diff --git a/app/assets/javascripts/pretty-text/engines/discourse-markdown/onebox.js.es6 b/app/assets/javascripts/pretty-text/engines/discourse-markdown/onebox.js.es6
index ee3588f9fdf..f382c11cd8a 100644
--- a/app/assets/javascripts/pretty-text/engines/discourse-markdown/onebox.js.es6
+++ b/app/assets/javascripts/pretty-text/engines/discourse-markdown/onebox.js.es6
@@ -100,7 +100,7 @@ function applyOnebox(state, silent) {
               let options = state.md.options.discourse;
 
               if (options.lookupInlineOnebox) {
-                onebox = options.lookupInlineOnebox(href);
+                onebox = options.lookupInlineOnebox(href, options.invalidateOneboxes);
               }
 
               if (onebox && onebox.title) {
diff --git a/app/assets/javascripts/pretty-text/pretty-text.js.es6 b/app/assets/javascripts/pretty-text/pretty-text.js.es6
index c535ef01ad4..7050e38aa17 100644
--- a/app/assets/javascripts/pretty-text/pretty-text.js.es6
+++ b/app/assets/javascripts/pretty-text/pretty-text.js.es6
@@ -31,7 +31,8 @@ export function buildOptions(state) {
     previewing,
     linkify,
     censoredWords,
-    mentionLookup
+    mentionLookup,
+    invalidateOneboxes
   } = state;
 
   let features = {
@@ -80,7 +81,8 @@ export function buildOptions(state) {
     markdownIt: true,
     injectLineNumbersToPreview:
       siteSettings.enable_advanced_editor_preview_sync,
-    previewing
+    previewing,
+    invalidateOneboxes
   };
 
   // note, this will mutate options due to the way the API is designed
diff --git a/lib/inline_oneboxer.rb b/lib/inline_oneboxer.rb
index 7ee57b432e9..1ba26830165 100644
--- a/lib/inline_oneboxer.rb
+++ b/lib/inline_oneboxer.rb
@@ -23,8 +23,9 @@ class InlineOneboxer
 
   def self.lookup(url, opts = nil)
     opts ||= {}
+    opts = opts.with_indifferent_access
 
-    unless opts[:skip_cache]
+    unless opts[:skip_cache] || opts[:invalidate]
       cached = cache_lookup(url)
       return cached if cached.present?
     end
diff --git a/lib/pretty_text.rb b/lib/pretty_text.rb
index cf6a3eefa4b..f43dcdbd934 100644
--- a/lib/pretty_text.rb
+++ b/lib/pretty_text.rb
@@ -172,6 +172,10 @@ module PrettyText
         buffer << "__optInput.userId = #{opts[:user_id].to_i};\n"
       end
 
+      if opts[:invalidate_oneboxes]
+        buffer << "__optInput.invalidateOneboxes = true;\n"
+      end
+
       buffer << "__textOptions = __buildOptions(__optInput);\n"
 
       buffer << ("__pt = new __PrettyText(__textOptions);")
diff --git a/lib/pretty_text/helpers.rb b/lib/pretty_text/helpers.rb
index dcb42d76d47..b8376a731cf 100644
--- a/lib/pretty_text/helpers.rb
+++ b/lib/pretty_text/helpers.rb
@@ -77,8 +77,8 @@ module PrettyText
       result
     end
 
-    def lookup_inline_onebox(url)
-      InlineOneboxer.lookup(url)
+    def lookup_inline_onebox(url, opts = {})
+      InlineOneboxer.lookup(url, opts)
     end
 
     def get_topic_info(topic_id)
diff --git a/lib/pretty_text/shims.js b/lib/pretty_text/shims.js
index 46ce2595873..9631d260f8a 100644
--- a/lib/pretty_text/shims.js
+++ b/lib/pretty_text/shims.js
@@ -49,8 +49,14 @@ function __getURL(url) {
   return url;
 }
 
-function __lookupInlineOnebox(url) {
-  return __helpers.lookup_inline_onebox(url);
+function __lookupInlineOnebox(url, invalidate = false) {
+  const opts = {};
+
+  if (invalidate) {
+    opts["invalidate"] = true;
+  }
+
+  return __helpers.lookup_inline_onebox(url, opts);
 }
 
 function __lookupImageUrls(urls) {
diff --git a/spec/components/pretty_text_spec.rb b/spec/components/pretty_text_spec.rb
index 4abf96d50bd..fe0a6686a01 100644
--- a/spec/components/pretty_text_spec.rb
+++ b/spec/components/pretty_text_spec.rb
@@ -1195,6 +1195,25 @@ HTML
 
       expect(PrettyText.cook(raw)).to eq(cooked.strip)
     end
+
+    it "invalidates the onebox url" do
+      topic = Fabricate(:topic)
+      url = topic.url
+      raw = "Hello #{url}"
+
+      PrettyText.cook(raw)
+
+      topic.title = "Updated: #{topic.title}"
+      topic.save
+
+      cooked = <<~HTML
+        <p>Hello <a href="#{url}">#{topic.title}</a></p>
+      HTML
+
+      expect(PrettyText.cook(raw)).not_to eq(cooked.strip)
+      expect(PrettyText.cook(raw, invalidate_oneboxes: true)).to eq(cooked.strip)
+      expect(PrettyText.cook(raw)).to eq(cooked.strip)
+    end
   end
 
   describe "image decoding" do