The checkedCompile() method compiles only if the input file is a different one or the output file does not already exist. You have to make use of the function compileFile() to compile it again and again..
The following code may do the trick..
<?php
require "lessc.inc.php";
$less = new lessc;
$less->setVariables(array(
"base" => "968px"
));
$less->compileFile("webform.less", "output.css");
?>