diff --git a/Gemfile b/Gemfile
index 05c4b6059..c092c4f27 100644
--- a/Gemfile
+++ b/Gemfile
@@ -223,6 +223,10 @@ group :development, :test do
 
   # Slack helper for testing
   gem 'slack-ruby-client', require: false
+
+  # Can be used to detect for example the current
+  # operating system in tests, to handle things differently.
+  gem 'os'
 end
 
 # Want to extend Zammad with additional gems?
diff --git a/Gemfile.lock b/Gemfile.lock
index 38a5415e2..b99b7184a 100644
--- a/Gemfile.lock
+++ b/Gemfile.lock
@@ -394,6 +394,7 @@ GEM
       omniauth (~> 1.5)
       omniauth-oauth2 (>= 1.4.0)
     openssl (2.2.0)
+    os (1.1.1)
     overcommit (0.58.0)
       childprocess (>= 0.6.3, < 5)
       iniparse (~> 1.4)
@@ -710,6 +711,7 @@ DEPENDENCIES
   omniauth-twitter
   omniauth-weibo-oauth2
   openssl
+  os
   overcommit
   pg (= 0.21.0)
   pry-rails
diff --git a/app/assets/javascripts/app/lib/base/jquery.textmodule.js b/app/assets/javascripts/app/lib/base/jquery.textmodule.js
index c73905761..04bcc1637 100644
--- a/app/assets/javascripts/app/lib/base/jquery.textmodule.js
+++ b/app/assets/javascripts/app/lib/base/jquery.textmodule.js
@@ -27,6 +27,7 @@
     this.collection = []
     this.active     = false
     this.buffer     = ''
+    this.oldElementText = ''
 
     // check if ce exists
     if ( $.data(element, 'plugin_ce') ) {
@@ -55,10 +56,11 @@
   }
 
   Plugin.prototype.onKeydown = function (e) {
-    //console.log("onKeydown", this.isActive())
+    // Saves the old element text for some special situations.
+    this.oldElementText = this.$element.text()
+
     // navigate through item
     if (this.isActive()) {
-
       // esc
       if (e.keyCode === 27) {
         e.preventDefault()
@@ -133,7 +135,7 @@
 
     // reduce buffer, in case close it
     // backspace
-    if (e.keyCode === 8 && this.buffer) {
+    if (e.keyCode === 8 && !( e.ctrlKey || e.metaKey ) && this.buffer) {
 
       var trigger = this.findTrigger(this.buffer)
       // backspace + buffer === :: -> close textmodule
@@ -162,19 +164,47 @@
 
   Plugin.prototype.onKeypress = function (e) {
     this.log('BUFF', this.buffer, e.keyCode, String.fromCharCode(e.which))
-
     // gets the character and keycode from event
     // this event does not have keyCode and which value set
     // so we take char and set those values to not break the flow
     // if originalEvent.data is null that means a non char key is pressed like delete, space
     if(e.originalEvent && e.originalEvent.data) {
-      var char = e.originalEvent.data;
-      var keyCode = char.charCodeAt(0);
-      e.keyCode = e.which = keyCode;
+      var char = e.originalEvent.data
+      var keyCode = char.charCodeAt(0)
+      e.keyCode = e.which = keyCode
     }
 
     // ignore invalid key codes if search is opened (issue #3637)
-    if (this.isActive() && e.keyCode === undefined) return
+    if (this.isActive() && e.keyCode === undefined) {
+
+      // Check if the trigger still exists in the new text, after a special key was pressed, otherwise
+      //  close the collection.
+      var indexOfBuffer = this.oldElementText.indexOf(this.buffer)
+      var trigger = this.findTrigger(this.buffer)
+
+      if (this.buffer && indexOfBuffer !== -1 && trigger) {
+        foundCurrentBuffer = this.$element.text().substr(indexOfBuffer, this.buffer.length)
+
+        if ( this.$element.text().substr(indexOfBuffer, trigger.trigger.length) !== trigger.trigger ) {
+          this.close(true)
+        }
+
+        // Check on how many characters the trigger needs to be reduced, in the case it's not the same.
+        else if ( foundCurrentBuffer !== this.buffer ) {
+          var existingLength = 0
+          for (var i = 0; i < this.buffer.length; i++) {
+            if (this.buffer.charAt(i) !== foundCurrentBuffer.charAt(i)) {
+              existingLength = i
+              break
+            }
+          }
+
+          this.buffer = this.buffer.substr(0, existingLength)
+          this.result(trigger)
+        }
+      }
+      return
+    }
 
     // skip on shift + arrow_keys
     if (_.contains([16, 37, 38, 39, 40], e.keyCode)) return
@@ -186,7 +216,6 @@
     }
 
     var newChar = String.fromCharCode(e.which)
-
     // observe other keys
     if (this.hasAvailableTriggers(this.buffer)) {
       if(this.hasAvailableTriggers(this.buffer + newChar)) {
diff --git a/spec/system/examples/text_modules_examples.rb b/spec/system/examples/text_modules_examples.rb
index 3613b7446..3b79e89b8 100644
--- a/spec/system/examples/text_modules_examples.rb
+++ b/spec/system/examples/text_modules_examples.rb
@@ -19,6 +19,27 @@ RSpec.shared_examples 'text modules' do |path:|
     end
   end
 
+  it 'does not break after usage of Ctrl/Command+Backspace' do
+    visit path
+    within(:active_content) do
+      find(:richtext).send_keys(':')
+      find(:richtext).send_keys(':')
+      find(:richtext).send_keys('bur')
+
+      # The click is needed to get the focus back to the field for chrome.
+      find(:richtext).click
+      if OS.mac?
+        find(:richtext).send_keys(%i[command backspace])
+      else
+        find(:richtext).send_keys(%i[control backspace])
+      end
+
+      find(:richtext).send_keys('Some other text')
+      find(:richtext).send_keys(:enter)
+      expect(find(:richtext)).to have_text 'Some other text'
+    end
+  end
+
   it 'does not show when send :enter:' do
     visit path
     within(:active_content) do