ title;
     /**@type {object}*/ value;
+    /**@type {boolean}*/ isHidden = false;
     /**@type {function}*/ callback;
     /**@type {MenuItem[]}*/ childList = [];
     /**@type {SubMenu}*/ subMenu;
-    /**@type {boolean}*/ isForceExpanded = false;
 
     /**@type {HTMLElement}*/ root;
 
@@ -19,35 +20,67 @@ export class MenuItem {
 
     /**
      *
-     * @param {string} icon
-     * @param {boolean} showLabel
+     * @param {?string} icon
+     * @param {?boolean} showLabel
      * @param {string} label
+     * @param {?string} title Tooltip
      * @param {object} value
+     * @param {boolean} isHidden QR is Invisible (auto-execute only)
      * @param {function} callback
      * @param {MenuItem[]} children
      */
-    constructor(icon, showLabel, label, value, callback, children = []) {
+    constructor(icon, showLabel, label, title, value, isHidden, callback, children = []) {
         this.icon = icon;
         this.showLabel = showLabel;
         this.label = label;
+        this.title = title;
         this.value = value;
+        this.isHidden = isHidden;
         this.callback = callback;
         this.childList = children;
     }
 
 
+    /**
+     * Renders the MenuItem
+     *
+     * A .qr--hidden class is added to:
+     * - the item if it is "Invisible (auto-execute only)"
+     * - the icon if no icon is set
+     * - the label if an icon is set and showLabel is false
+     *
+     * There is no .qr--hidden class defined in default CSS, since having items
+     * that are invisible on the QR bar but visible in the context menu,
+     * or icon-only on the QR bar but labelled in the context menu, is a valid use case.
+     *
+     * To hide optional labels when icons are present, add this user CSS:
+     * .ctx-menu .ctx-item .qr--button-label.qr--hidden {display: none;}
+     * To hide icons when no icon is present (removes unwanted padding):
+     * .ctx-menu .ctx-item .qr--button-icon.qr--hidden {display: none;}
+     * To hide items that are set "invisible":
+     * .ctx-menu .ctx-item.qr--hidden {display: none;}
+     * To target submenus only, use .ctx-menu .ctx-sub-menu .qr--hidden {display: none;}
+     *
+     * @returns {HTMLElement}
+     */
     render() {
         if (!this.root) {
             const item = document.createElement('li'); {
                 this.root = item;
                 item.classList.add('list-group-item');
                 item.classList.add('ctx-item');
-                item.title = this.value;
+
+                // if this item is Invisible, add the hidden class
+                if (this.isHidden) item.classList.add('qr--hidden');
+
+                // if a title/tooltip is set, add it, otherwise use the QR content
+                // same as for the main QR list
+                item.title = this.title || this.value;
+
                 if (this.callback) {
                     item.addEventListener('click', (evt) => this.callback(evt, this));
                 }
                 const icon = document.createElement('div'); {
-                    this.domIcon = icon;
                     icon.classList.add('qr--button-icon');
                     icon.classList.add('fa-solid');
                     if (!this.icon) icon.classList.add('qr--hidden');
@@ -55,7 +88,6 @@ export class MenuItem {
                     item.append(icon);
                 }
                 const lbl = document.createElement('div'); {
-                    this.domLabel = lbl;
                     lbl.classList.add('qr--button-label');
                     if (this.icon && !this.showLabel) lbl.classList.add('qr--hidden');
                     lbl.textContent = this.label;
diff --git a/src/endpoints/characters.js b/src/endpoints/characters.js
index f2bd478e8..b3be9d6f4 100644
--- a/src/endpoints/characters.js
+++ b/src/endpoints/characters.js
@@ -14,7 +14,7 @@ import jimp from 'jimp';
 
 import { AVATAR_WIDTH, AVATAR_HEIGHT } from '../constants.js';
 import { jsonParser, urlencodedParser } from '../express-common.js';
-import { deepMerge, humanizedISO8601DateTime, tryParse, extractFileFromZipBuffer } from '../util.js';
+import { deepMerge, humanizedISO8601DateTime, tryParse, extractFileFromZipBuffer, MemoryLimitedMap } from '../util.js';
 import { TavernCardValidator } from '../validator/TavernCardValidator.js';
 import { parse, write } from '../character-card-parser.js';
 import { readWorldInfoFile } from './worldinfo.js';
@@ -23,7 +23,8 @@ import { importRisuSprites } from './sprites.js';
 const defaultAvatarPath = './public/img/ai4.png';
 
 // KV-store for parsed character data
-const characterDataCache = new Map();
+// 100 MB limit. Would take roughly 3000 characters to reach this limit
+const characterDataCache = new MemoryLimitedMap(1024 * 1024 * 100);
 // Some Android devices require tighter memory management
 const isAndroid = process.platform === 'android';
 
@@ -58,6 +59,9 @@ async function writeCharacterData(inputFile, data, outputFile, request, crop = u
     try {
         // Reset the cache
         for (const key of characterDataCache.keys()) {
+            if (Buffer.isBuffer(inputFile)) {
+                break;
+            }
             if (key.startsWith(inputFile)) {
                 characterDataCache.delete(key);
                 break;
diff --git a/src/util.js b/src/util.js
index 7cebdc031..623626d3d 100644
--- a/src/util.js
+++ b/src/util.js
@@ -670,3 +670,182 @@ export function isValidUrl(url) {
         return false;
     }
 }
+
+/**
+ * MemoryLimitedMap class that limits the memory usage of string values.
+ */
+export class MemoryLimitedMap {
+    /**
+     * Creates an instance of MemoryLimitedMap.
+     * @param {number} maxMemoryInBytes - The maximum allowed memory in bytes for string values.
+     */
+    constructor(maxMemoryInBytes) {
+        if (typeof maxMemoryInBytes !== 'number' || maxMemoryInBytes <= 0) {
+            throw new Error('maxMemoryInBytes must be a positive number');
+        }
+        this.maxMemory = maxMemoryInBytes;
+        this.currentMemory = 0;
+        this.map = new Map();
+        this.queue = [];
+    }
+
+    /**
+     * Estimates the memory usage of a string in bytes.
+     * Assumes each character occupies 2 bytes (UTF-16).
+     * @param {string} str
+     * @returns {number}
+     */
+    static estimateStringSize(str) {
+        return str ? str.length * 2 : 0;
+    }
+
+    /**
+     * Adds or updates a key-value pair in the map.
+     * If adding the new value exceeds the memory limit, evicts oldest entries.
+     * @param {string} key
+     * @param {string} value
+     */
+    set(key, value) {
+        if (typeof key !== 'string' || typeof value !== 'string') {
+            return;
+        }
+
+        const newValueSize = MemoryLimitedMap.estimateStringSize(value);
+
+        // If the new value itself exceeds the max memory, reject it
+        if (newValueSize > this.maxMemory) {
+            return;
+        }
+
+        // Check if the key already exists to adjust memory accordingly
+        if (this.map.has(key)) {
+            const oldValue = this.map.get(key);
+            const oldValueSize = MemoryLimitedMap.estimateStringSize(oldValue);
+            this.currentMemory -= oldValueSize;
+            // Remove the key from its current position in the queue
+            const index = this.queue.indexOf(key);
+            if (index > -1) {
+                this.queue.splice(index, 1);
+            }
+        }
+
+        // Evict oldest entries until there's enough space
+        while (this.currentMemory + newValueSize > this.maxMemory && this.queue.length > 0) {
+            const oldestKey = this.queue.shift();
+            const oldestValue = this.map.get(oldestKey);
+            const oldestValueSize = MemoryLimitedMap.estimateStringSize(oldestValue);
+            this.map.delete(oldestKey);
+            this.currentMemory -= oldestValueSize;
+        }
+
+        // After eviction, check again if there's enough space
+        if (this.currentMemory + newValueSize > this.maxMemory) {
+            return;
+        }
+
+        // Add the new key-value pair
+        this.map.set(key, value);
+        this.queue.push(key);
+        this.currentMemory += newValueSize;
+    }
+
+    /**
+     * Retrieves the value associated with the given key.
+     * @param {string} key
+     * @returns {string | undefined}
+     */
+    get(key) {
+        return this.map.get(key);
+    }
+
+    /**
+     * Checks if the map contains the given key.
+     * @param {string} key
+     * @returns {boolean}
+     */
+    has(key) {
+        return this.map.has(key);
+    }
+
+    /**
+     * Deletes the key-value pair associated with the given key.
+     * @param {string} key
+     * @returns {boolean} - Returns true if the key was found and deleted, else false.
+     */
+    delete(key) {
+        if (!this.map.has(key)) {
+            return false;
+        }
+        const value = this.map.get(key);
+        const valueSize = MemoryLimitedMap.estimateStringSize(value);
+        this.map.delete(key);
+        this.currentMemory -= valueSize;
+
+        // Remove the key from the queue
+        const index = this.queue.indexOf(key);
+        if (index > -1) {
+            this.queue.splice(index, 1);
+        }
+
+        return true;
+    }
+
+    /**
+     * Clears all entries from the map.
+     */
+    clear() {
+        this.map.clear();
+        this.queue = [];
+        this.currentMemory = 0;
+    }
+
+    /**
+     * Returns the number of key-value pairs in the map.
+     * @returns {number}
+     */
+    size() {
+        return this.map.size;
+    }
+
+    /**
+     * Returns the current memory usage in bytes.
+     * @returns {number}
+     */
+    totalMemory() {
+        return this.currentMemory;
+    }
+
+    /**
+     * Returns an iterator over the keys in the map.
+     * @returns {IterableIterator<string>}
+     */
+    keys() {
+        return this.map.keys();
+    }
+
+    /**
+     * Returns an iterator over the values in the map.
+     * @returns {IterableIterator<string>}
+     */
+    values() {
+        return this.map.values();
+    }
+
+    /**
+     * Iterates over the map in insertion order.
+     * @param {Function} callback - Function to execute for each element.
+     */
+    forEach(callback) {
+        this.map.forEach((value, key) => {
+            callback(value, key, this);
+        });
+    }
+
+    /**
+     * Makes the MemoryLimitedMap iterable.
+     * @returns {Iterator} - Iterator over [key, value] pairs.
+     */
+    [Symbol.iterator]() {
+        return this.map[Symbol.iterator]();
+    }
+}