I don't have a story but Little Snitch is the kind of tool most corporate users don't need, but that many malicious actors love to use. Sort of like running nmap on your computer, yeah there are legitimate reasons to do so, but you will get a call from IT if you try it.
I jokingly told a coworker to try nmap when he was trying to figure out a port to use for something legitimate. He was on the phone with the security team seemingly within 90 seconds. I was actually pretty impressed.
I'm unaffiliated with the owners.