diff --git a/_locales/en/messages.json b/_locales/en/messages.json
index df9361b1b9..ef1a400e69 100644
--- a/_locales/en/messages.json
+++ b/_locales/en/messages.json
@@ -2934,6 +2934,10 @@
     "messageformat": "Mark selected text as a spoiler",
     "description": "Description of command to bold text in composer"
   },
+  "icu:Keyboard--open-context-menu": {
+    "messageformat": "Open context menu for selected message",
+    "description": "Shown in shortcuts guide"
+  },
   "icu:FormatMenu--guide--bold": {
     "messageformat": "Bold",
     "description": "Shown when you hover over the bold button in the popup formatting menu"
diff --git a/ts/components/ShortcutGuide.tsx b/ts/components/ShortcutGuide.tsx
index 7b72e71df1..7da2a0d607 100644
--- a/ts/components/ShortcutGuide.tsx
+++ b/ts/components/ShortcutGuide.tsx
@@ -24,6 +24,8 @@ type KeyType =
   | 'tab'
   | 'ctrl'
   | 'F6'
+  | 'F10'
+  | 'F12'
   | '↑'
   | '↓'
   | ','
@@ -53,8 +55,17 @@ type KeyType =
 type ShortcutType = {
   id: string;
   description: string;
-  keys: Array<Array<KeyType>>;
-};
+} & (
+  | {
+      keys: Array<Array<KeyType>>;
+    }
+  | {
+      keysByPlatform: {
+        macOS: Array<Array<KeyType>>;
+        other: Array<Array<KeyType>>;
+      };
+    }
+);
 
 function getNavigationShortcuts(i18n: LocalizerType): Array<ShortcutType> {
   return [
@@ -217,6 +228,14 @@ function getMessageShortcuts(i18n: LocalizerType): Array<ShortcutType> {
       description: i18n('icu:Keyboard--forward-messages'),
       keys: [['commandOrCtrl', 'shift', 'S']],
     },
+    {
+      id: 'Keyboard--open-context-menu',
+      description: i18n('icu:Keyboard--open-context-menu'),
+      keysByPlatform: {
+        macOS: [['commandOrCtrl', 'F12']],
+        other: [['shift', 'F10']],
+      },
+    },
   ];
 }
 
@@ -439,13 +458,23 @@ function renderShortcut(
   isMacOS: boolean,
   i18n: LocalizerType
 ) {
+  let keysToRender: Array<Array<KeyType>> = [];
+
+  if ('keys' in shortcut) {
+    keysToRender = shortcut.keys;
+  } else if ('keysByPlatform' in shortcut) {
+    keysToRender = isMacOS
+      ? shortcut.keysByPlatform.macOS
+      : shortcut.keysByPlatform.other;
+  }
+
   return (
     <div key={index} className="module-shortcut-guide__shortcut">
       <div className="module-shortcut-guide__shortcut__description">
         {shortcut.description}
       </div>
       <div className="module-shortcut-guide__shortcut__key-container">
-        {shortcut.keys.map(keys => (
+        {keysToRender.map(keys => (
           <div
             key={`${shortcut.description}--${keys.map(k => k).join('-')}`}
             className="module-shortcut-guide__shortcut__key-inner-container"
diff --git a/ts/components/conversation/TimelineMessage.tsx b/ts/components/conversation/TimelineMessage.tsx
index 7157d408b6..4ae4c4c4d9 100644
--- a/ts/components/conversation/TimelineMessage.tsx
+++ b/ts/components/conversation/TimelineMessage.tsx
@@ -26,7 +26,11 @@ import type {
 import type { PushPanelForConversationActionType } from '../../state/ducks/conversations';
 import { doesMessageBodyOverflow } from './MessageBodyReadMore';
 import type { Props as ReactionPickerProps } from './ReactionPicker';
-import { useToggleReactionPicker } from '../../hooks/useKeyboardShortcuts';
+import {
+  useKeyboardShortcutsConditionally,
+  useOpenContextMenu,
+  useToggleReactionPicker,
+} from '../../hooks/useKeyboardShortcuts';
 import { PanelType } from '../../types/Panels';
 import type { DeleteMessagesPropsType } from '../../state/ducks/globalModals';
 
@@ -73,7 +77,9 @@ export type Props = PropsData &
   };
 
 type Trigger = {
-  handleContextClick: (event: React.MouseEvent<HTMLDivElement>) => void;
+  handleContextClick: (
+    event: React.MouseEvent<HTMLDivElement> | MouseEvent
+  ) => void;
 };
 
 /**
@@ -265,15 +271,21 @@ export function TimelineMessage(props: Props): JSX.Element {
     handleReact || noop
   );
 
-  useEffect(() => {
-    if (isTargeted) {
-      document.addEventListener('keydown', toggleReactionPickerKeyboard);
+  const handleOpenContextMenu = useCallback(() => {
+    if (!menuTriggerRef.current) {
+      return;
     }
+    const event = new MouseEvent('click');
+    menuTriggerRef.current.handleContextClick(event);
+  }, []);
 
-    return () => {
-      document.removeEventListener('keydown', toggleReactionPickerKeyboard);
-    };
-  }, [isTargeted, toggleReactionPickerKeyboard]);
+  const openContextMenuKeyboard = useOpenContextMenu(handleOpenContextMenu);
+
+  useKeyboardShortcutsConditionally(
+    Boolean(isTargeted),
+    openContextMenuKeyboard,
+    toggleReactionPickerKeyboard
+  );
 
   const renderMenu = useCallback(() => {
     return (
diff --git a/ts/hooks/useKeyboardShortcuts.tsx b/ts/hooks/useKeyboardShortcuts.tsx
index 9f74d0cb0f..f042b33868 100644
--- a/ts/hooks/useKeyboardShortcuts.tsx
+++ b/ts/hooks/useKeyboardShortcuts.tsx
@@ -234,6 +234,39 @@ export function useToggleReactionPicker(
   );
 }
 
+export function useOpenContextMenu(
+  openContextMenu: () => unknown
+): KeyboardShortcutHandlerType {
+  const hasOverlay = useHasAnyOverlay();
+
+  return useCallback(
+    ev => {
+      if (hasOverlay) {
+        return false;
+      }
+
+      const { shiftKey } = ev;
+      const key = KeyboardLayout.lookup(ev);
+
+      const isMacOS = get(window, 'platform') === 'darwin';
+
+      if (
+        (!isMacOS && shiftKey && key === 'F10') ||
+        (isMacOS && isCmdOrCtrl(ev) && key === 'F12')
+      ) {
+        ev.preventDefault();
+        ev.stopPropagation();
+
+        openContextMenu();
+        return true;
+      }
+
+      return false;
+    },
+    [hasOverlay, openContextMenu]
+  );
+}
+
 export function useEditLastMessageSent(
   maybeEditMessage: () => boolean
 ): KeyboardShortcutHandlerType {
@@ -277,3 +310,23 @@ export function useKeyboardShortcuts(
     };
   }, [eventHandlers]);
 }
+
+export function useKeyboardShortcutsConditionally(
+  condition: boolean,
+  ...eventHandlers: Array<KeyboardShortcutHandlerType>
+): void {
+  useEffect(() => {
+    if (!condition) {
+      return;
+    }
+
+    function handleKeydown(ev: KeyboardEvent): void {
+      eventHandlers.some(eventHandler => eventHandler(ev));
+    }
+
+    document.addEventListener('keydown', handleKeydown);
+    return () => {
+      document.removeEventListener('keydown', handleKeydown);
+    };
+  }, [condition, eventHandlers]);
+}
diff --git a/ts/services/addGlobalKeyboardShortcuts.ts b/ts/services/addGlobalKeyboardShortcuts.ts
index 014cf6ca83..25917d79b9 100644
--- a/ts/services/addGlobalKeyboardShortcuts.ts
+++ b/ts/services/addGlobalKeyboardShortcuts.ts
@@ -11,11 +11,13 @@ import { getQuotedMessageSelector } from '../state/selectors/composer';
 import { removeLinkPreview } from './LinkPreview';
 
 export function addGlobalKeyboardShortcuts(): void {
+  const isMacOS = window.platform === 'darwin';
+
   document.addEventListener('keydown', event => {
     const { ctrlKey, metaKey, shiftKey, altKey } = event;
 
-    const commandKey = window.platform === 'darwin' && metaKey;
-    const controlKey = window.platform !== 'darwin' && ctrlKey;
+    const commandKey = isMacOS && metaKey;
+    const controlKey = !isMacOS && ctrlKey;
     const commandOrCtrl = commandKey || controlKey;
 
     const state = window.reduxStore.getState();