Word font family variations

An introduction. My teacher from university is kind of weird. She wants all essays handwritten by students and this is is a bit exaggerated given the fact the we live in computers era. I created a font family that resembles my handwriting and saved is as .ttf and installed it on windows and use it in word. It doesn’t seem convincing, so I was wondering: If I create 100 ttf each with slight variations of a letter, is there a way in word, when you type a letter, to chose randomly from those 100 ttf files to make the writing seem more organic, because I’m not a callighraphist, I can’t write a letter twice exactly the same way, so a slight variation would make it more convincing.

If it is not possible I have a way using HTML + JS:

document.getElementById("randomize").disabled=true;
function setupFonts(){

   var handwritten = document.getElementsByTagName("handwritten")[0];
   var raw_text = handwritten.innerHTML; //no tags in handwritten tag body
   var taggedText = "";
   var fontTag = "</font><font>";
   for(var i = 0; i < raw_text.length;i++){
      if((/[a-zA-Z]/).test(raw_text.charAt(i))){
         taggedText = taggedText.concat("<font>", raw_text.charAt(i), "</font>");
      }
      else{
         taggedText = taggedText.concat(raw_text.charAt(i));
      }
   }
   handwritten.innerHTML = taggedText;
   document.getElementById("randomize").disabled=false;
}
function randomizeFonts(){
   var fontNames = ['Arial', 'Verdana', 'Consolas']; //here will be listed the variations
   var fontsArray = document.getElementsByTagName("font");
   for(var i = 0; i < fontsArray.length;i++){
      fontsArray[i].setAttribute("face", fontNames[Math.floor(Math.random()*fontNames.length)]);
   }
}
<html>
<body>
<!-- Just 1 handwritten tag allowen on a page -->
<handwritten>
This is a sentence handwritten.
</handwritten>
<br>
<button id="setup" onclick="setupFonts()">Setup Fonts</button>
<button id="randomize" onclick="randomizeFonts()">Randomize Fonts</button>
</body>

<html>

It works, however if this is possible in word it would be better.