I have some jQuery, JavaScript, and CSS that allows me to customize the appearance of HTML form file inputs. I also have a bit of jQuery that allows users to dynamically add as many files as they need to attach.
The problem I'm having is that after a user selects their first file, presses add, and adds the second file, the behavior of the customized input type doesn't apply.
I have a JSFiddle that you can view here:
JSFiddle - Dynamically Add Customized HTML File Inputs
HTML
<div id="file_container">
  <span class="file-wrapper"><input type="file" name="files[]"><span class="file-button">Choose File</span></span><br>
  <div id="file_tools">
    <img src="http://i59.tinypic.com/5niuxd.png" id="add_file" title="Add Another File">
    <img src="http://i60.tinypic.com/102ktmq.png" id="del_file" title="Remove Last File">
  </div>
</div>
JavaScript / jQuery
var CUSTOMUPLOAD = CUSTOMUPLOAD || {};
CUSTOMUPLOAD.fileInputs = function() {
  var $this = $(this),
      $val = $this.val(),
      valArray = $val.split('\\'),
      newVal = valArray[valArray.length-1],
      $button = $this.siblings('.file-button'),
      $fakeFile = $this.siblings('.file-holder');
  if(newVal !== '') {
    $button.text('File Chosen');
    if($fakeFile.length === 0) {
      $button.after('               <span class=file-holder> ' + newVal + '</span>');
    } else {
      $fakeFile.text(newVal);
    }
  }
};
$(document).ready(function() {
    $('.file-wrapper input[type=file]').bind('change click', CUSTOMUPLOAD.fileInputs);
    var counter = 2;
    $('#del_file').hide();
        $('img#add_file').click(function(){
            $('#file_tools').before('<p><span class="file-wrapper" id="f'+counter+'"><input type="file" name="files[]"/><span class="file-button">Choose File</span></span></p>');
            $('#del_file').fadeIn(0);
        counter++;
        });
        $('img#del_file').click(function(){
            if(counter==3){
                $('#del_file').hide();
            }           
        counter--;
        $('#f'+counter).remove();
    }); 
});
CSS
.file-wrapper{font-size:11px;cursor:pointer;display:inline-block;overflow:hidden;position:relative;}
.file-wrapper .file-button{width:auto;display:inline-block;font-size:14px;font-weight:bold;background:#1468b3;color:#fff;cursor:pointer;padding:8px 20px;text-transform:uppercase;border:1px solid #fff;-webkit-border-radius:5px;-moz-border-radius:5px;border-radius:5px;}
.file-wrapper input{font-size:100px;cursor:pointer;height:100%;position:absolute;right:0;top:0;filter:alpha(opacity=1);-moz-opacity:0.01;opacity:0.01;}
 
     
     
    