Well for a start trying to be mean to Lindsey seems like a pretty big mistake. Secondly you're too late to actually get that dialogue on your current file.
Start a New Game and go out of your way to be as big of an ass as you possibly can to Lindsey. Refuse to help get her to the Nurse, gawk at her when she falls, disrespect her at every opportunity, and keep on doing it. Do all these things and you too can be blacklisted from the Lindsey Romance Route.
Side effects include: nagging guilt (if you have a heart) and the stink eye from Lindsey fans far and wide. Seriously though, there is barely anything down that rabbit hole. I can only think of three instances where you even get special dialogue options, including this one.