diff --git a/content/apply.js b/content/apply.js
index c3dbaec3..f1132746 100644
--- a/content/apply.js
+++ b/content/apply.js
@@ -89,17 +89,18 @@ const APPLY = (() => {
     // for getPreventDefault which got removed in FF59 https://bugzil.la/691151
     const EVENT_NAME = chrome.runtime.id;
     let ready;
-    return (el, content) =>
+    return (el, content, disabled) =>
       checkPageScript().then(ok => {
         if (!ok) {
-          const disabled = el.disabled;
           el.textContent = content;
+          // https://github.com/openstyles/stylus/issues/693
           el.disabled = disabled;
         } else {
           const detail = pageObject({
             method: 'setStyleContent',
             id: el.id,
-            content
+            content,
+            disabled
           });
           window.dispatchEvent(new CustomEvent(EVENT_NAME, {detail}));
         }
@@ -119,13 +120,12 @@ const APPLY = (() => {
         const available = checkStyleApplied();
         if (available) {
           window.addEventListener(EVENT_NAME, function handler(e) {
-            const {method, id, content} = e.detail;
+            const {method, id, content, disabled} = e.detail;
             if (method === 'setStyleContent') {
               const el = document.getElementById(id);
               if (!el) {
                 return;
               }
-              const disabled = el.disabled;
               el.textContent = content;
               el.disabled = disabled;
             } else if (method === 'orphan') {
diff --git a/content/style-injector.js b/content/style-injector.js
index ad7c02ba..5024d944 100644
--- a/content/style-injector.js
+++ b/content/style-injector.js
@@ -68,7 +68,7 @@ function createStyleInjector({compare, setStyleContent, onUpdate}) {
       return update(style);
     }
     style.el = createStyle(style.id);
-    const pending = setStyleContent(style.el, style.code);
+    const pending = setStyleContent(style.el, style.code, !enabled);
     table.set(style.id, style);
     const nextIndex = list.findIndex(i => compare(i, style) > 0);
     if (nextIndex < 0) {
@@ -78,8 +78,6 @@ function createStyleInjector({compare, setStyleContent, onUpdate}) {
       document.documentElement.insertBefore(style.el, list[nextIndex].el);
       list.splice(nextIndex, 0, style);
     }
-    // disabled flag is read-only when not attached to a document
-    style.el.disabled = !enabled;
     return pending;
   }
 
@@ -110,7 +108,7 @@ function createStyleInjector({compare, setStyleContent, onUpdate}) {
       oldEl.parentNode.insertBefore(style.el, oldEl.nextSibling);
       style.el.disabled = !enabled;
     }
-    return setStyleContent(style.el, code)
+    return setStyleContent(style.el, code, !enabled)
       .then(() => oldEl && oldEl.remove());
   }
 
@@ -153,13 +151,12 @@ function createStyleInjector({compare, setStyleContent, onUpdate}) {
   function sort() {
     list.sort(compare);
     for (const style of list) {
-      // moving an element resets its 'disabled' state
-      const disabled = style.el.disabled;
       // FIXME: do we need this?
       // const copy = document.importNode(el, true);
       // el.textContent += ' '; // invalidate CSSOM cache
       document.documentElement.appendChild(style.el);
-      style.el.disabled = disabled;
+      // moving an element resets its 'disabled' state
+      style.el.disabled = !enabled;
     }
   }