Me again :)
So the code doesn't seem to work in our set up, so we have two Orchard instances, I load one with Combinator enabled, I have added ./less to my ignore paths.
The first server will create the links as follows.
<link href="/Media/Combinator/Styles/1489901916-1.css?timestamp=129839682310000000" rel="stylesheet" type="text/css" />
<link href="/Themes/ThemeName/styles/styles.less?timestamp=129839682310000000" rel="stylesheet" type="text/css" />
<link href="/Media/Combinator/Styles/1489901916-3.css?timestamp=129839682330000000" rel="stylesheet" type="text/css" />
<link href="/Media/Combinator/Styles/1489901916-4.css?timestamp=129839682340000000" rel="stylesheet" type="text/css" />
I then load up the second server.
<link href="/Media/Combinator/Styles/1489901916-1.css?timestamp=129839682310000000" rel="stylesheet" type="text/css" />
<link href="
https://10.20.2.132/Themes/ThemeName/styles/styles.less" rel="stylesheet" type="text/css" />
<link href="/Media/Combinator/Styles/1489901916-3.css?timestamp=129839682330000000" rel="stylesheet" type="text/css" />
<link href="/Media/Combinator/Styles/1489901916-4.css?timestamp=129839682340000000" rel="stylesheet" type="text/css" />
Where the interal IP Address is the first server I loaded it up from, so as a outside user, this link will never work.
(I also think you don't need the timestamp on ignored resources)